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	<id>https://chemwiki.ch.ic.ac.uk/api.php?action=feedcontributions&amp;feedformat=atom&amp;user=Cn205</id>
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	<updated>2026-04-04T02:21:09Z</updated>
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	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5026</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5026"/>
		<updated>2006-11-08T15:23:26Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General [http://physchem.ox.ac.uk/MSDS/AC/acrolein.html]&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Propenal&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene aldehyde&amp;lt;br/&amp;gt;acrylaldehyde&amp;lt;br/&amp;gt;Aqualin&amp;lt;br/&amp;gt;Magnacide H&amp;lt;br/&amp;gt;NSC 8819&amp;lt;br/&amp;gt;and many more...&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 52.7°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is soluble in water, alcohol and ether.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[4]&amp;lt;/sup&amp;gt; Small amounts of acrolein may be found in cooking oils and roasted coffee. &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein readily polymerizes exothermically, especially when it is in contact with strong acids or bases. Dimerization may occur at temperature higher than 150°C. [http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;250&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 150; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein can be formed from the breakdown of pollutants found in the atmosphere, as well as from burning tobacco or gasoline. It is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to the lack of human data.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
When acrolein is injected directly into the embryo tissue of rats and is found to cause birth defects; but it does not affect the number of pregnancies. However, effects of acrolein in humans on reproductive or developmental have not yet been proved. [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm &amp;lt;sup&amp;gt;[2]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://physchem.ox.ac.uk/MSDS/AC/acrolein.html&lt;br /&gt;
&lt;br /&gt;
2. http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm&lt;br /&gt;
&lt;br /&gt;
3. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
4. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;br /&gt;
&lt;br /&gt;
http://en.wikipedia.org/wiki/Acrolein&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5015</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5015"/>
		<updated>2006-11-07T13:31:56Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* References */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General [http://physchem.ox.ac.uk/MSDS/AC/acrolein.html]&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 52.7°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is soluble in water, alcohol and ether.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[4]&amp;lt;/sup&amp;gt; Small amounts of acrolein may be found in cooking oils and roasted coffee. &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein readily polymerizes exothermically, especially when it is in contact with strong acids or bases. Dimerization may occur at temperature higher than 150°C. [http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;250&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 150; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein can be formed from the breakdown of pollutants found in the atmosphere, as well as from burning tobacco or gasoline. It is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to the lack of human data.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
When acrolein is injected directly into the embryo tissue of rats and is found to cause birth defects; but it does not affect the number of pregnancies. However, effects of acrolein in humans on reproductive or developmental have not yet been proved. [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm &amp;lt;sup&amp;gt;[2]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://physchem.ox.ac.uk/MSDS/AC/acrolein.html&lt;br /&gt;
&lt;br /&gt;
2. http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm&lt;br /&gt;
&lt;br /&gt;
3. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
4. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;br /&gt;
&lt;br /&gt;
http://en.wikipedia.org/wiki/Acrolein&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5014</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5014"/>
		<updated>2006-11-07T13:30:48Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General [http://physchem.ox.ac.uk/MSDS/AC/acrolein.html]&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 52.7°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is soluble in water, alcohol and ether.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[4]&amp;lt;/sup&amp;gt; Small amounts of acrolein may be found in cooking oils and roasted coffee. &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein readily polymerizes exothermically, especially when it is in contact with strong acids or bases. Dimerization may occur at temperature higher than 150°C. [http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;250&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 150; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein can be formed from the breakdown of pollutants found in the atmosphere, as well as from burning tobacco or gasoline. It is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to the lack of human data.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
When acrolein is injected directly into the embryo tissue of rats and is found to cause birth defects; but it does not affect the number of pregnancies. However, effects of acrolein in humans on reproductive or developmental have not yet been proved. [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm &amp;lt;sup&amp;gt;[2]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://physchem.ox.ac.uk/MSDS/AC/acrolein.html&lt;br /&gt;
&lt;br /&gt;
2. http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm&lt;br /&gt;
&lt;br /&gt;
3. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
4. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5007</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=5007"/>
		<updated>2006-11-07T12:45:48Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 52.7°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is soluble in water, alcohol and ether.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein readily polymerizes exothermically, especially when it is in contact with strong acids or bases. Dimerization may occur at temperature higher than 150°C. [http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;250&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 150; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.chemicalland21.com/industrialchem/organic/ACROLEIN.htm&lt;br /&gt;
&lt;br /&gt;
2. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4979</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4979"/>
		<updated>2006-11-07T10:53:23Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;250&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 150; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4978</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4978"/>
		<updated>2006-11-07T10:52:51Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;250&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 150; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4977</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4977"/>
		<updated>2006-11-07T10:52:31Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4976</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4976"/>
		<updated>2006-11-07T10:52:08Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;300&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4975</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4975"/>
		<updated>2006-11-07T10:50:14Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 80; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4974</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4974"/>
		<updated>2006-11-07T10:49:55Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 80; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4973</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4973"/>
		<updated>2006-11-07T10:49:29Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 80; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4972</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4972"/>
		<updated>2006-11-07T10:49:05Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 80; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
Molecule-1&lt;br /&gt;
  WLViewer          3D                             0&lt;br /&gt;
&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4971</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4971"/>
		<updated>2006-11-07T10:47:32Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 80; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
Molecule-1&lt;br /&gt;
  WLViewer          3D                             0&lt;br /&gt;
&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:50, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4970</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4970"/>
		<updated>2006-11-07T10:37:37Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 120; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;acrolein.mol&lt;br /&gt;
&lt;br /&gt;
Molecule-1&lt;br /&gt;
  WLViewer          3D                             0&lt;br /&gt;
&lt;br /&gt;
  5  4  0  0  0  0  0  0  0  0999 V2000&lt;br /&gt;
    7.6733   -9.8632   -0.0010 H   0  0  0  0  0  0  0  0  0  1&lt;br /&gt;
    8.5469   -9.3765   -0.0004 C   0  0  0  0  0  0  0  0  0  2&lt;br /&gt;
    9.8024  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  3&lt;br /&gt;
   10.9647   -9.4775    0.0007 C   0  0  0  0  0  0  0  0  0  4&lt;br /&gt;
    8.5662   -8.1405   -0.0001 O   0  0  0  0  0  0  0  0  0  5&lt;br /&gt;
  1  2  1  0  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  3  4  2  0  0  0&lt;br /&gt;
  2  5  2  0  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 10:40, 7 November 2006&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, pages 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4969</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4969"/>
		<updated>2006-11-07T10:24:34Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|250px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==General==&lt;br /&gt;
Acrolein, the simplest unsaturated aldehyde, is a colourless volatile liquid that burns easily with an acrid smell. It is formed as the long chain fatty acids in meat break down when heated to 280°C, the glycerol molecule loses two molecules of water and hence forming acrolein. The acrid smell is responsible for the flavour of barbecue food. The process of heating and partially decomposition of sucrose lead to the characteristic smell of caramel. &amp;lt;sup&amp;gt;[3]&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Acrolein is stable but readily polymerizes, especially when it is in contact with strong acids or bases.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Hazards==&lt;br /&gt;
