<?xml version="1.0"?>
<feed xmlns="http://www.w3.org/2005/Atom" xml:lang="en">
	<id>https://chemwiki.ch.ic.ac.uk/api.php?action=feedcontributions&amp;feedformat=atom&amp;user=As2306</id>
	<title>ChemWiki - User contributions [en]</title>
	<link rel="self" type="application/atom+xml" href="https://chemwiki.ch.ic.ac.uk/api.php?action=feedcontributions&amp;feedformat=atom&amp;user=As2306"/>
	<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/wiki/Special:Contributions/As2306"/>
	<updated>2026-04-05T18:45:28Z</updated>
	<subtitle>User contributions</subtitle>
	<generator>MediaWiki 1.43.0</generator>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11011</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11011"/>
		<updated>2007-11-09T15:00:50Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Functionality */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life for the mammal.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
 &lt;br /&gt;
The diagram, above, shows the areas of the body that are affected by testosterone.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11010</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11010"/>
		<updated>2007-11-09T15:00:15Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Functionality */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life for the mammal.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]] &lt;br /&gt;
The diagram, above, shows the areas of the body that are affected by testosterone.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11009</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11009"/>
		<updated>2007-11-09T14:59:57Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Functionality */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life for the mammal.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]] The diagram shows the areas of the body that are affected by testosterone.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11008</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11008"/>
		<updated>2007-11-09T14:59:16Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Functionality */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life for the mammal.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11007</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11007"/>
		<updated>2007-11-09T14:56:26Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Functionality */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11006</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11006"/>
		<updated>2007-11-09T14:56:09Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Introduction */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11005</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11005"/>
		<updated>2007-11-09T14:55:47Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11004</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11004"/>
		<updated>2007-11-09T14:55:16Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png|thumb|]&lt;br /&gt;
 &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11003</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11003"/>
		<updated>2007-11-09T14:54:51Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]|thumb|]&lt;br /&gt;
 &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11002</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=11002"/>
		<updated>2007-11-09T14:53:33Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* References */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;H-NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;br /&gt;
http://webbook.nist.gov/cgi/cbook.cgi?ID=C58220&amp;amp;Units=SI&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10992</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10992"/>
		<updated>2007-11-09T12:29:02Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==Functionality==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
==== &#039;&#039;&#039;Assignments&#039;&#039;&#039; ====&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
Assign.     Shift(ppm)&lt;br /&gt;
      A             5.731&lt;br /&gt;
      B             3.655&lt;br /&gt;
      C             2.424&lt;br /&gt;
      D             2.391&lt;br /&gt;
      E             2.347&lt;br /&gt;
      F             2.278&lt;br /&gt;
      G             1.6&lt;br /&gt;
      J             2.084&lt;br /&gt;
      K             2.034&lt;br /&gt;
      L             1.862&lt;br /&gt;
      M             1.848&lt;br /&gt;
      N             1.702&lt;br /&gt;
      O             1.628&lt;br /&gt;
      P             1.603&lt;br /&gt;
      Q             1.579&lt;br /&gt;
      R             1.466&lt;br /&gt;
      S             1.436&lt;br /&gt;
      T             1.313&lt;br /&gt;
      U             1.198&lt;br /&gt;
      V             1.093&lt;br /&gt;
      W             1.007&lt;br /&gt;
      X             0.978&lt;br /&gt;
      Y             0.932&lt;br /&gt;
      Z             0.795&lt;br /&gt;
     &lt;br /&gt;
     ASSIGNED BY 600MHZ,C-H COSY,H-H COSY,NOESY AND LAOCN CALCULATION.&lt;br /&gt;
     K.HAYAMIZU ET AL,MAGN.RESON.CHEM.,28,(1990). &amp;lt;ref&amp;gt;http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;references/&amp;gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10986</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10986"/>
