It07:Sarin

2007-11-19T19:12:48Z

Tc806: /* References */

2007-11-19T18:43:30Z

Tc806: /* Synthesis of Sarin */

== Sarin ==

'''Sarin''', also known by its systematic name as 2-(fluoro-methyl-phosphoryl)oxypropane is an extremely toxic substance classifed by the United Nations as a weapon of mass destruction. Its principality is a nerve agent, and it is said that just a drop the size of a pinhead is more than adequate to kill a person. It derives its name from the synthetic chemists who were responsible for creating it - '''S'''chrader, '''A'''mbrose, '''R'''üdige, and van der L'''in'''de.

<noinclude>

</noinclude>{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse; width: 280px"
! {{chembox header}} | {{PAGENAME}} 
|-
| align="center" colspan="2" bgcolor="#ffffff" | [[Image:sarin.png|2D Representation of Sarin]]
|-
! {{chembox header}} | General
|-
| [http://en.wikipedia.org/wiki/IUPAC Systematic name]
| 2-(fluoro-methyl-phosphoryl)oxypropane

|-
| Other names
| Sarin
|-
| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]
| C<sub>4</sub>H<sub>10</sub>FO<sub>2</sub>P
|-
| [http://en.wikipedia.org/wiki/Chemical_file_format SMILES] 
| O=[P@](F)(OC(C)C)C
|-
| [http://en.wikipedia.org/wiki/Molar_mass Molar mass]
| 140.04gmol<sup>-1</sup>
|-
| [http://en.wikipedia.org/wiki/CAS_registry_number CAS number]
| 137-58-6
|-
! {{chembox header}} | Properties
|-
| [http://en.wikipedia.org/wiki/Melting_point Melting point]
| -56°C 
|-
| [http://en.wikipedia.org/wiki/Boiling_point Boiling point]
| 158°C
|}

<jmol>
<jmolApplet>
<title>Sarin</title><color>black</color>
<size>400</size>
<script>zoom 80; cpk -25;frame 1; move 700 360 10 0 0 0 0 0 3; delay 1;</script>
<uploadedFileContents>Sarin.PDB</uploadedFileContents>
</jmolApplet>
</jmol>

=History=

The chemical, Sarin, was one of the group of nerve agents invented by a group of German scientists in the 1930s as part of Hitler's preparation for World War II. However, the Germans decided not to incorporate the usage of Sarin against Allied troops for fear that the Allies would develop their own chemical weapons that could prove devastating in an all-out chemical warfare.

During the 1960s, the United States and USSR secretly built huge stockpiles of Sarin, in times when the Cold War escalated to unprecedented levels of fear.

Although the Germans never released Sarin during battle, one of the well known cases of usage of sarin to lethal effect was by Iraq, on Iran and the Kurds during the 1980s. Another well known publicised case was the ''Sarin attack on a Tokyo subway'' during the 1950s when members of an apocalyptic cult group, Aum Shinrikyo, released the deadly gas on several lines of the Tokyo subway, ultimately killing 12 people.

=Synthesis of Sarin=

One method of synthesising Sarin is by following a 5-step sequence, as shown by the reaction scheme below:

[[Image:synthesisofsarin.png]]

The sequence generates favourable yields ~80-90% as well as by-products that can be easily removed.

File:Synthesisofsarin.png

2007-11-19T18:41:08Z

Tc806:

It07:Sarin

2007-11-19T18:40:51Z

Tc806:

2007-11-19T17:20:05Z

Tc806: /* Sarin */

It07:Sarin

2007-11-19T17:09:08Z

Tc806:

It07:Sarin

2007-11-19T17:07:15Z

Tc806:

== Sarin ==

<noinclude>

</noinclude>{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse; width: 280px"
! {{chembox header}} | {{PAGENAME}} 
|-
| align="center" colspan="2" bgcolor="#ffffff" | [[Image:sarin.png|2D Representation of Sarin]]
|-
! {{chembox header}} | General
|-
| [http://en.wikipedia.org/wiki/IUPAC Systematic name]
| 2-(fluoro-methyl-phosphoryl)oxypropane

|-
| Other names
| Sarin
|-
| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]
| C<sub>4</sub>H<sub>10</sub>FO<sub>2</sub>P
|-
| [http://en.wikipedia.org/wiki/Chemical_file_format SMILES] 
| O=[P@](F)(OC(C)C)C
|-
| [http://en.wikipedia.org/wiki/Molar_mass Molar mass]
| 140.04gmol<sup>-1</sup>
|-
| [http://en.wikipedia.org/wiki/CAS_registry_number CAS number]
| 137-58-6
|-
! {{chembox header}} | Properties
|-
| [http://en.wikipedia.org/wiki/Melting_point Melting point]
| -56°C 
|-
| [http://en.wikipedia.org/wiki/Boiling_point Boiling point]
| 158°C
|}

<jmol>
<jmolApplet>
<title>Sarin</title><color>black</color>
<size>400</size>
<script>zoom 80; cpk -25;frame 1; move 700 360 10 0 0 0 0 0 3; delay 1;</script>
<uploadedFileContents>Sarin.PDB</uploadedFileContents>
</jmolApplet>

'''Sarin''' is an extremely toxic substance classifed by the United Nations as a weapon of mass destruction. Its principality is a nerve agent, and it is said that the drop the size of a pinhead is enough to kill a person.

2007-11-19T16:05:57Z

Tc806:

It07:Sarin

2007-11-19T16:01:01Z

Tc806:

</noinclude>{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse; width: 280px"
! {{chembox header}} | {{PAGENAME}} 
|-
| align="center" colspan="2" bgcolor="#ffffff" | [[sarin.jpg|200px|{{PAGENAME}}]] 
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| {{{IUPACName}}}

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| {{{Formula}}}
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| [http://en.wikipedia.org/wiki/Density Density] & [http://en.wikipedia.org/wiki/Phase_%28matter%29 phase]
| {{{Density}}} g/cm³ 
|-
| [http://en.wikipedia.org/wiki/Solubility Solubility in water]
| {{{Sol_Water}}} g/100 ml (25°C) 
|-



| [http://en.wikipedia.org/wiki/Melting_point Melting point]
| {{{Mp}}} K 
|-
| [http://en.wikipedia.org/wiki/Boiling_point Boiling point]
| {{{Bp}}} K
|-
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Acidity] (p''K''<sub>a</sub>) 
| {{{pKa}}}
|-
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Basicity] (p''K''<sub>b</sub>) 
| {{{pKb}}}
|-
| [http://en.wikipedia.org/wiki/Specific_rotation Chiral rotation <nowiki>[α]</nowiki><sub>D</sub>] 
| {{{Rotation}}}°
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| [http://en.wikipedia.org/wiki/Viscosity Viscosity]
| {{{Viscosity}}} [[Poise|cP]] at 25°C 
|-
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| [http://en.wikipedia.org/wiki/Orbital_hybridisation Molecular shape] 
| {{{Mol_Shape}}} 
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| [http://en.wikipedia.org/wiki/Coordination_geometry Coordination<br />geometry] 
| {{{Coordination}}} 
|-
| [http://en.wikipedia.org/wiki/Crystal_structure Crystal structure] 
| {{{Crystal_Structure}}} 
|-
| [[Dipole#Molecular_dipoles|Dipole moment]]
| {{{DM}}} [[Debye|D]]
|-
! {{chembox header}} | Hazards 
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| {{{Hazards}}} 
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| [[NFPA 704]]
| {{{NFPA}}}
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| [[Flash point]]
| {{{Fp}}}°C
|-
| [[Risk and Safety Statements|R/S statement]]
| [[List of R-phrases|R]]: {{{R-S}}} <br /> [[List of S-phrases|S]]: ?
|-
| [[RTECS]] number
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|-
! {{chembox header}} | [[{{PAGENAME}} (data page)|Supplementary data page]]
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|-
| [[{{PAGENAME}} (data page)#Thermodynamic properties|Thermodynamic<br />data]]
| Phase behaviour<br />Solid, liquid, gas
|-
| [[{{PAGENAME}} (data page)#Spectral data|Spectral data]]
| [[UV/VIS spectroscopy|UV]], [[Infrared spectroscopy|IR]], [[nuclear magnetic resonance spectroscopy|NMR]], [[Mass spectrometry|MS]]
|-
! {{chembox header}} | Related compounds
|-
| Other [[Ion|anion]]s 
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| Other [[Ion|cation]]s 
| {{{Ohter_cation}}} 
|-
| Related compounds