Acrolein is found to have major connections between tobacco cigarettes and the risk of lung caner. However, it has no direct information to prove that acrolein is carcinogenic due to lack of human data.&lt;br /&gt;
&lt;br /&gt;
Its potential hazards:&lt;br /&gt;
* Flammable&lt;br /&gt;
* Highly toxic if swallowed and by inhalation (inhalation exposure to high levels such as 10 ppm may be fatal&lt;br /&gt;
* Severe eye irritation or causes burns to the eye&lt;br /&gt;
* Skin exposure causes serious damage&lt;br /&gt;
* Poisonous at low ppm concentrations; immediately dangerous to life at 2 ppm [http://www.lakes-environmental.com/toxic/ACROLEIN.HTML]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
Acrolein is used to make other chemicals and pesticides.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://www.lakes-environmental.com/toxic/ACROLEIN.HTML&lt;br /&gt;
&lt;br /&gt;
2.&lt;br /&gt;
&lt;br /&gt;
3. Atkins’ Molecules 2nd ed., Peter Atkins, CUP, 2003, 140-141&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4968</id>
		<title>It:Acrolein</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Acrolein&amp;diff=4968"/>
		<updated>2006-11-07T10:15:59Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;==Properties==&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|300px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4967</id>
		<title>File:Acrolein.png</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4967"/>
		<updated>2006-11-07T10:15:43Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;==Properties==&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|300px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4966</id>
		<title>File:Acrolein.png</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4966"/>
		<updated>2006-11-07T10:12:44Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4965</id>
		<title>File:Acrolein.png</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4965"/>
		<updated>2006-11-07T10:10:36Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;==Properties==&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}} | Acrolein&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:Acrolein.png|300px|Acrolein]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| Systematic name&lt;br /&gt;
| 2-propenal&lt;br /&gt;
|-&lt;br /&gt;
| Other Names&lt;br /&gt;
| Prop-2-en-1-al&amp;lt;br/&amp;gt;2-propene-1-one&amp;lt;br/&amp;gt;Acraldehyde&amp;lt;br/&amp;gt;Acrylic Aldehyde&amp;lt;br/&amp;gt;Allyl Aldehyde&amp;lt;br/&amp;gt;Ethylene Aldehyde&amp;lt;br/&amp;gt;and many more…&lt;br /&gt;
|-&lt;br /&gt;
| Molecular Formula&lt;br /&gt;
| C&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;O &lt;br /&gt;
|-&lt;br /&gt;
| Molar Mass&lt;br /&gt;
| 56.06 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| CAS Number&lt;br /&gt;
| 107-02-8&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| Melting Point&lt;br /&gt;
| -87°C&lt;br /&gt;
|-&lt;br /&gt;
| Boiling Poing&lt;br /&gt;
| 53°C&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| Colorless liquid&lt;br /&gt;
|-&lt;br /&gt;
| Vapor Density&lt;br /&gt;
| 1.94 (where air = 1)&lt;br /&gt;
|-&lt;br /&gt;
| Vapour Pressure&lt;br /&gt;
| 286 mbar at 20°C&lt;br /&gt;
|-&lt;br /&gt;
| Auto-ignition Temperature&lt;br /&gt;
| 233°C&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4964</id>
		<title>File:Acrolein.png</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Acrolein.png&amp;diff=4964"/>
		<updated>2006-11-07T10:06:50Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:projects&amp;diff=4963</id>
		<title>It:projects</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:projects&amp;diff=4963"/>
		<updated>2006-11-07T10:02:41Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Supplemental  Project Page */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;__FORCETOC__&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;&#039;&#039;You MUST use the  Edit buttons on the right to edit this content.  Do NOT use the Edit button on the top of this page.&#039;&#039;&#039;&#039;&#039;&lt;br /&gt;
== Sandbox (Play-Pen) ==	 &lt;br /&gt;
		 &lt;br /&gt;
This is an area where you can play without worrying what you do. Enter it by pressing the [Edit] button &#039;&#039;&#039;on the right&#039;&#039;&#039; and &#039;&#039;&#039;not&#039;&#039;&#039; at the top. Go here for a [http://en.wikipedia.org/wiki/Wikipedia:Cheatsheet &#039;&#039;cheat sheet&#039;&#039;] summary of how to create a Wiki page.	 It&#039;s a free-for-all in here! Learn how to use a Wiki by coming here! PS This is how to do Greek: &amp;amp;Alpha;, &amp;amp;alpha;, &amp;amp;beta; &amp;amp;Delta;, &amp;amp;delta;	 		 &lt;br /&gt;
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== Main Project Page ==&lt;br /&gt;
&#039;&#039;&#039;Please do not edit this page itself&#039;&#039;&#039;.  Click on one of the titles to start editing.&lt;br /&gt;
{| summary=&amp;quot;CIT Project  Titles&amp;quot; border=&amp;quot;1&amp;quot;&lt;br /&gt;
! bgcolor=&amp;quot;cyan&amp;quot; |Project&amp;lt;br /&amp;gt; Number&lt;br /&gt;
! bgcolor=&amp;quot;cyan&amp;quot; |General Keywords&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |01&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Lignocaine|Lignocaine (used in dentistry as a &amp;quot;local&amp;quot;)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |02&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Piperine|Piperine (active ingredient of both black and white pepper)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |03&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Rapamycin|Rapamycin (prevents transplant rejection)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |04&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Gossypol|Gossypol (male birth control)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |05&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Gentamycin|Gentamicin A (aminoglycoside antibiotic)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |06&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Herceptin|Herceptin (topical anticancer drug)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |07&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Gingerone|Zingerone (the characteristic smell of ginger)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |08&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Sucralose|Sucralose (non-metabolizable sweetening agent)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |09&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Bufotoxin|Bufotoxin (active component of the toad &#039;&#039;Bufo vulgaris&#039;&#039;)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |10&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Roaccutane|Roaccutane (treatment for severe acne)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |11&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Sibutramine|Sibutramine (appetite suppresor)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |12&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Anandamide|Anandamide (the &amp;quot;feel-good&amp;quot; factor in chocolate)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |13&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:h3nbh3|Ammonia-borane: H&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;N-BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; (Hydrogen storage molecule?)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |14&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Methoxsalen|Methoxsalen (Treatment of psoriasis)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |15&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Hycocine|Hyoscine (From Mandrake and Witches Henbane, pre-med before surgery)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |16&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Capreomycin|Capreomycin (Drug-resistant TB)]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |17&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:wilkinson|Wilkinson&#039;s catalyst]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |18&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Jacobsen|Jacobsen&#039;s epoxidation catalyst]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |19&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; | [[it:Methylaluminoxane|Methylaluminoxane: MAO - hugely important ethylene polymerisation cocatalyst]]&lt;br /&gt;
|-&lt;br /&gt;
| bgcolor=&amp;quot;#CCFF00&amp;quot; |20&lt;br /&gt;
| bgcolor=&amp;quot;#66FF99&amp;quot; | [[it:Schwartz|Schwartz reagent for the hydrozirconation of alkenes and alkynes]]&lt;br /&gt;
|}&lt;br /&gt;
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If someone else  starts editing a page at the same time as you,   the system will detect this and offer alternatives for you to deal with.  For example, it may suggest you copy the contents of the page you have been editing and merge it into the other person&#039;s page,&lt;br /&gt;
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----&lt;br /&gt;
--[[User:Rzepa|Rzepa]] 12:25, 19 October 2006 (BST)--[[User:Rzepa|Rzepa]] 08:31, 5 November 2006 (UTC)&lt;br /&gt;
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# [http://diberri.dyndns.org/wikipedia/html2wiki/ A HTML2Wiki Converter]&lt;br /&gt;
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[[Template:DOI]] and [[Template:Doi-inline]] are providea as (protected) templates for your use.  Many other templates exist, often to be found on e.g. Wikipedia pages.  You may decide one of these is of particular use, or of interest.  If so, you can install it on the wiki here for you and others to use.  Add below a line that looks like  {{template-name|parameter}}, save, and click on the red text to create the new template. If you prefer the task of adding useful templates to that of adding information about molecules, then you will be given full credit for performing this valuable service for others!&lt;br /&gt;
--[[User:Rzepa|Rzepa]] 14:41, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
----&lt;br /&gt;
[[Template:Chem-Data]]&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Methylaluminoxane&amp;diff=4388</id>
		<title>It:Methylaluminoxane</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Methylaluminoxane&amp;diff=4388"/>
		<updated>2006-10-26T15:27:48Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Methylaluminoxane, also known as MAO, is mostly used as an important cocatalyst for Ziegler-Natta polymerisations of alkenes.&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
&lt;br /&gt;
Methylaluminoxane or MAO [(-Al(CH3)O-)n] is a white solid. It is primarily used as a catalyst component in the Ziegler-Natta systems for olefin polymerization.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
MAO reacts vigorously with any chemical with an acidic proton. It is highly soluble in hydrocarbon and hence it is usually used as a solution.&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