		<updated>2007-11-09T12:21:22Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Introduction */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10985</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10985"/>
		<updated>2007-11-09T12:21:10Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Production */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10984</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10984"/>
		<updated>2007-11-09T12:20:47Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Production */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==The 3D Molecular Structure==&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10983</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10983"/>
		<updated>2007-11-09T12:20:16Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* How it works */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
&lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===The 3D Molecular Structure===&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10982</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10982"/>
		<updated>2007-11-09T12:19:46Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* How it works */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
The brain and the skeletal system  are two important tissues in humans, where the principle effect of testosterone is to carry out aromatization of the estradiol. In the bones, estradiol speeds up the maturation of the cartilage into bone and thus leads to the closure of the epiphyses and signals the completion of bone growth. &lt;br /&gt;
In the CNS (central nervous system), testosterone is aromatized to estradiol. Not testosterone but estradiol that serves as the most important hormonal feedback signal to the hypothalamus (plays a major role in LH release/production). In a number of mammals, prenatal or perinatal &amp;quot;masculinisation&amp;quot; of the sexually dimorphic sections of the brain by estradiol. This will lead to male sexual behaviour in later life of the mammal.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===The 3D Molecular Structure===&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;IR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_ir.JPG]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;Mass Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_mass.JPG]]&lt;br /&gt;
&lt;br /&gt;
===&#039;&#039;&#039;NMR Spectrum: Testosterone&#039;&#039;&#039;===&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr.JPG]]&lt;br /&gt;
&lt;br /&gt;
[[Image:Testosterone_nmr_structure.JPG]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10967</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10967"/>
		<updated>2007-11-09T12:04:13Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===The 3D Molecular Structure===&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Spectras==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10900</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10900"/>
		<updated>2007-11-08T16:37:48Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
===The 3D Molecular Structure===&lt;br /&gt;
&lt;br /&gt;
&amp;lt;jmol&amp;gt;&lt;br /&gt;
  &amp;lt;jmolApplet&amp;gt;&lt;br /&gt;
     &amp;lt;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10899</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10899"/>
		<updated>2007-11-08T16:32:29Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&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;title&amp;gt;Hyoscine&amp;lt;/title&amp;gt;&amp;lt;color&amp;gt;black&amp;lt;/color&amp;gt;&lt;br /&gt;
     &amp;lt;size&amp;gt;350&amp;lt;/size&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;zoom 120; cpk -25;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;uploadedFileContents&amp;gt;Testosterone.pdb&amp;lt;/uploadedFileContents&amp;gt;&lt;br /&gt;
  &amp;lt;/jmolApplet&amp;gt;&lt;br /&gt;
 &lt;br /&gt;
 &lt;br /&gt;
    &amp;lt;jmolMenu&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Start spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin on&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;item&amp;gt;&amp;lt;text&amp;gt;Stop spinning&amp;lt;/text&amp;gt;&amp;lt;script&amp;gt;spin off&amp;lt;/script&amp;gt;&amp;lt;/item&amp;gt;&lt;br /&gt;
     &amp;lt;menuHeight&amp;gt;-1&amp;lt;/menuHeight&amp;gt;&lt;br /&gt;
   &amp;lt;/jmolMenu&amp;gt;&lt;br /&gt;
   &amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots on&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots on&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;jmolButton&amp;gt;&lt;br /&gt;
     &amp;lt;script&amp;gt;dots off&amp;lt;/script&amp;gt;&lt;br /&gt;
     &amp;lt;text&amp;gt;Turn dots off&amp;lt;/text&amp;gt;&lt;br /&gt;
    &amp;lt;/jmolButton&amp;gt;&lt;br /&gt;
&amp;lt;/jmol&amp;gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Testosterone.pdb&amp;diff=10898</id>
		<title>File:Testosterone.pdb</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Testosterone.pdb&amp;diff=10898"/>
		<updated>2007-11-08T16:31:41Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10896</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10896"/>
		<updated>2007-11-08T16:13:41Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
[[Image:Test.jpg]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Test.jpg&amp;diff=10895</id>
		<title>File:Test.jpg</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Test.jpg&amp;diff=10895"/>