| {{{Relative_Compounds}}}
|-
| {{chembox header}} | <small>Except where noted otherwise, data are given for<br /> materials in their [[standard state|standard state (at 25 °C, 100 kPa)]]<br />[[wikipedia:Chemical infobox|Infobox disclaimer and references]]</small>
|-
|}
{{Chem-Data_Structure}}

File:Sarin.png

2007-11-19T15:58:59Z

Tc806:

It07:Sarin

2007-11-19T15:58:46Z

Tc806: New page: </noinclude>{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse; width: 280px" ! {{chembox header}} | {{PAGENAME}} <!-- repla...

</noinclude>{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse; width: 280px"
! {{chembox header}} | {{PAGENAME}} 
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| align="center" colspan="2" bgcolor="#ffffff" | [[Image:{{PAGENAME}}.jpg|200px|{{PAGENAME}}]] 
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|-
| Other names
| {{{OtherNames}}}
|-
| [http://en.wikipedia.org/wiki/Chemical_formula Molecular formula]
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| [http://en.wikipedia.org/wiki/Chemical_file_format SMILES] 
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| Appearance
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| [http://en.wikipedia.org/wiki/CAS_registry_number CAS number]
| {{{CASNo}}}
|-
! {{chembox header}} | Properties
|-
| [http://en.wikipedia.org/wiki/Density Density] & [http://en.wikipedia.org/wiki/Phase_%28matter%29 phase]
| {{{Density}}} g/cm³ 
|-
| [http://en.wikipedia.org/wiki/Solubility Solubility in water]
| {{{Sol_Water}}} g/100 ml (25°C) 
|-



| [http://en.wikipedia.org/wiki/Melting_point Melting point]
| {{{Mp}}} K 
|-
| [http://en.wikipedia.org/wiki/Boiling_point Boiling point]
| {{{Bp}}} K
|-
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Acidity] (p''K''<sub>a</sub>) 
| {{{pKa}}}
|-
| [http://en.wikipedia.org/wiki/Acid_dissociation_constant Basicity] (p''K''<sub>b</sub>) 
| {{{pKb}}}
|-
| [http://en.wikipedia.org/wiki/Specific_rotation Chiral rotation <nowiki>[α]</nowiki><sub>D</sub>] 
| {{{Rotation}}}°
|-
| [http://en.wikipedia.org/wiki/Viscosity Viscosity]
| {{{Viscosity}}} [[Poise|cP]] at 25°C 
|-
! {{chembox header}} | Structure
|-
| [http://en.wikipedia.org/wiki/Orbital_hybridisation Molecular shape] 
| {{{Mol_Shape}}} 
|-
| [http://en.wikipedia.org/wiki/Coordination_geometry Coordination<br />geometry] 
| {{{Coordination}}} 
|-
| [http://en.wikipedia.org/wiki/Crystal_structure Crystal structure] 
| {{{Crystal_Structure}}} 
|-
| [[Dipole#Molecular_dipoles|Dipole moment]]
| {{{DM}}} [[Debye|D]]
|-
! {{chembox header}} | Hazards 
|-
| [[Material safety data sheet|MSDS]]
| [[{{PAGENAME}} (data page)#Material Safety Data Sheet|External MSDS]] 
|-
| Main [[Worker safety and health|hazard]]s
| {{{Hazards}}} 
|-
| [[NFPA 704]]
| {{{NFPA}}}
|-
| [[Flash point]]
| {{{Fp}}}°C
|-
| [[Risk and Safety Statements|R/S statement]]
| [[List of R-phrases|R]]: {{{R-S}}} <br /> [[List of S-phrases|S]]: ?
|-
| [[RTECS]] number
| {{{RTECS}}}
|-
! {{chembox header}} | [[{{PAGENAME}} (data page)|Supplementary data page]]
|-
| [[{{PAGENAME}} (data page)#Structure and properties|Structure and<br />properties]]
| [http://en.wikipedia.org/wiki/Refractive_index ''n''], [http://en.wikipedia.org/wiki/Dielectric_constant ε<sub>r</sub>], etc.
|-
| [[{{PAGENAME}} (data page)#Thermodynamic properties|Thermodynamic<br />data]]
| Phase behaviour<br />Solid, liquid, gas
|-
| [[{{PAGENAME}} (data page)#Spectral data|Spectral data]]
| [[UV/VIS spectroscopy|UV]], [[Infrared spectroscopy|IR]], [[nuclear magnetic resonance spectroscopy|NMR]], [[Mass spectrometry|MS]]
|-
! {{chembox header}} | Related compounds
|-
| Other [[Ion|anion]]s 
| {{{Other_anion}}} 
|-
| Other [[Ion|cation]]s 
| {{{Ohter_cation}}} 
|-
| Related compounds