The precise structure of Methylaluminoxane is largely unknown as it is not possible to isolate the crystalline sample of this compound.&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt; Also, NMR studies of this compound is hindered by disproportionation reactions at high temperatures and association in solution yielding a mixture of different oligomers with multiple equilibria.&amp;lt;sup&amp;gt;2&amp;lt;/sup&amp;gt; The general chemical formula of this compound is (-Al(CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;)O-)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt; where Oxygen joins two aluminium atoms that still bear a CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; group.&amp;lt;sup&amp;gt;3&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
[[Image:Methylaluminoxane.gif|thumb|center|200|Structure of Methylaluminoxane]]&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
MAO is generally prepared by partial hydrolysis of trimethylaluminum, TMA. This is done using hydrated salt dispersed in toluene. Depending on the nature of the salt used and the reaction conditions, MAO with widely differing activities as cocatalysts in polymerization of ethylene is formed.&amp;lt;sup&amp;gt;3&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Proposed mechanisms for its uses==&lt;br /&gt;
&lt;br /&gt;
===Activating the catalyst===&lt;br /&gt;
[[Image:MAOactivator.JPG]]&amp;lt;sup&amp;gt;5&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
It is generally believed that MAO alkylates and then activates the metal-chloride pre-catalyst species, forming an ion pair which should allow ethene insertion.&amp;lt;sup&amp;gt;4&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
[[Image:MAO2.JPG]]&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
This equation illustrates the possible role of the product cation as a catalyst in olefin polymerisation&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1.Mason, M. R.; Smith, J. M.; Bott, S. G.; Barron, A. R. J. Am. Chem. Soc. 1993, 115, 4971&lt;br /&gt;
&lt;br /&gt;
2.E. Zurek, T. K. Woo, T. K. Firman, T. Ziegler, Inorg. Chem. 2001, 40, 361-370&lt;br /&gt;
&lt;br /&gt;
3.S. Srinivasa Reddy, K. Radhakrishnan, S. Sivaram, Polymer Bulletin. 1996, 36, 165-171&lt;br /&gt;
&lt;br /&gt;
4.http://en.wikipedia.org/wiki/Methylaluminoxane&lt;br /&gt;
&lt;br /&gt;
5.Sinn, H.; Kaminsky, W.; Vollmer, H. J.; Woldt, R. Angew. Chem. 1980, 92, 396&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Methylaluminoxane&amp;diff=4387</id>
		<title>It:Methylaluminoxane</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Methylaluminoxane&amp;diff=4387"/>
		<updated>2006-10-26T15:25:59Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Structure */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Methylaluminoxane, also known as MAO, is mostly used as an important cocatalyst for Ziegler-Natta polymerisations of alkenes.&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
&lt;br /&gt;
Methylaluminoxane or MAO [(-Al(CH3)O-)n] is a white solid. It is primarily used as a catalyst component in the Ziegler-Natta systems for olefin polymerization.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
MAO reacts vigorously with any chemical with an acidic proton. It is highly soluble in hydrocarbon and hence it is usually used as a solution.&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
The precise structure of Methylaluminoxane is largely unknown as it is not possible to isolate the crystalline sample of this compound.&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt; Also, NMR studies of this compound is hindered by disproportionation reactions at high temperatures and association in solution yielding a mixture of different oligomers with multiple equilibria.&amp;lt;sup&amp;gt;2&amp;lt;/sup&amp;gt; The general chemical formula of this compound is (-Al(CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;)O-)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt; where Oxygen joins two aluminium atoms that still bear a CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; group.&amp;lt;sup&amp;gt;3&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
[[Image:Methylaluminoxane.gif|thumb|left|200|Structure of Methylaluminoxane]]&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
MAO is generally prepared by partial hydrolysis of trimethylaluminum, TMA. This is done using hydrated salt dispersed in toluene. Depending on the nature of the salt used and the reaction conditions, MAO with widely differing activities as cocatalysts in polymerization of ethylene is formed.&amp;lt;sup&amp;gt;3&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Proposed mechanisms for its uses==&lt;br /&gt;
&lt;br /&gt;
===Activating the catalyst===&lt;br /&gt;
[[Image:MAOactivator.JPG]]&amp;lt;sup&amp;gt;5&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
It is generally believed that MAO alkylates and then activates the metal-chloride pre-catalyst species, forming an ion pair which should allow ethene insertion.&amp;lt;sup&amp;gt;4&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
[[Image:MAO2.JPG]]&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
This equation illustrates the possible role of the product cation as a catalyst in olefin polymerisation&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1.Mason, M. R.; Smith, J. M.; Bott, S. G.; Barron, A. R. J. Am. Chem. Soc. 1993, 115, 4971&lt;br /&gt;
&lt;br /&gt;
2.E. Zurek, T. K. Woo, T. K. Firman, T. Ziegler, Inorg. Chem. 2001, 40, 361-370&lt;br /&gt;
&lt;br /&gt;
3.S. Srinivasa Reddy, K. Radhakrishnan, S. Sivaram, Polymer Bulletin. 1996, 36, 165-171&lt;br /&gt;
&lt;br /&gt;
4.http://en.wikipedia.org/wiki/Methylaluminoxane&lt;br /&gt;
&lt;br /&gt;
5.Sinn, H.; Kaminsky, W.; Vollmer, H. J.; Woldt, R. Angew. Chem. 1980, 92, 396&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Methylaluminoxane&amp;diff=4385</id>
		<title>It:Methylaluminoxane</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Methylaluminoxane&amp;diff=4385"/>
		<updated>2006-10-26T15:22:53Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Introduction */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Methylaluminoxane, also known as MAO, is mostly used as an important cocatalyst for Ziegler-Natta polymerisations of alkenes.&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
&lt;br /&gt;
Methylaluminoxane or MAO [(-Al(CH3)O-)n] is a white solid. It is primarily used as a catalyst component in the Ziegler-Natta systems for olefin polymerization.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
MAO reacts vigorously with any chemical with an acidic proton. It is highly soluble in hydrocarbon and hence it is usually used as a solution.&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
The precise structure of Methylaluminoxane is largely unknown as it is not possible to isolate the crystalline sample of this compound.&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt; Also, NMR studies of this compound is hindered by disproportionation reactions at high temperatures and association in solution yielding a mixture of different oligomers with multiple equilibria.&amp;lt;sup&amp;gt;2&amp;lt;/sup&amp;gt; The general chemical formula of this compound is (-Al(CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;)O-)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt; where Oxygen joins two aluminium atoms that still bear a CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; group.&amp;lt;sup&amp;gt;3&amp;lt;/sup&amp;gt;[[Image:Methylaluminoxane.gif|thumb|right|200|Structure of Methylaluminoxane]]&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
MAO is generally prepared by partial hydrolysis of trimethylaluminum, TMA. This is done using hydrated salt dispersed in toluene. Depending on the nature of the salt used and the reaction conditions, MAO with widely differing activities as cocatalysts in polymerization of ethylene is formed.&amp;lt;sup&amp;gt;3&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Proposed mechanisms for its uses==&lt;br /&gt;
&lt;br /&gt;
===Activating the catalyst===&lt;br /&gt;
[[Image:MAOactivator.JPG]]&amp;lt;sup&amp;gt;5&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
It is generally believed that MAO alkylates and then activates the metal-chloride pre-catalyst species, forming an ion pair which should allow ethene insertion.&amp;lt;sup&amp;gt;4&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
[[Image:MAO2.JPG]]&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt;&lt;br /&gt;
&lt;br /&gt;
This equation illustrates the possible role of the product cation as a catalyst in olefin polymerisation&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1.Mason, M. R.; Smith, J. M.; Bott, S. G.; Barron, A. R. J. Am. Chem. Soc. 1993, 115, 4971&lt;br /&gt;
&lt;br /&gt;
2.E. Zurek, T. K. Woo, T. K. Firman, T. Ziegler, Inorg. Chem. 2001, 40, 361-370&lt;br /&gt;
&lt;br /&gt;
3.S. Srinivasa Reddy, K. Radhakrishnan, S. Sivaram, Polymer Bulletin. 1996, 36, 165-171&lt;br /&gt;
&lt;br /&gt;
4.http://en.wikipedia.org/wiki/Methylaluminoxane&lt;br /&gt;
&lt;br /&gt;
5.Sinn, H.; Kaminsky, W.; Vollmer, H. J.; Woldt, R. Angew. Chem. 1980, 92, 396&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4296</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4296"/>
		<updated>2006-10-26T14:11:21Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Applications */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
|-&lt;br /&gt;
| [[Other Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;|Borazane [http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. Replacing non-renewable fossil fuel with hydrogen has a lot of benefits. In a fuel cell, hydrogen can burn with oxygen to release energy and produce water. This reaction does not generate pollutants such as greenhouse gases and hence reducing the level of pollution, as well as reducing the dependency on fossil fuels which its demand is increasing everyday. [http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
However, the problem is how to store and carry the hydrogen, which can be released when needed. As ammonia borane decomposes, it evolves hydrogen is evolved at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://pubs.acs.org/cen/coverstory/83/8334altenergy.html&lt;br /&gt;
&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4281</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4281"/>
		<updated>2006-10-26T14:07:01Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
|-&lt;br /&gt;
| [[Other Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;|Borazane [http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. Replacing non-renewable fossil fuel with hydrogen has a lot of benefits. In a fuel cell, hydrogen can burn with oxygen to release energy and produce water. This reaction does not generate pollutants such as greenhouse gases and hence reducing the level of pollution, as well as reducing the dependency on fossil fuels which its demand is increasing everyday. [http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen is evolved at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://pubs.acs.org/cen/coverstory/83/8334altenergy.html&lt;br /&gt;