		<updated>2007-11-08T16:12:49Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10887</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10887"/>
		<updated>2007-11-08T15:52:56Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* How it works */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
The testerone androgen receptors occur in a large number of different vertebrate body system tissues.  Both sexes respond quite similarly to levels of testerone. There is a large difference in the amount of testosterone found in each sex at prenatally, at puberty, and throughout life and this accounts for the share of characteristic biological differences between the sexes.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10883</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10883"/>
		<updated>2007-11-08T15:48:21Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* How it works */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
The hormone, testosterone, effects humans and other vertebrates by either of the two main hormonal mechanisms; first of these mechanisms is by activation of the androgen receptor (either directly or as DHT) or second is by the conversion to estradiol and the activation of certain estrogen receptors.&lt;br /&gt;
&lt;br /&gt;
&#039;&#039;Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T.[citation needed] The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects. It is important to note that if there is a 5-alpha reductase deficiency, the body (of a human) will continue growing into a female with testicles.&#039;&#039;&amp;lt;ref&amp;gt;http://en.wikipedia.org/wiki/Testosterone&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10871</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10871"/>
		<updated>2007-11-08T14:40:00Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==How it works==&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10870</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10870"/>
		<updated>2007-11-08T14:39:03Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Production */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Description]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10869</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10869"/>
		<updated>2007-11-08T14:38:20Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Production */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Human steroidogenesis, showing testosterone near bottom.]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10868</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10868"/>
		<updated>2007-11-08T14:37:53Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;br /&gt;
&lt;br /&gt;
==Production==&lt;br /&gt;
&lt;br /&gt;
[[Image:Steroidogenesis.gif|thumb|Human steroidogenesis, showing testosterone near bottom.]]&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Steroidogenesis.gif&amp;diff=10866</id>
		<title>File:Steroidogenesis.gif</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Steroidogenesis.gif&amp;diff=10866"/>
		<updated>2007-11-08T14:36:40Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10863</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10863"/>
		<updated>2007-11-08T14:33:58Z</updated>

		<summary type="html">&lt;p&gt;As2306: /* Introduction */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;br /&gt;
The human body produces testosterone, which is the most important male sex hormone. Testosterone is an essential steroid hormone, which is from the androgen hormone group. Testosterone is primarily secreted in the testes of males, which is where the hormone is produced, and the ovaries of females. Minute amounts are secreted by the adrenal glands, which can be found on top of the kidneys. It is the main male sex hormone and it is an anabolic steroid. Testosterone is responsible for development of male characteristics like body and facial hair, muscle growth, strength, and a deep voice.  Testosterone at the normal levels in the body influences the production of sperm, which ties in with the promotion of sexual function and in the promotion of sex drive.&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10857</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10857"/>
		<updated>2007-11-08T14:12:30Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Schedule III (USA)&lt;br /&gt;
Schedule IV (Canada)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Intramuscular injection, transdermal (cream, gel, or patch), sub-&#039;Q&#039; pellet&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10855</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10855"/>
		<updated>2007-11-08T14:10:25Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Liver, Testis and Prostate&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|2-4 hours&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|Urine (90%), feces (6%)&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|X (USA), Teratogenic effects&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10854</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10854"/>
		<updated>2007-11-08T14:07:00Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|low (due to extensive first pass metabolism)&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10853</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10853"/>
		<updated>2007-11-08T14:03:46Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|288.43g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10852</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10852"/>