| {{{Relative_Compounds}}}
|-
| {{chembox header}} | <small>Except where noted otherwise, data are given for<br /> materials in their [[standard state|standard state (at 25 °C, 100 kPa)]]<br />[[wikipedia:Chemical infobox|Infobox disclaimer and references]]</small>
|-
|}
{{Chem-Data_Structure}}

It:projects

2007-11-19T15:56:13Z

Tc806: /* Supplemental Project Page */

__FORCETOC__

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It:projects

2007-10-19T14:12:28Z

Tc806: /* Wiki Templates */

It07:Gossypol

2007-10-19T14:01:50Z

Tc806:

{{Drug-Box |
| Box_Name = Gossypol
| ImageFile = Maingossypol.png
| IUPACName = 2,2′-bis-(Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
| OtherName = Gossypol
| CAS_No = 303-45-7
| ATC_Code =
| PubChem =
| SMILES = CC(C)C1=C(C=C(C)C(C3=C(O)C(C(C=O)=C(O)C(O)=C4C(C)C)=C4C=C3C)=C2O)C2=C(C=O)C(O)=C1O
| Formula = C<sub>30</sub>H<sub>30</sub>O<sub>8</sub>
| MolarMass = 518.554
| Bioavailability =
| Protein_binding
| Metabolism =
| Half_life =
| Excretion =
| Pregnancy_cat =
| Legal_status =
| Routes =
}}

Gossypol, C<sub>30</sub>H<sub>30</sub>O<sub>8</sub>, is a male contraceptive.

Whilst Gossypol is the common name by which the molecule is known its IUPAC name is 2,2′-bis-(Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene), rather a mouthful.