&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4274</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4274"/>
		<updated>2006-10-26T14:06:05Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Applications */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
|-&lt;br /&gt;
| [[Other Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;|Borazane[http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. Replacing non-renewable fossil fuel with hydrogen has a lot of benefits. In a fuel cell, hydrogen can burn with oxygen to release energy and produce water. This reaction does not generate pollutants such as greenhouse gases and hence reducing the level of pollution, as well as reducing the dependency on fossil fuels which its demand is increasing everyday. [http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen is evolved at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://pubs.acs.org/cen/coverstory/83/8334altenergy.html&lt;br /&gt;
&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4248</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4248"/>
		<updated>2006-10-26T13:51:09Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
|-&lt;br /&gt;
| [[Other Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;|Borazane[http://pubs.acs.org/cen/coverstory/83/8334altenergy.html]&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen is evolved at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://pubs.acs.org/cen/coverstory/83/8334altenergy.html&lt;br /&gt;
&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4241</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=4241"/>
		<updated>2006-10-26T13:44:52Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* References */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen is evolved at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4234</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4234"/>
		<updated>2006-10-26T13:37:57Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Introduction */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 120; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
   -0.5275   -1.9064   -1.1375 C   0  0  0  0  0&lt;br /&gt;
   -1.9065   -1.6514   -0.5105 C   0  0  0  0  0&lt;br /&gt;
   -2.4815   -2.8664    0.1705 C   0  0  0  0  0&lt;br /&gt;
   -3.6185   -2.8754    0.8855 C   0  0  0  0  0&lt;br /&gt;
   -4.5175   -1.6854    1.1255 C   0  0  0  0  0&lt;br /&gt;
   -4.4885   -1.2814    2.5775 C   0  0  0  0  0&lt;br /&gt;
   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
   -2.6535    2.7225    1.8455 C   0  0  0  0  0&lt;br /&gt;
   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
   -0.1115    3.0735    0.0105 C   0  0  0  0  0&lt;br /&gt;
    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
   -1.8095   -0.8444    0.2525 H   0  0  0  0  0&lt;br /&gt;
   -1.9175   -3.8094    0.0735 H   0  0  0  0  0&lt;br /&gt;
   -2.4853   -3.7222   -0.5411 H   0  0  0  0  0&lt;br /&gt;
   -3.9315   -3.8254    1.3545 H   0  0  0  0  0&lt;br /&gt;
   -4.2364   -3.7515    0.5866 H   0  0  0  0  0&lt;br /&gt;
   -5.5595   -1.9824    0.8615 H   0  0  0  0  0&lt;br /&gt;
   -4.2445   -0.8444    0.4555 H   0  0  0  0  0&lt;br /&gt;
   -4.4595   -2.1124    3.3055 H   0  0  0  0  0&lt;br /&gt;
   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
  1 27  1  6  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
  2 29  1  6  0  0&lt;br /&gt;
  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
  3 31  1  1  0  0&lt;br /&gt;
  4  5  1  1  0  0&lt;br /&gt;
  4 32  1  0  0  0&lt;br /&gt;
  4 33  1  6  0  0&lt;br /&gt;
  5  6  1  0  0  0&lt;br /&gt;
  5 34  1  0  0  0&lt;br /&gt;
  5 35  1  0  0  0&lt;br /&gt;
  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
  8 40  1  1  0  0&lt;br /&gt;
  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
  9 11  1  0  0  0&lt;br /&gt;
  9 42  1  6  0  0&lt;br /&gt;
 10 43  1  0  0  0&lt;br /&gt;
 11 12  1  0  0  0&lt;br /&gt;
 11 44  1  0  0  0&lt;br /&gt;
 12 13  1  0  0  0&lt;br /&gt;
 12 45  1  6  0  0&lt;br /&gt;
 12 46  1  0  0  0&lt;br /&gt;
 13 14  1  0  0  0&lt;br /&gt;
 13 47  1  1  0  0&lt;br /&gt;
 13 48  1  0  0  0&lt;br /&gt;
 14 49  1  6  0  0&lt;br /&gt;
 15 16  1  0  0  0&lt;br /&gt;
 15 50  1  0  0  0&lt;br /&gt;
 15 51  1  6  0  0&lt;br /&gt;
 16 17  1  6  0  0&lt;br /&gt;
 16 52  1  1  0  0&lt;br /&gt;
 16 53  1  1  0  0&lt;br /&gt;
 17 18  1  6  0  0&lt;br /&gt;
 17 54  1  0  0  0&lt;br /&gt;
 17 55  1  0  0  0&lt;br /&gt;
 18 19  1  6  0  0&lt;br /&gt;
 18 56  1  0  0  0&lt;br /&gt;
 18 57  1  6  0  0&lt;br /&gt;
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 25 71  1  0  0  0&lt;br /&gt;
 25 72  1  1  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[http://c4.cabrillo.edu/features/news.html]&lt;br /&gt;
[[User:cn205|cn205]] 14:25, 26 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
http://c4.cabrillo.edu/features/news.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4231</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4231"/>
		<updated>2006-10-26T13:37:31Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Reference */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 120; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
   -0.5275   -1.9064   -1.1375 C   0  0  0  0  0&lt;br /&gt;
   -1.9065   -1.6514   -0.5105 C   0  0  0  0  0&lt;br /&gt;
   -2.4815   -2.8664    0.1705 C   0  0  0  0  0&lt;br /&gt;
   -3.6185   -2.8754    0.8855 C   0  0  0  0  0&lt;br /&gt;
   -4.5175   -1.6854    1.1255 C   0  0  0  0  0&lt;br /&gt;
   -4.4885   -1.2814    2.5775 C   0  0  0  0  0&lt;br /&gt;
   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
   -2.6535    2.7225    1.8455 C   0  0  0  0  0&lt;br /&gt;
   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
   -0.1115    3.0735    0.0105 C   0  0  0  0  0&lt;br /&gt;
    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
   -1.8095   -0.8444    0.2525 H   0  0  0  0  0&lt;br /&gt;
   -1.9175   -3.8094    0.0735 H   0  0  0  0  0&lt;br /&gt;
   -2.4853   -3.7222   -0.5411 H   0  0  0  0  0&lt;br /&gt;
   -3.9315   -3.8254    1.3545 H   0  0  0  0  0&lt;br /&gt;
   -4.2364   -3.7515    0.5866 H   0  0  0  0  0&lt;br /&gt;
   -5.5595   -1.9824    0.8615 H   0  0  0  0  0&lt;br /&gt;
   -4.2445   -0.8444    0.4555 H   0  0  0  0  0&lt;br /&gt;
   -4.4595   -2.1124    3.3055 H   0  0  0  0  0&lt;br /&gt;
   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
  1 27  1  6  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
  2 29  1  6  0  0&lt;br /&gt;
  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
  3 31  1  1  0  0&lt;br /&gt;
  4  5  1  1  0  0&lt;br /&gt;
  4 32  1  0  0  0&lt;br /&gt;
  4 33  1  6  0  0&lt;br /&gt;
  5  6  1  0  0  0&lt;br /&gt;
  5 34  1  0  0  0&lt;br /&gt;
  5 35  1  0  0  0&lt;br /&gt;
  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
  8 40  1  1  0  0&lt;br /&gt;
  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
  9 11  1  0  0  0&lt;br /&gt;
  9 42  1  6  0  0&lt;br /&gt;
 10 43  1  0  0  0&lt;br /&gt;
 11 12  1  0  0  0&lt;br /&gt;
 11 44  1  0  0  0&lt;br /&gt;
 12 13  1  0  0  0&lt;br /&gt;
 12 45  1  6  0  0&lt;br /&gt;
 12 46  1  0  0  0&lt;br /&gt;
 13 14  1  0  0  0&lt;br /&gt;
 13 47  1  1  0  0&lt;br /&gt;
 13 48  1  0  0  0&lt;br /&gt;
 14 49  1  6  0  0&lt;br /&gt;
 15 16  1  0  0  0&lt;br /&gt;
 15 50  1  0  0  0&lt;br /&gt;
 15 51  1  6  0  0&lt;br /&gt;
 16 17  1  6  0  0&lt;br /&gt;
 16 52  1  1  0  0&lt;br /&gt;
 16 53  1  1  0  0&lt;br /&gt;
 17 18  1  6  0  0&lt;br /&gt;
 17 54  1  0  0  0&lt;br /&gt;
 17 55  1  0  0  0&lt;br /&gt;
 18 19  1  6  0  0&lt;br /&gt;
 18 56  1  0  0  0&lt;br /&gt;
 18 57  1  6  0  0&lt;br /&gt;
 19 20  1  0  0  0&lt;br /&gt;
 19 58  1  6  0  0&lt;br /&gt;
 19 59  1  6  0  0&lt;br /&gt;
 20 21  1  1  0  0&lt;br /&gt;
 20 60  1  6  0  0&lt;br /&gt;
 20 61  1  6  0  0&lt;br /&gt;
 21 22  1  0  0  0&lt;br /&gt;
 21 62  1  0  0  0&lt;br /&gt;
 21 63  1  1  0  0&lt;br /&gt;
 22 23  1  1  0  0&lt;br /&gt;
 22 64  1  0  0  0&lt;br /&gt;
 22 65  1  6  0  0&lt;br /&gt;
 23 24  1  0  0  0&lt;br /&gt;
 23 66  1  0  0  0&lt;br /&gt;
 23 67  1  1  0  0&lt;br /&gt;
 24 25  1  1  0  0&lt;br /&gt;
 24 68  1  0  0  0&lt;br /&gt;
 24 69  1  6  0  0&lt;br /&gt;
 25 70  1  0  0  0&lt;br /&gt;
 25 71  1  0  0  0&lt;br /&gt;
 25 72  1  1  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[http://c4.cabrillo.edu/features/news.html#1]&lt;br /&gt;
[[User:cn205|cn205]] 14:25, 26 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
http://c4.cabrillo.edu/features/news.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4225</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4225"/>
		<updated>2006-10-26T13:34:03Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
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&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 120; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
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M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[http://c4.cabrillo.edu/features/news.html#1]&lt;br /&gt;
[[User:cn205|cn205]] 14:25, 26 October 2006 (BST)&lt;br /&gt;
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&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
http://c4.cabrillo.edu/features/news.html#1&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4218</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4218"/>
		<updated>2006-10-26T13:25:40Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 120; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
title1&lt;br /&gt;
title2&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
   -0.5275   -1.9064   -1.1375 C   0  0  0  0  0&lt;br /&gt;
   -1.9065   -1.6514   -0.5105 C   0  0  0  0  0&lt;br /&gt;
   -2.4815   -2.8664    0.1705 C   0  0  0  0  0&lt;br /&gt;
   -3.6185   -2.8754    0.8855 C   0  0  0  0  0&lt;br /&gt;
   -4.5175   -1.6854    1.1255 C   0  0  0  0  0&lt;br /&gt;
   -4.4885   -1.2814    2.5775 C   0  0  0  0  0&lt;br /&gt;
   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
   -2.6535    2.7225    1.8455 C   0  0  0  0  0&lt;br /&gt;
   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
   -0.1115    3.0735    0.0105 C   0  0  0  0  0&lt;br /&gt;
    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
   -1.8095   -0.8444    0.2525 H   0  0  0  0  0&lt;br /&gt;
   -1.9175   -3.8094    0.0735 H   0  0  0  0  0&lt;br /&gt;
   -2.4853   -3.7222   -0.5411 H   0  0  0  0  0&lt;br /&gt;
   -3.9315   -3.8254    1.3545 H   0  0  0  0  0&lt;br /&gt;
   -4.2364   -3.7515    0.5866 H   0  0  0  0  0&lt;br /&gt;
   -5.5595   -1.9824    0.8615 H   0  0  0  0  0&lt;br /&gt;
   -4.2445   -0.8444    0.4555 H   0  0  0  0  0&lt;br /&gt;
   -4.4595   -2.1124    3.3055 H   0  0  0  0  0&lt;br /&gt;
   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
  1 27  1  6  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
  2 29  1  6  0  0&lt;br /&gt;
  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
  3 31  1  1  0  0&lt;br /&gt;
  4  5  1  1  0  0&lt;br /&gt;
  4 32  1  0  0  0&lt;br /&gt;