		<updated>2007-11-08T14:03:13Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|C19H28O2 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10851</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10851"/>
		<updated>2007-11-08T13:59:54Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q=CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C&lt;br /&gt;
 CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10850</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10850"/>
		<updated>2007-11-08T13:50:14Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10849</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10849"/>
		<updated>2007-11-08T13:49:21Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10848</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10848"/>
		<updated>2007-11-08T13:28:03Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6013 {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10847</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10847"/>
		<updated>2007-11-08T13:24:28Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|58-22-0&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[6013]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10846</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10846"/>
		<updated>2007-11-08T13:20:33Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| G03BA03 &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10845</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10845"/>
		<updated>2007-11-08T13:11:52Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| {{{ATC_Code}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10844</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10844"/>
		<updated>2007-11-08T13:09:49Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  Testosterone &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Other name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| [http://www.google.co.uk/search?hl=en&amp;amp;q={{{OtherName}}}&amp;amp;btnG=Google+Search&amp;amp;meta= {{{OtherName}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| {{{ATC_Code}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=File:Testosterone_structure.png&amp;diff=10843</id>
		<title>File:Testosterone structure.png</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=File:Testosterone_structure.png&amp;diff=10843"/>
		<updated>2007-11-08T13:09:06Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10842</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10842"/>
		<updated>2007-11-08T13:08:57Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  {{{Box_Name}}} &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone structure.png]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Other name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| [http://www.google.co.uk/search?hl=en&amp;amp;q={{{OtherName}}}&amp;amp;btnG=Google+Search&amp;amp;meta= {{{OtherName}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| {{{ATC_Code}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10841</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10841"/>
		<updated>2007-11-08T13:08:19Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  {{{Box_Name}}} &amp;lt;!-- replace if not identical with the article name --&amp;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:{{{ImageFile}}}|250px|{{{Box_Name}}}]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{|IUPAC_name = (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1&lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Other name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| [http://www.google.co.uk/search?hl=en&amp;amp;q={{{OtherName}}}&amp;amp;btnG=Google+Search&amp;amp;meta= {{{OtherName}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| {{{ATC_Code}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10840</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10840"/>
		<updated>2007-11-08T13:07:19Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  {{{Box_Name}}} &amp;lt;!-- replace if not identical with the article name --&amp;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:{{{ImageFile}}}|250px|{{{Box_Name}}}]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{IUPACName}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Other name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| [http://www.google.co.uk/search?hl=en&amp;amp;q={{{OtherName}}}&amp;amp;btnG=Google+Search&amp;amp;meta= {{{OtherName}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| {{{ATC_Code}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10839</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10839"/>
		<updated>2007-11-08T13:06:27Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;{| style=&amp;quot;float: right; clear: right; margin: 0 0 0.5em 1em; background: #ffffff;&amp;quot; class=&amp;quot;toccolours&amp;quot; border=&amp;quot;0&amp;quot; cellpadding=&amp;quot;1&amp;quot; align=&amp;quot;right&amp;quot; width=&amp;quot;300&amp;quot;&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|  {{{Box_Name}}} &amp;lt;!-- replace if not identical with the article name --&amp;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:{{{ImageFile}}}|250px|{{{Box_Name}}}]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|IUPAC Systematic name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| {{{IUPACName}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Other name&lt;br /&gt;