  4 33  1  6  0  0&lt;br /&gt;
  5  6  1  0  0  0&lt;br /&gt;
  5 34  1  0  0  0&lt;br /&gt;
  5 35  1  0  0  0&lt;br /&gt;
  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
  8 40  1  1  0  0&lt;br /&gt;
  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
  9 11  1  0  0  0&lt;br /&gt;
  9 42  1  6  0  0&lt;br /&gt;
 10 43  1  0  0  0&lt;br /&gt;
 11 12  1  0  0  0&lt;br /&gt;
 11 44  1  0  0  0&lt;br /&gt;
 12 13  1  0  0  0&lt;br /&gt;
 12 45  1  6  0  0&lt;br /&gt;
 12 46  1  0  0  0&lt;br /&gt;
 13 14  1  0  0  0&lt;br /&gt;
 13 47  1  1  0  0&lt;br /&gt;
 13 48  1  0  0  0&lt;br /&gt;
 14 49  1  6  0  0&lt;br /&gt;
 15 16  1  0  0  0&lt;br /&gt;
 15 50  1  0  0  0&lt;br /&gt;
 15 51  1  6  0  0&lt;br /&gt;
 16 17  1  6  0  0&lt;br /&gt;
 16 52  1  1  0  0&lt;br /&gt;
 16 53  1  1  0  0&lt;br /&gt;
 17 18  1  6  0  0&lt;br /&gt;
 17 54  1  0  0  0&lt;br /&gt;
 17 55  1  0  0  0&lt;br /&gt;
 18 19  1  6  0  0&lt;br /&gt;
 18 56  1  0  0  0&lt;br /&gt;
 18 57  1  6  0  0&lt;br /&gt;
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 25 71  1  0  0  0&lt;br /&gt;
 25 72  1  1  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:cn205|cn205]] 14:25, 26 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4210</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4210"/>
		<updated>2006-10-26T13:17:00Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 120; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
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    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
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    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
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    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
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M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4199</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4199"/>
		<updated>2006-10-26T13:09:55Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;300&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
   -0.5275   -1.9064   -1.1375 C   0  0  0  0  0&lt;br /&gt;
   -1.9065   -1.6514   -0.5105 C   0  0  0  0  0&lt;br /&gt;
   -2.4815   -2.8664    0.1705 C   0  0  0  0  0&lt;br /&gt;
   -3.6185   -2.8754    0.8855 C   0  0  0  0  0&lt;br /&gt;
   -4.5175   -1.6854    1.1255 C   0  0  0  0  0&lt;br /&gt;
   -4.4885   -1.2814    2.5775 C   0  0  0  0  0&lt;br /&gt;
   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
   -2.6535    2.7225    1.8455 C   0  0  0  0  0&lt;br /&gt;
   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
   -0.1115    3.0735    0.0105 C   0  0  0  0  0&lt;br /&gt;
    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
   -1.8095   -0.8444    0.2525 H   0  0  0  0  0&lt;br /&gt;
   -1.9175   -3.8094    0.0735 H   0  0  0  0  0&lt;br /&gt;
   -2.4853   -3.7222   -0.5411 H   0  0  0  0  0&lt;br /&gt;
   -3.9315   -3.8254    1.3545 H   0  0  0  0  0&lt;br /&gt;
   -4.2364   -3.7515    0.5866 H   0  0  0  0  0&lt;br /&gt;
   -5.5595   -1.9824    0.8615 H   0  0  0  0  0&lt;br /&gt;
   -4.2445   -0.8444    0.4555 H   0  0  0  0  0&lt;br /&gt;
   -4.4595   -2.1124    3.3055 H   0  0  0  0  0&lt;br /&gt;
   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
  1 27  1  6  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
  2 29  1  6  0  0&lt;br /&gt;
  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
  3 31  1  1  0  0&lt;br /&gt;
  4  5  1  1  0  0&lt;br /&gt;
  4 32  1  0  0  0&lt;br /&gt;
  4 33  1  6  0  0&lt;br /&gt;
  5  6  1  0  0  0&lt;br /&gt;
  5 34  1  0  0  0&lt;br /&gt;
  5 35  1  0  0  0&lt;br /&gt;
  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
  8 40  1  1  0  0&lt;br /&gt;
  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
  9 11  1  0  0  0&lt;br /&gt;
  9 42  1  6  0  0&lt;br /&gt;
 10 43  1  0  0  0&lt;br /&gt;
 11 12  1  0  0  0&lt;br /&gt;
 11 44  1  0  0  0&lt;br /&gt;
 12 13  1  0  0  0&lt;br /&gt;
 12 45  1  6  0  0&lt;br /&gt;
 12 46  1  0  0  0&lt;br /&gt;
 13 14  1  0  0  0&lt;br /&gt;
 13 47  1  1  0  0&lt;br /&gt;
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 14 49  1  6  0  0&lt;br /&gt;
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&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
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[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4197</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4197"/>
		<updated>2006-10-26T13:09:09Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
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== &lt;br /&gt;
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{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
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&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;300&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;blue&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
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   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
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   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
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    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
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   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
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  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
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  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
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  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
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  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
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  9 42  1  6  0  0&lt;br /&gt;
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 11 12  1  0  0  0&lt;br /&gt;
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 15 16  1  0  0  0&lt;br /&gt;
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 20 61  1  6  0  0&lt;br /&gt;
 21 22  1  0  0  0&lt;br /&gt;
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 24 69  1  6  0  0&lt;br /&gt;
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 25 72  1  1  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4196</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4196"/>
		<updated>2006-10-26T13:08:40Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;300&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk off;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
   -0.5275   -1.9064   -1.1375 C   0  0  0  0  0&lt;br /&gt;
   -1.9065   -1.6514   -0.5105 C   0  0  0  0  0&lt;br /&gt;
   -2.4815   -2.8664    0.1705 C   0  0  0  0  0&lt;br /&gt;
   -3.6185   -2.8754    0.8855 C   0  0  0  0  0&lt;br /&gt;
   -4.5175   -1.6854    1.1255 C   0  0  0  0  0&lt;br /&gt;
   -4.4885   -1.2814    2.5775 C   0  0  0  0  0&lt;br /&gt;
   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
   -2.6535    2.7225    1.8455 C   0  0  0  0  0&lt;br /&gt;
   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
   -0.1115    3.0735    0.0105 C   0  0  0  0  0&lt;br /&gt;
    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
   -1.8095   -0.8444    0.2525 H   0  0  0  0  0&lt;br /&gt;
   -1.9175   -3.8094    0.0735 H   0  0  0  0  0&lt;br /&gt;
   -2.4853   -3.7222   -0.5411 H   0  0  0  0  0&lt;br /&gt;
   -3.9315   -3.8254    1.3545 H   0  0  0  0  0&lt;br /&gt;
   -4.2364   -3.7515    0.5866 H   0  0  0  0  0&lt;br /&gt;
   -5.5595   -1.9824    0.8615 H   0  0  0  0  0&lt;br /&gt;
   -4.2445   -0.8444    0.4555 H   0  0  0  0  0&lt;br /&gt;
   -4.4595   -2.1124    3.3055 H   0  0  0  0  0&lt;br /&gt;
   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
  1 27  1  6  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
  2 29  1  6  0  0&lt;br /&gt;
  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
  3 31  1  1  0  0&lt;br /&gt;
  4  5  1  1  0  0&lt;br /&gt;
  4 32  1  0  0  0&lt;br /&gt;
  4 33  1  6  0  0&lt;br /&gt;
  5  6  1  0  0  0&lt;br /&gt;
  5 34  1  0  0  0&lt;br /&gt;
  5 35  1  0  0  0&lt;br /&gt;
  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
  8 40  1  1  0  0&lt;br /&gt;
  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
  9 11  1  0  0  0&lt;br /&gt;
  9 42  1  6  0  0&lt;br /&gt;
 10 43  1  0  0  0&lt;br /&gt;
 11 12  1  0  0  0&lt;br /&gt;
 11 44  1  0  0  0&lt;br /&gt;
 12 13  1  0  0  0&lt;br /&gt;
 12 45  1  6  0  0&lt;br /&gt;
 12 46  1  0  0  0&lt;br /&gt;
 13 14  1  0  0  0&lt;br /&gt;
 13 47  1  1  0  0&lt;br /&gt;
 13 48  1  0  0  0&lt;br /&gt;
 14 49  1  6  0  0&lt;br /&gt;
 15 16  1  0  0  0&lt;br /&gt;
 15 50  1  0  0  0&lt;br /&gt;
 15 51  1  6  0  0&lt;br /&gt;
 16 17  1  6  0  0&lt;br /&gt;
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&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
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&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4195</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4195"/>
		<updated>2006-10-26T13:08:18Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;100&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 80; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;anandamide.mol&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
 72 71  0  0  0&lt;br /&gt;
    0.0195   -0.6474   -1.8275 C   0  0  0  0  0&lt;br /&gt;
   -0.5275   -1.9064   -1.1375 C   0  0  0  0  0&lt;br /&gt;
   -1.9065   -1.6514   -0.5105 C   0  0  0  0  0&lt;br /&gt;
   -2.4815   -2.8664    0.1705 C   0  0  0  0  0&lt;br /&gt;
   -3.6185   -2.8754    0.8855 C   0  0  0  0  0&lt;br /&gt;
   -4.5175   -1.6854    1.1255 C   0  0  0  0  0&lt;br /&gt;
   -4.4885   -1.2814    2.5775 C   0  0  0  0  0&lt;br /&gt;
   -4.5555   -0.0334    3.0725 C   0  0  0  0  0&lt;br /&gt;
    1.4535   -0.7994   -2.3085 C   0  0  0  0  0&lt;br /&gt;
    2.0015   -1.8714   -2.4085 O   0  0  0  0  0&lt;br /&gt;
    2.0745    0.3846   -2.6025 N   0  0  0  0  0&lt;br /&gt;
    3.4675    0.4276   -3.0575 C   0  0  0  0  0&lt;br /&gt;
    4.1425    1.6826   -2.5115 C   0  0  0  0  0&lt;br /&gt;
    5.5005    1.7285   -2.9525 O   0  0  0  0  0&lt;br /&gt;
   -4.6775    1.2525    2.2945 C   0  0  0  0  0&lt;br /&gt;
   -3.5785    2.2126    2.6755 C   0  0  0  0  0&lt;br /&gt;
   -2.6535    2.7225    1.8455 C   0  0  0  0  0&lt;br /&gt;
   -2.5315    2.3965    0.3795 C   0  0  0  0  0&lt;br /&gt;
   -1.4145    3.1436   -0.3065 C   0  0  0  0  0&lt;br /&gt;
   -0.1115    3.0735    0.0105 C   0  0  0  0  0&lt;br /&gt;
    0.4855    2.2486    1.1235 C   0  0  0  0  0&lt;br /&gt;
    1.9105    1.7825    0.7845 C   0  0  0  0  0&lt;br /&gt;
    2.5485    0.9765    1.9255 C   0  0  0  0  0&lt;br /&gt;
    3.9645    0.5025    1.5595 C   0  0  0  0  0&lt;br /&gt;
    4.6305   -0.2454    2.7215 C   0  0  0  0  0&lt;br /&gt;
   -0.0245    0.2065   -1.1125 H   0  0  0  0  0&lt;br /&gt;
   -0.6165   -0.3844   -2.7055 H   0  0  0  0  0&lt;br /&gt;
    0.1815   -2.2244   -0.3345 H   0  0  0  0  0&lt;br /&gt;