|-&lt;br /&gt;
| colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot;| [http://www.google.co.uk/search?hl=en&amp;amp;q={{{OtherName}}}&amp;amp;btnG=Google+Search&amp;amp;meta= {{{OtherName}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;|Indentifiers&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;|[http://en.wikipedia.org/wiki/ATC_code ATC Code]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;| {{{ATC_Code}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/CAS_number CAS number]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/PubChem PubChem (CID)]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid={{{PubChem}}} {{{PubChem}}}]&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification SMILES]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|[http://www.emolecules.com/cgi-bin/search?t=ss&amp;amp;q={{{SMILES}}} {{{SMILES}}}]&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Chemical Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Molecular_weight Molar mass]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{MolarMass}}} g/mol&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Pharmacokinetic Data&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Bioavailability Bioavailability]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Bioavailability}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Plasma_protein_binding Protein Binding]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Protein_binding}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Metabolism Metabolism]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Metabolism}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Elimination_half-life Half life]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Half_life}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Excretion Excretion]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Excretion}}}&lt;br /&gt;
|-&lt;br /&gt;
! colspan=&amp;quot;2&amp;quot; align=&amp;quot;center&amp;quot; bgcolor=&amp;quot;#dddddd&amp;quot;| Therapeutic considerations&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Pregnancy_category Pregnancy cat.]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Pregnancy_cat}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Regulation_of_therapeutic_goods Legal status]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Legal_status}}}&lt;br /&gt;
|-&lt;br /&gt;
! align=&amp;quot;left&amp;quot; bgcolor=&amp;quot;#ddeeff&amp;quot; width=&amp;quot;120&amp;quot;| [http://en.wikipedia.org/wiki/Route_of_administration Routes]&lt;br /&gt;
| align=&amp;quot;center&amp;quot;|{{{Routes}}}&lt;br /&gt;
|-&lt;br /&gt;
&lt;br /&gt;
|}&lt;br /&gt;
&lt;br /&gt;
&amp;lt;noinclude&amp;gt;&lt;br /&gt;
*This box is designed as such that all you need to do is plug the below code into your page and place your data after the &#039;=&#039; for each variable, SI units for measurments will automatically be added. &lt;br /&gt;
*For further information on the variables click the tag of interest and follow link to Wiki description page&lt;br /&gt;
*Items such as the identifiers are set up to use the entered data to link to sites such as Emolecules, Google and PubChem giving further information about the molecule. For these boxes just one valaue should be entered (e.g. One SMILE string or one Pub Chem code&lt;br /&gt;
&amp;lt;pre&amp;gt;&lt;br /&gt;
{{Drug-Box |&lt;br /&gt;
| Box_Name = this is the title of your box&lt;br /&gt;
| ImageFile =  example_image.jpg&lt;br /&gt;
| IUPACName =  official chemical identifier name&lt;br /&gt;
| OtherName = other trade names&lt;br /&gt;
| CAS_No = &lt;br /&gt;
| ATC_Code = &lt;br /&gt;
| PubChem = &lt;br /&gt;
| SMILES = surround in nowiki script code &#039;&amp;lt;&#039; nowiki&#039;&amp;gt;&#039; insert SMILE here&#039;&amp;lt;/&#039;nowiki&#039;&amp;gt;&#039;&lt;br /&gt;
| Formula =  e.g.(C&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;)&lt;br /&gt;
| MolarMass = Molecular mass &lt;br /&gt;
| Bioavailability = &lt;br /&gt;
| Protein_binding&lt;br /&gt;
| Metabolism = &lt;br /&gt;
| Half_life = &lt;br /&gt;
| Excretion = &lt;br /&gt;
| Pregnancy_cat =  &lt;br /&gt;
| Legal_status = &lt;br /&gt;
| Routes = &lt;br /&gt;
}}&lt;br /&gt;
&amp;lt;/pre&amp;gt;&lt;br /&gt;
&amp;lt;/noinclude&amp;gt;&lt;br /&gt;
&amp;lt;noinclude&amp;gt;*For Further Details have a chat  with --[[User:Rih05|Rih05]]&lt;br /&gt;
*For usage example see [[It:sitagliptin_page]]&lt;br /&gt;
&amp;lt;/noinclude&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10838</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10838"/>
		<updated>2007-11-08T13:03:32Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&amp;lt;noinclude&amp;gt;&lt;br /&gt;
&amp;lt;!-- This template has been defined after elaborate discussion in the Chemicals Wikiproject. Please do not add, deleted or otherwise change it unless after due discussion in [[wikipedia talk:WikiProject Chemicals]] --&amp;gt;&lt;br /&gt;
&amp;lt;/noinclude&amp;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; width: 280px&amp;quot;&lt;br /&gt;
! {{chembox header}} | {{PAGENAME}} &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone.png|thumb|Chem Draw Molecule]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| [http://en.wikipedia.org/wiki/IUPAC Systematic name]&lt;br /&gt;