   -0.5975   -2.7374   -1.8805 H   0  0  0  0  0&lt;br /&gt;
   -2.6145   -1.3134   -1.3035 H   0  0  0  0  0&lt;br /&gt;
   -1.8095   -0.8444    0.2525 H   0  0  0  0  0&lt;br /&gt;
   -1.9175   -3.8094    0.0735 H   0  0  0  0  0&lt;br /&gt;
   -2.4853   -3.7222   -0.5411 H   0  0  0  0  0&lt;br /&gt;
   -3.9315   -3.8254    1.3545 H   0  0  0  0  0&lt;br /&gt;
   -4.2364   -3.7515    0.5866 H   0  0  0  0  0&lt;br /&gt;
   -5.5595   -1.9824    0.8615 H   0  0  0  0  0&lt;br /&gt;
   -4.2445   -0.8444    0.4555 H   0  0  0  0  0&lt;br /&gt;
   -4.4595   -2.1124    3.3055 H   0  0  0  0  0&lt;br /&gt;
   -3.6847   -1.8448    3.1022 H   0  0  0  0  0&lt;br /&gt;
   -4.5555    0.0786    4.1715 H   0  0  0  0  0&lt;br /&gt;
   -3.7908    0.0890    3.8718 H   0  0  0  0  0&lt;br /&gt;
    1.5700   -0.2887   -3.2882 H   0  0  0  0  0&lt;br /&gt;
    2.8738   -1.7048   -2.7225 H   0  0  0  0  0&lt;br /&gt;
    1.5395    1.2406   -2.5605 H   0  0  0  0  0&lt;br /&gt;
    3.4815    0.4366   -4.1715 H   0  0  0  0  0&lt;br /&gt;
    4.0335   -0.4664   -2.7045 H   0  0  0  0  0&lt;br /&gt;
    4.1505    1.6815   -1.3975 H   0  0  0  0  0&lt;br /&gt;
    3.6345    2.6046   -2.8735 H   0  0  0  0  0&lt;br /&gt;
    5.5005    1.8826   -3.8815 H   0  0  0  0  0&lt;br /&gt;
   -5.6535    1.7245    2.5575 H   0  0  0  0  0&lt;br /&gt;
   -4.7085    1.0815    1.1995 H   0  0  0  0  0&lt;br /&gt;
   -3.5535    2.5246    3.7355 H   0  0  0  0  0&lt;br /&gt;
   -3.0839    1.8577    3.6073 H   0  0  0  0  0&lt;br /&gt;
   -1.9185    3.4296    2.2675 H   0  0  0  0  0&lt;br /&gt;
   -2.5993    3.8254    1.9849 H   0  0  0  0  0&lt;br /&gt;
   -2.3705    1.3046    0.2435 H   0  0  0  0  0&lt;br /&gt;
   -3.4935    2.6575   -0.1205 H   0  0  0  0  0&lt;br /&gt;
   -1.7095    3.8096   -1.1375 H   0  0  0  0  0&lt;br /&gt;
   -1.5321    3.0535   -1.4096 H   0  0  0  0  0&lt;br /&gt;
    0.5915    3.7036   -0.5615 H   0  0  0  0  0&lt;br /&gt;
    0.4877    2.9325   -0.9167 H   0  0  0  0  0&lt;br /&gt;
   -0.1555    1.3665    1.3535 H   0  0  0  0  0&lt;br /&gt;
    0.5305    2.8896    2.0355 H   0  0  0  0  0&lt;br /&gt;
    2.5525    2.6676    0.5615 H   0  0  0  0  0&lt;br /&gt;
    1.8835    1.1535   -0.1345 H   0  0  0  0  0&lt;br /&gt;
    1.9105    0.0916    2.1595 H   0  0  0  0  0&lt;br /&gt;
    2.5945    1.6096    2.8425 H   0  0  0  0  0&lt;br /&gt;
    4.5945    1.3815    1.2825 H   0  0  0  0  0&lt;br /&gt;
    3.9155   -0.1664    0.6665 H   0  0  0  0  0&lt;br /&gt;
    5.6535   -0.5884    2.4425 H   0  0  0  0  0&lt;br /&gt;
    4.0385   -1.1424    3.0145 H   0  0  0  0  0&lt;br /&gt;
    4.7265    0.4095    3.6175 H   0  0  0  0  0&lt;br /&gt;
  1  2  1  1  0  0&lt;br /&gt;
  1  9  1  0  0  0&lt;br /&gt;
  1 26  1  1  0  0&lt;br /&gt;
  1 27  1  6  0  0&lt;br /&gt;
  2  3  1  0  0  0&lt;br /&gt;
  2 28  1  1  0  0&lt;br /&gt;
  2 29  1  6  0  0&lt;br /&gt;
  3  4  1  1  0  0&lt;br /&gt;
  3 30  1  6  0  0&lt;br /&gt;
  3 31  1  1  0  0&lt;br /&gt;
  4  5  1  1  0  0&lt;br /&gt;
  4 32  1  0  0  0&lt;br /&gt;
  4 33  1  6  0  0&lt;br /&gt;
  5  6  1  0  0  0&lt;br /&gt;
  5 34  1  0  0  0&lt;br /&gt;
  5 35  1  0  0  0&lt;br /&gt;
  6  7  1  1  0  0&lt;br /&gt;
  6 36  1  0  0  0&lt;br /&gt;
  6 37  1  6  0  0&lt;br /&gt;
  7  8  1  0  0  0&lt;br /&gt;
  7 38  1  1  0  0&lt;br /&gt;
  7 39  1  1  0  0&lt;br /&gt;
  8 15  1  6  0  0&lt;br /&gt;
  8 40  1  1  0  0&lt;br /&gt;
  8 41  1  1  0  0&lt;br /&gt;
  9 10  1  0  0  0&lt;br /&gt;
  9 11  1  0  0  0&lt;br /&gt;
  9 42  1  6  0  0&lt;br /&gt;
 10 43  1  0  0  0&lt;br /&gt;
 11 12  1  0  0  0&lt;br /&gt;
 11 44  1  0  0  0&lt;br /&gt;
 12 13  1  0  0  0&lt;br /&gt;
 12 45  1  6  0  0&lt;br /&gt;
 12 46  1  0  0  0&lt;br /&gt;
 13 14  1  0  0  0&lt;br /&gt;
 13 47  1  1  0  0&lt;br /&gt;
 13 48  1  0  0  0&lt;br /&gt;
 14 49  1  6  0  0&lt;br /&gt;
 15 16  1  0  0  0&lt;br /&gt;
 15 50  1  0  0  0&lt;br /&gt;
 15 51  1  6  0  0&lt;br /&gt;
 16 17  1  6  0  0&lt;br /&gt;
 16 52  1  1  0  0&lt;br /&gt;
 16 53  1  1  0  0&lt;br /&gt;
 17 18  1  6  0  0&lt;br /&gt;
 17 54  1  0  0  0&lt;br /&gt;
 17 55  1  0  0  0&lt;br /&gt;
 18 19  1  6  0  0&lt;br /&gt;
 18 56  1  0  0  0&lt;br /&gt;
 18 57  1  6  0  0&lt;br /&gt;
 19 20  1  0  0  0&lt;br /&gt;
 19 58  1  6  0  0&lt;br /&gt;
 19 59  1  6  0  0&lt;br /&gt;
 20 21  1  1  0  0&lt;br /&gt;
 20 60  1  6  0  0&lt;br /&gt;
 20 61  1  6  0  0&lt;br /&gt;
 21 22  1  0  0  0&lt;br /&gt;
 21 62  1  0  0  0&lt;br /&gt;
 21 63  1  1  0  0&lt;br /&gt;
 22 23  1  1  0  0&lt;br /&gt;
 22 64  1  0  0  0&lt;br /&gt;
 22 65  1  6  0  0&lt;br /&gt;
 23 24  1  0  0  0&lt;br /&gt;
 23 66  1  0  0  0&lt;br /&gt;
 23 67  1  1  0  0&lt;br /&gt;
 24 25  1  1  0  0&lt;br /&gt;
 24 68  1  0  0  0&lt;br /&gt;
 24 69  1  6  0  0&lt;br /&gt;
 25 70  1  0  0  0&lt;br /&gt;
 25 71  1  0  0  0&lt;br /&gt;
 25 72  1  1  0  0&lt;br /&gt;
M  END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4192</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=4192"/>
		<updated>2006-10-26T13:03:32Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Introduction */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| General&lt;br /&gt;
|-&lt;br /&gt;
! Systematic Chemical name &lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
!Synonyms&lt;br /&gt;
| Arachidonylethanolamide(AEA)&lt;br /&gt;
Arachidonic acid N-(hydroxyethyl)amide&lt;br /&gt;
|-&lt;br /&gt;
!Appearance&lt;br /&gt;
|Light yellow oil &lt;br /&gt;
|-  &lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}| Physical Properties&lt;br /&gt;
|-&lt;br /&gt;
!Solubility&lt;br /&gt;
|Soluble in ethanol&lt;br /&gt;
|-&lt;br /&gt;
!Density&lt;br /&gt;
|0.92g/mL (at 25&amp;lt;sup&amp;gt;o&amp;lt;/sup&amp;gt;C)&lt;br /&gt;
|-&lt;br /&gt;
!{{chembox header}}|Safety&lt;br /&gt;
|-&lt;br /&gt;
!Precautions&lt;br /&gt;
|Keep away from skin and eyes&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
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&lt;br /&gt;
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&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
With the long unsaturated hydrocarbon chain, anandamide possesses a very flexible structure of 16 torsion angles allowing hundreds of conformers. However, researchs showed that the molecule lacks internal folding of the aliphatic chain and its structure is somewhere between linear and U-shaped. This may explain the function of anandamide as a ligand for cannabinoid receptors such as CB1 and CB2.&lt;br /&gt;
{|&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |[[Image: Prefered_conformation_of_anandamide.jpg]] ||Summary of NMR-based structural calculation of AEA conformations in chloroform solution, 32 sets of conformational families were generated and grouped together with the cutoff energy of 36 kcal/mol, showing that AEA mainly assumes 36% of the conformers in extended pseudo helical shapes (A in a side view and a top view), 17% in the twisted “U”-shapes” (B), 17% in the “L” shapes, 6% in “Γ” shapes, and 24% in “C” shapes (E). The energy differences among these conformers are about 0.2~2.5 kcal/mol.&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements. Anandamide or N-arachidonoylethanolamine (AnNH) plays important roles in the nervous and immune system. Anandamide receptors were originally found due to sensitivity to Δ9-tetrahydrocannabinol (Δ9-THC), which is a component of marijuana. The chemical affects the short term memory and some human behaviour like sleeping and eating pattern and also in pain relieves. It was also found out that anadamide plays an important role in implantation of the embryo stage; hence Δ9-THC might obstruct the early stages of pregnancy.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;&#039;The ligand binds to two receptors&#039;&#039;&#039;&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB1 receptors (G-protein-coupled receptors) are found on presynaptic membranes in the brain in the nervous system. The effects are: &lt;br /&gt;
&lt;br /&gt;
 •	Induce inhibition of forskolin-induced cAMP accumulation&lt;br /&gt;
 •	Inhibition of N-type Ca+ channels&lt;br /&gt;
 •	Activation of mitogen-activated protein kinase signal transduction pathway&lt;br /&gt;
 •	Increase in protein tyrosine phosphorylation&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Cannabinoid CB2 receptors are present not in the brain in the periphery but also on cells of the immune system. The effects are:&lt;br /&gt;
&lt;br /&gt;
 •	Inhibition of aldenylate cyclase&lt;br /&gt;
 •	Activation of the mitogen- activated proeteinkinase signaling&lt;br /&gt;
&lt;br /&gt;
[http://www.jbc.org/cgi/reprint/273/48/32332.pdf]&lt;br /&gt;
&lt;br /&gt;
[[Image:AnN.bmp]]&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;br /&gt;
&lt;br /&gt;
Sigma-Aldrich Online MSDS: http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/A0580&lt;br /&gt;
&lt;br /&gt;
C. Bonechi, A. B. V. B. M. F. A. D. C. R. (2001). Conformational analysis of &amp;lt;I&amp;gt;N&amp;lt;/I&amp;gt;-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations. Magn. Res. Chem. 39: 432-437.&lt;br /&gt;
	&lt;br /&gt;
Chen, J.-Z., X.-W. Han, et al. (2005). &amp;quot;Preferred conformations of endogenous cannabinoid ligand anandamide.&amp;quot; Life Sciences 76(18): 2053-2069.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3722</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3722"/>
		<updated>2006-10-24T11:54:05Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Applications */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen is evolved at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
2. http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3702</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3702"/>
		<updated>2006-10-24T11:37:56Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;br /&gt;
&lt;br /&gt;
http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3700</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3700"/>
		<updated>2006-10-24T11:36:58Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Due to the inhibitation of the natural breakdown of anadamide, it may stick around in our body longer, making us feel good longer when we eat chocolate. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://www.exploratorium.edu/exploring/exploring_chocolate/choc_8.html]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3640</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3640"/>
		<updated>2006-10-24T10:28:11Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points. [http://en.wikipedia.org/wiki/Ammonia_borane]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen can be released at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own. [http://www.azonano.com/details.asp?ArticleID=1164]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
1. http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
2. http://www.azonano.com/details.asp?ArticleID=1164&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3638</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3638"/>
		<updated>2006-10-24T10:26:20Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines. [http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3621</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3621"/>
		<updated>2006-10-24T09:49:52Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen can be released at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3620</id>
		<title>It:h3nbh3</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:h3nbh3&amp;diff=3620"/>
		<updated>2006-10-24T09:49:39Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Applications */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Ammonia Borane is a coordination compound which has been recently discovered to be a good source of hydrogen for future hydrogen-fuelled engines.&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |Structure of Ammonia Borane &lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:ammonia-borane.gif|200px{{PAGENAME}}]] &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}}  colspan=&amp;quot;3&amp;quot; |3D structure&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | &amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;200&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;white&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    CSD ENTRY XICKAV&lt;br /&gt;
CRYST1   8.5594   6.0337  11.0220  90.00 105.97  90.00     P21/c&lt;br /&gt;
SCALE1      0.116831 -0.000000  0.033428       0.000000&lt;br /&gt;
SCALE2     -0.000000  0.165736 -0.000000       0.000000&lt;br /&gt;
SCALE3     -0.000000  0.000000  0.094368       0.000000&lt;br /&gt;
ATOM      1  H           0       1.255  -0.989   0.559  0.00  0.00           H+0&lt;br /&gt;
ATOM      2  B           0       0.830  -0.000   0.005  0.00  0.00           B+0&lt;br /&gt;
ATOM      3  H           0       1.191   0.001  -1.150  0.00  0.00           H+0&lt;br /&gt;
ATOM      4  N           0      -0.679  -0.000   0.061  0.00  0.00           N+0&lt;br /&gt;
ATOM      5  H           0      -1.778  -0.000   0.102  0.00  0.00           H+0&lt;br /&gt;
ATOM      6  H           0      -0.699   0.953  -0.487  0.00  0.00           H+0&lt;br /&gt;
ATOM      7  H           0      -0.699  -0.952  -0.489  0.00  0.00           H+0&lt;br /&gt;
ATOM      8  H           0       1.255   0.987   0.561  0.00  0.00           H+0&lt;br /&gt;
CONECT    2    1    3    4    8                                         NONE  13&lt;br /&gt;
CONECT    4    2    5    6    7                                         NONE  14&lt;br /&gt;
MASTER    0    0    0    0    0    0    0    0    3   14    0   14    0&lt;br /&gt;
END&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;3&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; |&lt;br /&gt;
|- &lt;br /&gt;
| [[CA Index Name]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;| Boron, amminetrihydro-, (T-4)- (9CI)&lt;br /&gt;
|- &lt;br /&gt;
| [[Systematic Name]]&lt;br /&gt;
|colspan=&amp;quot;2&amp;quot;| Ammonia Borane&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| [[Chemical formula|Molecular formula]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | BH&amp;lt;sub&amp;gt;6&amp;lt;/sub&amp;gt;N&lt;br /&gt;
|-&lt;br /&gt;
| [[Molar mass]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |30.87 g/mol&lt;br /&gt;
|-&lt;br /&gt;
| [[CAS registry number|CAS number]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 13774-81-7&lt;br /&gt;
|-&lt;br /&gt;
| [[Appearance]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | colorless, waxy solid&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Properties&lt;br /&gt;
|-&lt;br /&gt;
| [[Density]] and [[Phase (matter)|phase]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |  0.780 g/cm3&lt;br /&gt;
|-&lt;br /&gt;
| [[Solubility]] in [[Water_(molecule)|water (ph=7)]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
| [[Melting point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | 111-114°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Boiling point]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | decomposes&lt;br /&gt;
|-&lt;br /&gt;
| [[Acid dissociation constant|Acidity]] (p&#039;&#039;Ka&#039;&#039;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |   	&lt;br /&gt;
|-&lt;br /&gt;
| [[Enthalpy of Vaporization]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; | &lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} colspan=&amp;quot;3&amp;quot;| Structure &lt;br /&gt;
|-&lt;br /&gt;
| [[Crystal structure]] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot;|&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; |5.2[[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} colspan=&amp;quot;3&amp;quot;| &amp;lt;small&amp;gt;Except where noted otherwise, data are given for&amp;lt;br&amp;gt; materials in their [[standard state|standard state (at 25 &amp;amp;deg;C, 100 kPa)]]&amp;lt;br/&amp;gt;[[wikipedia:Chemical infobox|Infobox disclaimer and references]]&amp;lt;/small&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Properties==&lt;br /&gt;
Although ammonia borane is isoelectronic with ethane, ammonia borane is a solid while ethane is a gas with m.p. of −181°C; and there is a difference of 284°C between their melting points.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Synthesis==&lt;br /&gt;
Ammonia Borane is formed from a subsitution reaction:&lt;br /&gt;
&lt;br /&gt;
BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;(THF) + NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; → BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + THF&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Uses==&lt;br /&gt;
&lt;br /&gt;
When heated, ammonia-borane releases two thirds of its hydrogen atoms at relatively low temperatures: 110 and 150 C. &lt;br /&gt;
&lt;br /&gt;
The reaction is NH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; + 2H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O --&amp;gt; NH&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;+&amp;lt;/sup&amp;gt; + BO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;-&amp;lt;/sup&amp;gt; +3H&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Applications==&lt;br /&gt;
&lt;br /&gt;
Vehicles can run on hydrogen-powered, environmentally-friendly fuel cells instead of gasoline engines. However, the problem is how to store and carry the hydrogen, which can be released when needed. By using ammonia borane, hydrogen can be released at a slow rate on heating at below 80°C; where it firstly polymerize to (NH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;BH&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;, and then to (NHBH)&amp;lt;sub&amp;gt;n&amp;lt;/sub&amp;gt;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
In order to increase the rate of hydrogen releasing process, a nanoscale mesoporous silica material is used. In this way, the hydrogen can be released at a lower temperature, i.e. below 80°C. It is important to keep the reaction temperature low because additional energy is not required to maintain the reaction. Once the compound is heated sufficiently, the decomposition reaction will proceed on its own.&lt;br /&gt;
&lt;br /&gt;
==Future Plans==&lt;br /&gt;
Further development on this field will eventually lend to a reversible reaction, and would be able to allow the storage material to be regenerated, as well as providing a sustainable hydrogen storage compound with a longer lifetime.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
http://en.wikipedia.org/wiki/Ammonia_borane&lt;br /&gt;
&lt;br /&gt;
http://www.americanscientist.org/template/AssetDetail/assetid/45942&lt;br /&gt;
&lt;br /&gt;
http://www.azonano.com/details.asp?ArticleID=1164&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3618</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3618"/>
		<updated>2006-10-24T09:48:18Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3617</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3617"/>
		<updated>2006-10-24T09:47:33Z</updated>

		<summary type="html">&lt;p&gt;Cn205: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide.&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;br /&gt;
&lt;br /&gt;
==Reference==&lt;br /&gt;
http://en.wikipedia.org/wiki/Anandamide&lt;br /&gt;
&lt;br /&gt;
http://antoine.frostburg.edu/chem/senese/101/features/anandamide.shtml&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3614</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3614"/>
		<updated>2006-10-24T09:45:06Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Functions in human body */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means one of the first communications that occurs between the mother and child is carried out by anandamide.&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3613</id>
		<title>It:Anandamide</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It:Anandamide&amp;diff=3613"/>
		<updated>2006-10-24T09:44:15Z</updated>

		<summary type="html">&lt;p&gt;Cn205: /* Functions in human body */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;== Introduction ==&lt;br /&gt;
&lt;br /&gt;
Anandamide (which is also known as arachidonoylethanolamide) is a naturally occurring endogenous cannabinoid neurotransmitter that plays a role in pain relief, eating and sleeping patterns, depression, memory and fertility.  It can be found in the organs of both humans and animals, in particular the brain. Anandamide is responsible for the narcotic effect of marijuana, which produces a natural high. It is also found in high concentrations in chocolate. It is thought that Anandamide attaches to the protein receptor THC (tetrahydrocannabinol) on the membrane of cells and triggers a reaction inside the cells that makes us feel high. Anandamide is broken down fast naturally by the body but chocolate contains two substances, N-oleoylethanolamine and N-linoleoylethaolamine, which inhibit the natural breakdown of anandamide, hence preserving the natural high. &lt;br /&gt;
&lt;br /&gt;
Anandamide got its name from the &amp;quot;&#039;&#039;Sanskrit&#039;&#039;&amp;quot; word &amp;quot;ananda&amp;quot;, which means &amp;quot;bliss&amp;quot; i.e. a state of extreme happiness and amide. It was first isolated and structurally discovered in 1992, by Lumír Ondřej Hanuš and William Anthony Devane in the Laboratory of Raphael Mechoulam, at the Hebrew University.&lt;br /&gt;
&lt;br /&gt;
== &lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;toccolours&amp;quot; border=&amp;quot;1&amp;quot; style=&amp;quot;float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;&amp;quot;&lt;br /&gt;
! {{chembox header}}| &#039;&#039;&#039;Anandamide&#039;&#039;&#039;&lt;br /&gt;
|-&lt;br /&gt;
| align=&amp;quot;center&amp;quot; colspan=&amp;quot;2&amp;quot; bgcolor=&amp;quot;#ffffff&amp;quot; | [[Image:anandamide-struct.gif]] &lt;br /&gt;
|-&lt;br /&gt;
! Chemical name&lt;br /&gt;
| (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)&lt;br /&gt;
icosa-5,8,11,14-tetraenamide&lt;br /&gt;
|-&lt;br /&gt;
! Chemical formula&lt;br /&gt;
|C&amp;lt;sub&amp;gt;22&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;37&amp;lt;/sub&amp;gt;NO&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! Molecular Weight&lt;br /&gt;
| 347.54&lt;br /&gt;
|-&lt;br /&gt;
! CAS number&lt;br /&gt;
| 94421-68-8&lt;br /&gt;