| (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,1 &lt;br /&gt;
6,17-dodecahydrocyclopenta[a]phenanthren-3-one&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| Other names&lt;br /&gt;
| {{{OtherNames}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| {{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Chemical_file_format SMILES] &amp;lt;!-- mostly for organic compounds, omit otherwise --&amp;gt;&lt;br /&gt;
| {{{SMILES}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Molar_mass Molar mass]&lt;br /&gt;
| {{{MolarMass}}}&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| {{{Appearance}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/CAS_registry_number CAS number]&lt;br /&gt;
| {{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Density Density] &amp;amp; [http://en.wikipedia.org/wiki/Phase_%28matter%29 phase]&lt;br /&gt;
| {{{Density}}} g/cm³ &amp;lt;!-- ? g/cm³, solid / ? g/ml, liquid / ? g/l, gas --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Solubility Solubility in water]&lt;br /&gt;
| {{{Sol_Water}}} g/100 ml (25°C) &amp;lt;!--  at least put miscible with, not soluble in --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
&amp;lt;!-- | Other solvents e.g. [[ethanol]], [[acetone]] --&amp;gt;&lt;br /&gt;
&amp;lt;!-- | solubility info on other solvents --&amp;gt;&lt;br /&gt;
&amp;lt;!-- |- --&amp;gt;&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Melting_point Melting point]&lt;br /&gt;
| {{{Mp}}} K &amp;lt;!-- (mention any decomposition) --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Boiling_point Boiling point]&lt;br /&gt;
| {{{Bp}}} K&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Acidity] (p&#039;&#039;K&#039;&#039;&amp;lt;sub&amp;gt;a&amp;lt;/sub&amp;gt;) &amp;lt;!-- omit if not an acid or a base.  If several values, be clear --&amp;gt;&lt;br /&gt;
| {{{pKa}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Basicity] (p&#039;&#039;K&#039;&#039;&amp;lt;sub&amp;gt;b&amp;lt;/sub&amp;gt;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| {{{pKb}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Specific_rotation Chiral rotation &amp;lt;nowiki&amp;gt;[α]&amp;lt;/nowiki&amp;gt;&amp;lt;sub&amp;gt;D&amp;lt;/sub&amp;gt;] &amp;lt;!-- (Only include this for chiral compounds, indicate direction/enantiomer combo if known) --&amp;gt;&lt;br /&gt;
| {{{Rotation}}}°&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Viscosity Viscosity]&lt;br /&gt;
| {{{Viscosity}}} [[Poise|cP]] at 25°C &amp;lt;!-- Liquids only, omit if data unavailable. You may use [[Pascal second|Pa.s]] if you prefer --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Structure&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Orbital_hybridisation Molecular shape] &amp;lt;!-- for simple covalent molecules (omit for most large molecules, ionics and complexes) --&amp;gt;&lt;br /&gt;
| {{{Mol_Shape}}} &amp;lt;!-- e.g. trigonal bipyramidal --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Coordination_geometry Coordination&amp;lt;br /&amp;gt;geometry] &amp;lt;!-- for a metal complex or an ionic crystal, otherwise omit --&amp;gt;&lt;br /&gt;
| {{{Coordination}}} &amp;lt;!-- e.g. trigonal bipyramidal --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Crystal_structure Crystal structure] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| {{{Crystal_Structure}}} &amp;lt;!-- e.g. [[triclinic]], [[monoclinic]], [[orthorhombic]], [[hexagonal]], [[rhombohedral|trigonal]], [[tetragonal]], [[cubic]], and mention &amp;quot;close packed&amp;quot; or similar.  You may also cite what class it belongs to, e.g. [[Cadmium_chloride#Crystal_structure|CdCl&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;]]  --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| {{{DM}}} [[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Hazards &amp;lt;!--  Summary only- MSDS entry provides more complete information --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[Material safety data sheet|MSDS]]&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Material Safety Data Sheet|External MSDS]] &amp;lt;!-- please replace with proper link--&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| Main [[Worker safety and health|hazard]]s&lt;br /&gt;
| {{{Hazards}}} &amp;lt;!-- e.g. highly toxic, explosive, flammable, corrosive --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[NFPA 704]]&lt;br /&gt;
| {{{NFPA}}}&amp;lt;!-- {{NFPA 704 | Health=4 | Flammability=4 | Reactivity=4 | Other=OX }} These are set on &amp;quot;very dangerous&amp;quot; as default- adjust according to actual values --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[Flash point]]&lt;br /&gt;
| {{{Fp}}}°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Risk and Safety Statements|R/S statement]]&lt;br /&gt;
| [[List of R-phrases|R]]: {{{R-S}}} &amp;lt;br /&amp;gt; [[List of S-phrases|S]]: ?&lt;br /&gt;
|-&lt;br /&gt;
| [[RTECS]] number&lt;br /&gt;
| {{{RTECS}}}&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | [[{{PAGENAME}} (data page)|Supplementary data page]]&lt;br /&gt;
|-&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Structure and properties|Structure and&amp;lt;br /&amp;gt;properties]] &lt;br /&gt;
| [http://en.wikipedia.org/wiki/Refractive_index &#039;&#039;n&#039;&#039;], [http://en.wikipedia.org/wiki/Dielectric_constant ε&amp;lt;sub&amp;gt;r&amp;lt;/sub&amp;gt;], etc. &lt;br /&gt;