|-&lt;br /&gt;
! Smile string&lt;br /&gt;
|CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(NCCO)=O&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
&amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;size&amp;gt;400&amp;lt;/size&amp;gt;&lt;br /&gt;
&amp;lt;color&amp;gt;#FF69B4&amp;lt;/color&amp;gt;&lt;br /&gt;
&amp;lt;script&amp;gt;zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
&amp;lt;inlineContents&amp;gt;HEADER    NONAME 19-Oct-06                                              NONE   1&lt;br /&gt;
TITLE                                                                   NONE   2&lt;br /&gt;
AUTHOR    WWW daemon apache                                             NONE   3&lt;br /&gt;
REVDAT   1  19-Oct-06     0                                             NONE   4&lt;br /&gt;
ATOM      1  C           0      10.383   0.053  -2.692  0.00  0.00           C+0&lt;br /&gt;
ATOM      2  C           0       9.332   1.090  -2.291  0.00  0.00           C+0&lt;br /&gt;
ATOM      3  C           0       8.617   0.627  -1.021  0.00  0.00           C+0&lt;br /&gt;
ATOM      4  C           0       7.566   1.665  -0.620  0.00  0.00           C+0&lt;br /&gt;
ATOM      5  C           0       6.851   1.202   0.651  0.00  0.00           C+0&lt;br /&gt;
ATOM      6  C           0       5.816   2.224   1.045  0.00  0.00           C+0&lt;br /&gt;
ATOM      7  C           0       4.578   1.853   1.262  0.00  0.00           C+0&lt;br /&gt;
ATOM      8  C           0       4.223   0.388   1.280  0.00  0.00           C+0&lt;br /&gt;
ATOM      9  C           0       3.509   0.060   2.566  0.00  0.00           C+0&lt;br /&gt;
ATOM     10  C           0       2.354  -0.557   2.535  0.00  0.00           C+0&lt;br /&gt;
ATOM     11  C           0       1.817  -1.084   1.229  0.00  0.00           C+0&lt;br /&gt;
ATOM     12  C           0       1.480  -2.546   1.379  0.00  0.00           C+0&lt;br /&gt;
ATOM     13  C           0       0.288  -2.980   1.053  0.00  0.00           C+0&lt;br /&gt;
ATOM     14  C           0      -0.688  -2.059   0.368  0.00  0.00           C+0&lt;br /&gt;
ATOM     15  C           0      -1.192  -2.711  -0.894  0.00  0.00           C+0&lt;br /&gt;
ATOM     16  C           0      -2.480  -2.834  -1.099  0.00  0.00           C+0&lt;br /&gt;
ATOM     17  C           0      -3.458  -2.180  -0.157  0.00  0.00           C+0&lt;br /&gt;
ATOM     18  C           0      -4.447  -1.330  -0.958  0.00  0.00           C+0&lt;br /&gt;
ATOM     19  C           0      -5.440  -0.666  -0.002  0.00  0.00           C+0&lt;br /&gt;
ATOM     20  C           0      -6.413   0.171  -0.791  0.00  0.00           C+0&lt;br /&gt;
ATOM     21  N           0      -7.385   0.854  -0.154  0.00  0.00           N+0&lt;br /&gt;
ATOM     22  C           0      -8.332   1.668  -0.921  0.00  0.00           C+0&lt;br /&gt;
ATOM     23  C           0      -9.325   2.332   0.036  0.00  0.00           C+0&lt;br /&gt;
ATOM     24  O           0      -8.631   3.253   0.879  0.00  0.00           O+0&lt;br /&gt;
ATOM     25  O           0      -6.322   0.231  -1.999  0.00  0.00           O+0&lt;br /&gt;
ATOM     26  H           0      11.109  -0.059  -1.886  0.00  0.00           H+0&lt;br /&gt;
ATOM     27  H           0       9.896  -0.905  -2.877  0.00  0.00           H+0&lt;br /&gt;
ATOM     28  H           0      10.893   0.382  -3.597  0.00  0.00           H+0&lt;br /&gt;
ATOM     29  H           0       9.819   2.047  -2.106  0.00  0.00           H+0&lt;br /&gt;
ATOM     30  H           0       8.606   1.201  -3.097  0.00  0.00           H+0&lt;br /&gt;
ATOM     31  H           0       8.130  -0.330  -1.206  0.00  0.00           H+0&lt;br /&gt;
ATOM     32  H           0       9.343   0.516  -0.215  0.00  0.00           H+0&lt;br /&gt;
ATOM     33  H           0       8.053   2.622  -0.435  0.00  0.00           H+0&lt;br /&gt;
ATOM     34  H           0       6.840   1.776  -1.426  0.00  0.00           H+0&lt;br /&gt;
ATOM     35  H           0       6.364   0.245   0.466  0.00  0.00           H+0&lt;br /&gt;
ATOM     36  H           0       7.577   1.091   1.456  0.00  0.00           H+0&lt;br /&gt;
ATOM     37  H           0       6.094   3.262   1.148  0.00  0.00           H+0&lt;br /&gt;
ATOM     38  H           0       3.813   2.596   1.429  0.00  0.00           H+0&lt;br /&gt;
ATOM     39  H           0       3.573   0.162   0.436  0.00  0.00           H+0&lt;br /&gt;
ATOM     40  H           0       5.133  -0.207   1.208  0.00  0.00           H+0&lt;br /&gt;
ATOM     41  H           0       3.950   0.334   3.514  0.00  0.00           H+0&lt;br /&gt;
ATOM     42  H           0       1.786  -0.687   3.444  0.00  0.00           H+0&lt;br /&gt;
ATOM     43  H           0       0.918  -0.531   0.956  0.00  0.00           H+0&lt;br /&gt;
ATOM     44  H           0       2.570  -0.962   0.451  0.00  0.00           H+0&lt;br /&gt;
ATOM     45  H           0       2.223  -3.235   1.754  0.00  0.00           H+0&lt;br /&gt;
ATOM     46  H           0       0.005  -3.998   1.277  0.00  0.00           H+0&lt;br /&gt;
ATOM     47  H           0      -1.528  -1.859   1.033  0.00  0.00           H+0&lt;br /&gt;
ATOM     48  H           0      -0.190  -1.122   0.119  0.00  0.00           H+0&lt;br /&gt;
ATOM     49  H           0      -0.491  -3.078  -1.630  0.00  0.00           H+0&lt;br /&gt;
ATOM     50  H           0      -2.841  -3.403  -1.943  0.00  0.00           H+0&lt;br /&gt;
ATOM     51  H           0      -4.002  -2.948   0.393  0.00  0.00           H+0&lt;br /&gt;
ATOM     52  H           0      -2.918  -1.544   0.544  0.00  0.00           H+0&lt;br /&gt;
ATOM     53  H           0      -3.903  -0.562  -1.508  0.00  0.00           H+0&lt;br /&gt;
ATOM     54  H           0      -4.987  -1.965  -1.660  0.00  0.00           H+0&lt;br /&gt;
ATOM     55  H           0      -5.983  -1.434   0.548  0.00  0.00           H+0&lt;br /&gt;
ATOM     56  H           0      -4.899  -0.030   0.700  0.00  0.00           H+0&lt;br /&gt;
ATOM     57  H           0      -7.459   0.806   0.812  0.00  0.00           H+0&lt;br /&gt;
ATOM     58  H           0      -7.788   2.436  -1.471  0.00  0.00           H+0&lt;br /&gt;
ATOM     59  H           0      -8.872   1.032  -1.622  0.00  0.00           H+0&lt;br /&gt;
ATOM     60  H           0     -10.082   2.865  -0.540  0.00  0.00           H+0&lt;br /&gt;
ATOM     61  H           0      -9.805   1.569   0.648  0.00  0.00           H+0&lt;br /&gt;
ATOM     62  H           0      -9.291   3.648   1.464  0.00  0.00           H+0&lt;br /&gt;
CONECT    1    2   26   27   28                                         NONE  67&lt;br /&gt;
CONECT    2    1    3   29   30                                         NONE  68&lt;br /&gt;
CONECT    3    2    4   31   32                                         NONE  69&lt;br /&gt;
CONECT    4    3    5   33   34                                         NONE  70&lt;br /&gt;
CONECT    5    4    6   35   36                                         NONE  71&lt;br /&gt;
CONECT    6    5    7   37    0                                         NONE  72&lt;br /&gt;
CONECT    7    6    8   38    0                                         NONE  73&lt;br /&gt;
CONECT    8    7    9   39   40                                         NONE  74&lt;br /&gt;
CONECT    9    8   10   41    0                                         NONE  75&lt;br /&gt;
CONECT   10    9   11   42    0                                         NONE  76&lt;br /&gt;
CONECT   11   10   12   43   44                                         NONE  77&lt;br /&gt;
CONECT   12   11   13   45    0                                         NONE  78&lt;br /&gt;
CONECT   13   12   14   46    0                                         NONE  79&lt;br /&gt;
CONECT   14   13   15   47   48                                         NONE  80&lt;br /&gt;
CONECT   15   14   16   49    0                                         NONE  81&lt;br /&gt;
CONECT   16   15   17   50    0                                         NONE  82&lt;br /&gt;
CONECT   17   16   18   51   52                                         NONE  83&lt;br /&gt;
CONECT   18   17   19   53   54                                         NONE  84&lt;br /&gt;
CONECT   19   18   20   55   56                                         NONE  85&lt;br /&gt;
CONECT   20   19   21   25    0                                         NONE  86&lt;br /&gt;
CONECT   21   20   22   57    0                                         NONE  87&lt;br /&gt;
CONECT   22   21   23   58   59                                         NONE  88&lt;br /&gt;
CONECT   23   22   24   60   61                                         NONE  89&lt;br /&gt;
CONECT   24   23   62    0    0                                         NONE  90&lt;br /&gt;
CONECT   25   20    0    0    0                                         NONE  91&lt;br /&gt;
END                                                                     NONE  92&lt;br /&gt;
&amp;lt;/inlineContents&amp;gt;&lt;br /&gt;
&amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
[[User:Smbc05|Smbc05]] 14:53, 20 October 2006 (BST)&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Structure==&lt;br /&gt;
Anandamide is fat-soluble due to its long hydrocarbon tail. It can pass through the hydrocarbon-rich curtain which isolates the brain from the bloodstream easily. Unlike THC, anandamide breaks down very quickly in the body; which is also the reason why anandamide does not produce an everlasting natural &#039;high&#039;.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Functions in human body==&lt;br /&gt;
Anandamide has certain functions in our body, and it is not as simple as producing happiness. Anandamide is synthesized in those areas in the brain that are important in memory and higher thought processes, as well as areas which control movements.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Other than the brain, anandamide can also be found in other parts of the body, such as in the uterus. In fact, the highest concentration of anandamide found in our body is not the brain, but in the uterus just before the implantation of the embryo; and its concentration varies with the receptivity of the uterus. Anandamide acts as a chemical messenger between the embryo and uterus during the implantation of the embryo in the uterine wall, which means that one of the first communications that occurs between the mother and child is carried out by anandamide.&lt;br /&gt;
&lt;br /&gt;
==Anandamide and Chocolate==&lt;br /&gt;
In 1996, Daniele Piomelli and co-workers at the Neurosciences Institute in San Diego discovered three other compounds in dark chocolate which were very similar to anandamide. Other compounds such as N-acylethanolamines were also found to block the breakdown of anandamide. Hence, the pleasure of chocolate is a result of the total effect of anandamide and anandamide-preserving N-acylethanolamines.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Future use==&lt;br /&gt;
A new family of therapeutic drugs may be developed from the discovery of Anandamide.&lt;/div&gt;</summary>
		<author><name>Cn205</name></author>
	</entry>
</feed>