|-&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Thermodynamic properties|Thermodynamic&amp;lt;br /&amp;gt;data]] &lt;br /&gt;
| Phase behaviour&amp;lt;br /&amp;gt;Solid, liquid, gas &lt;br /&gt;
|-&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Spectral data|Spectral data]]&lt;br /&gt;
| [[UV/VIS spectroscopy|UV]], [[Infrared spectroscopy|IR]], [[nuclear magnetic resonance spectroscopy|NMR]], [[Mass spectrometry|MS]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Related compounds&lt;br /&gt;
|-&lt;br /&gt;
| Other [[Ion|anion]]s &amp;lt;!-- please omit if not applicable --&amp;gt;&lt;br /&gt;
| {{{Other_anion}}} &amp;lt;!-- Put in related anions e.g, iron(II) fluoride &amp;amp; iron(II) bromide if compound is iron(II) chloride --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| Other [[Ion|cation]]s &amp;lt;!-- please omit if not applicable --&amp;gt;&lt;br /&gt;
| {{{Ohter_cation}}} &amp;lt;!-- Put in other oxidation states of same element e.g. [[iron(III) chloride]], also for related metals such as [[manganese(II) chloride]], [[cobalt(II) chloride]], ruthenium(III) chloride--&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| Related compounds &lt;br /&gt;
&amp;lt;!-- A miscellaneous heading - use for covalent inorganics;  e.g. for PCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; you would list PCl&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;, POCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;, PF&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;, PBr&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;, NCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; and AsCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;. &lt;br /&gt;
Please omit if not applicable --&amp;gt;&lt;br /&gt;
| {{{Relative_Compounds}}}&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | &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;nbsp;°C, 100&amp;amp;nbsp;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;
{{Chem-Data_Structure}}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
	<entry>
		<id>https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10837</id>
		<title>It07:Testosterone</title>
		<link rel="alternate" type="text/html" href="https://chemwiki.ch.ic.ac.uk/index.php?title=It07:Testosterone&amp;diff=10837"/>
		<updated>2007-11-08T13:02:13Z</updated>

		<summary type="html">&lt;p&gt;As2306: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&amp;lt;noinclude&amp;gt;&lt;br /&gt;
&amp;lt;!-- This template has been defined after elaborate discussion in the Chemicals Wikiproject. Please do not add, deleted or otherwise change it unless after due discussion in [[wikipedia talk:WikiProject Chemicals]] --&amp;gt;&lt;br /&gt;
&amp;lt;/noinclude&amp;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; width: 280px&amp;quot;&lt;br /&gt;
! {{chembox header}} | {{PAGENAME}} &amp;lt;!-- replace if not identical with the article name --&amp;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:Testosterone.png|thumb|Chem Draw Molecule]] &amp;lt;!-- replace if not identical with the pagename --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | General&lt;br /&gt;
|- &lt;br /&gt;
| [http://en.wikipedia.org/wiki/IUPAC Systematic name]&lt;br /&gt;
| {{{IUPACName}}}&lt;br /&gt;
&lt;br /&gt;
|-&lt;br /&gt;
| Other names&lt;br /&gt;
| {{{OtherNames}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]&lt;br /&gt;
| {{{Formula}}} &lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Chemical_file_format SMILES] &amp;lt;!-- mostly for organic compounds, omit otherwise --&amp;gt;&lt;br /&gt;
| {{{SMILES}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Molar_mass Molar mass]&lt;br /&gt;
| {{{MolarMass}}}&lt;br /&gt;
|-&lt;br /&gt;
| Appearance&lt;br /&gt;
| {{{Appearance}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/CAS_registry_number CAS number]&lt;br /&gt;
| {{{CASNo}}}&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Properties&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Density Density] &amp;amp; [http://en.wikipedia.org/wiki/Phase_%28matter%29 phase]&lt;br /&gt;
| {{{Density}}} g/cm³ &amp;lt;!-- ? g/cm³, solid / ? g/ml, liquid / ? g/l, gas --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Solubility Solubility in water]&lt;br /&gt;
| {{{Sol_Water}}} g/100 ml (25°C) &amp;lt;!--  at least put miscible with, not soluble in --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
&amp;lt;!-- | Other solvents e.g. [[ethanol]], [[acetone]] --&amp;gt;&lt;br /&gt;
&amp;lt;!-- | solubility info on other solvents --&amp;gt;&lt;br /&gt;
&amp;lt;!-- |- --&amp;gt;&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Melting_point Melting point]&lt;br /&gt;
| {{{Mp}}} K &amp;lt;!-- (mention any decomposition) --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Boiling_point Boiling point]&lt;br /&gt;
| {{{Bp}}} K&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Acidity] (p&#039;&#039;K&#039;&#039;&amp;lt;sub&amp;gt;a&amp;lt;/sub&amp;gt;) &amp;lt;!-- omit if not an acid or a base.  If several values, be clear --&amp;gt;&lt;br /&gt;
| {{{pKa}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Basicity] (p&#039;&#039;K&#039;&#039;&amp;lt;sub&amp;gt;b&amp;lt;/sub&amp;gt;) &amp;lt;!-- omit if not a base. If several values, be clear --&amp;gt;&lt;br /&gt;
| {{{pKb}}}&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Specific_rotation Chiral rotation &amp;lt;nowiki&amp;gt;[α]&amp;lt;/nowiki&amp;gt;&amp;lt;sub&amp;gt;D&amp;lt;/sub&amp;gt;] &amp;lt;!-- (Only include this for chiral compounds, indicate direction/enantiomer combo if known) --&amp;gt;&lt;br /&gt;
| {{{Rotation}}}°&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Viscosity Viscosity]&lt;br /&gt;
| {{{Viscosity}}} [[Poise|cP]] at 25°C &amp;lt;!-- Liquids only, omit if data unavailable. You may use [[Pascal second|Pa.s]] if you prefer --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Structure&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Orbital_hybridisation Molecular shape] &amp;lt;!-- for simple covalent molecules (omit for most large molecules, ionics and complexes) --&amp;gt;&lt;br /&gt;
| {{{Mol_Shape}}} &amp;lt;!-- e.g. trigonal bipyramidal --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Coordination_geometry Coordination&amp;lt;br /&amp;gt;geometry] &amp;lt;!-- for a metal complex or an ionic crystal, otherwise omit --&amp;gt;&lt;br /&gt;
| {{{Coordination}}} &amp;lt;!-- e.g. trigonal bipyramidal --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [http://en.wikipedia.org/wiki/Crystal_structure Crystal structure] &amp;lt;!-- omit if not a solid --&amp;gt;&lt;br /&gt;
| {{{Crystal_Structure}}} &amp;lt;!-- e.g. [[triclinic]], [[monoclinic]], [[orthorhombic]], [[hexagonal]], [[rhombohedral|trigonal]], [[tetragonal]], [[cubic]], and mention &amp;quot;close packed&amp;quot; or similar.  You may also cite what class it belongs to, e.g. [[Cadmium_chloride#Crystal_structure|CdCl&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;]]  --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[Dipole#Molecular_dipoles|Dipole moment]]&lt;br /&gt;
| {{{DM}}} [[Debye|D]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Hazards &amp;lt;!--  Summary only- MSDS entry provides more complete information --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[Material safety data sheet|MSDS]]&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Material Safety Data Sheet|External MSDS]] &amp;lt;!-- please replace with proper link--&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| Main [[Worker safety and health|hazard]]s&lt;br /&gt;
| {{{Hazards}}} &amp;lt;!-- e.g. highly toxic, explosive, flammable, corrosive --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[NFPA 704]]&lt;br /&gt;
| {{{NFPA}}}&amp;lt;!-- {{NFPA 704 | Health=4 | Flammability=4 | Reactivity=4 | Other=OX }} These are set on &amp;quot;very dangerous&amp;quot; as default- adjust according to actual values --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| [[Flash point]]&lt;br /&gt;
| {{{Fp}}}°C&lt;br /&gt;
|-&lt;br /&gt;
| [[Risk and Safety Statements|R/S statement]]&lt;br /&gt;
| [[List of R-phrases|R]]: {{{R-S}}} &amp;lt;br /&amp;gt; [[List of S-phrases|S]]: ?&lt;br /&gt;
|-&lt;br /&gt;
| [[RTECS]] number&lt;br /&gt;
| {{{RTECS}}}&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | [[{{PAGENAME}} (data page)|Supplementary data page]]&lt;br /&gt;
|-&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Structure and properties|Structure and&amp;lt;br /&amp;gt;properties]] &lt;br /&gt;
| [http://en.wikipedia.org/wiki/Refractive_index &#039;&#039;n&#039;&#039;], [http://en.wikipedia.org/wiki/Dielectric_constant ε&amp;lt;sub&amp;gt;r&amp;lt;/sub&amp;gt;], etc. &lt;br /&gt;
|-&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Thermodynamic properties|Thermodynamic&amp;lt;br /&amp;gt;data]] &lt;br /&gt;
| Phase behaviour&amp;lt;br /&amp;gt;Solid, liquid, gas &lt;br /&gt;
|-&lt;br /&gt;
| [[{{PAGENAME}} (data page)#Spectral data|Spectral data]]&lt;br /&gt;
| [[UV/VIS spectroscopy|UV]], [[Infrared spectroscopy|IR]], [[nuclear magnetic resonance spectroscopy|NMR]], [[Mass spectrometry|MS]]&lt;br /&gt;
|-&lt;br /&gt;
! {{chembox header}} | Related compounds&lt;br /&gt;
|-&lt;br /&gt;
| Other [[Ion|anion]]s &amp;lt;!-- please omit if not applicable --&amp;gt;&lt;br /&gt;
| {{{Other_anion}}} &amp;lt;!-- Put in related anions e.g, iron(II) fluoride &amp;amp; iron(II) bromide if compound is iron(II) chloride --&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| Other [[Ion|cation]]s &amp;lt;!-- please omit if not applicable --&amp;gt;&lt;br /&gt;
| {{{Ohter_cation}}} &amp;lt;!-- Put in other oxidation states of same element e.g. [[iron(III) chloride]], also for related metals such as [[manganese(II) chloride]], [[cobalt(II) chloride]], ruthenium(III) chloride--&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| Related compounds &lt;br /&gt;
&amp;lt;!-- A miscellaneous heading - use for covalent inorganics;  e.g. for PCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; you would list PCl&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;, POCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;, PF&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;, PBr&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;, NCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt; and AsCl&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;. &lt;br /&gt;
Please omit if not applicable --&amp;gt;&lt;br /&gt;
| {{{Relative_Compounds}}}&lt;br /&gt;
|-&lt;br /&gt;
| {{chembox header}} | &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;nbsp;°C, 100&amp;amp;nbsp;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;
{{Chem-Data_Structure}}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Introduction==&lt;/div&gt;</summary>
		<author><name>As2306</name></author>
	</entry>
</feed>