<jmol>
<jmolApplet>
<size>400</size>
<color>black</color>
<script>zoom 80;frame 1; move 675 0 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>gossypol.PDB
HEADER NONAME 18-Oct-07 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 18-Oct-07 0 NONE 4
ATOM 1 C 0 6.511 0.977 2.467 0.00 0.00 C+0
ATOM 2 C 0 5.499 1.668 1.551 0.00 0.00 C+0
ATOM 3 C 0 6.209 2.748 0.731 0.00 0.00 C+0
ATOM 4 C 0 4.888 0.652 0.621 0.00 0.00 C+0
ATOM 5 C 0 3.493 0.469 0.614 0.00 0.00 C+0
ATOM 6 C 0 2.662 1.221 1.464 0.00 0.00 C+0
ATOM 7 C 0 1.316 1.031 1.444 0.00 0.00 C+0
ATOM 8 C 0 0.437 1.843 2.359 0.00 0.00 C+0
ATOM 9 C 0 0.734 0.088 0.583 0.00 0.00 C+0
ATOM 10 C 0 -0.735 -0.099 0.581 0.00 0.00 C+0
ATOM 11 C 0 -1.528 0.659 -0.275 0.00 0.00 C+0
ATOM 12 O 0 -0.962 1.571 -1.107 0.00 0.00 O+0
ATOM 13 C 0 -1.318 -1.045 1.436 0.00 0.00 C+0
ATOM 14 C 0 -0.441 -1.861 2.351 0.00 0.00 C+0
ATOM 15 C 0 -2.664 -1.235 1.453 0.00 0.00 C+0
ATOM 16 C 0 -3.494 -0.480 0.604 0.00 0.00 C+0
ATOM 17 C 0 -2.916 0.474 -0.268 0.00 0.00 C+0
ATOM 18 C 0 -3.791 1.255 -1.147 0.00 0.00 C+0
ATOM 19 C 0 -3.235 2.248 -2.063 0.00 0.00 C+0
ATOM 20 O 0 -3.976 2.955 -2.715 0.00 0.00 O+0
ATOM 21 C 0 -5.170 1.028 -1.091 0.00 0.00 C+0
ATOM 22 O 0 -6.004 1.735 -1.892 0.00 0.00 O+0
ATOM 23 C 0 -5.692 0.073 -0.211 0.00 0.00 C+0
ATOM 24 O 0 -7.036 -0.130 -0.175 0.00 0.00 O+0
ATOM 25 C 0 -4.888 -0.662 0.607 0.00 0.00 C+0
ATOM 26 C 0 -5.503 -1.678 1.536 0.00 0.00 C+0
ATOM 27 C 0 -6.516 -0.986 2.450 0.00 0.00 C+0
ATOM 28 C 0 -6.211 -2.757 0.714 0.00 0.00 C+0
ATOM 29 C 0 1.531 -0.671 -0.270 0.00 0.00 C+0
ATOM 30 O 0 0.967 -1.583 -1.104 0.00 0.00 O+0
ATOM 31 C 0 2.919 -0.485 -0.259 0.00 0.00 C+0
ATOM 32 C 0 3.796 -1.262 -1.140 0.00 0.00 C+0
ATOM 33 C 0 3.242 -2.255 -2.058 0.00 0.00 C+0
ATOM 34 O 0 3.968 -2.822 -2.849 0.00 0.00 O+0
ATOM 35 C 0 5.173 -1.031 -1.084 0.00 0.00 C+0
ATOM 36 O 0 6.009 -1.734 -1.887 0.00 0.00 O+0
ATOM 37 C 0 5.693 -0.072 -0.206 0.00 0.00 C+0
ATOM 38 O 0 7.036 0.134 -0.170 0.00 0.00 O+0
ATOM 39 H 0 6.953 1.712 3.140 0.00 0.00 H+0
ATOM 40 H 0 6.006 0.208 3.051 0.00 0.00 H+0
ATOM 41 H 0 7.294 0.519 1.864 0.00 0.00 H+0
ATOM 42 H 0 4.716 2.126 2.154 0.00 0.00 H+0
ATOM 43 H 0 6.992 2.290 0.127 0.00 0.00 H+0
ATOM 44 H 0 5.488 3.240 0.078 0.00 0.00 H+0
ATOM 45 H 0 6.651 3.483 1.403 0.00 0.00 H+0
ATOM 46 H 0 3.093 1.950 2.133 0.00 0.00 H+0
ATOM 47 H 0 0.134 2.760 1.852 0.00 0.00 H+0
ATOM 48 H 0 -0.448 1.264 2.622 0.00 0.00 H+0
ATOM 49 H 0 0.989 2.095 3.265 0.00 0.00 H+0
ATOM 50 H 0 -0.762 1.109 -1.933 0.00 0.00 H+0
ATOM 51 H 0 -0.323 -1.341 3.301 0.00 0.00 H+0
ATOM 52 H 0 -0.903 -2.834 2.524 0.00 0.00 H+0
ATOM 53 H 0 0.536 -2.001 1.888 0.00 0.00 H+0
ATOM 54 H 0 -3.097 -1.968 2.118 0.00 0.00 H+0
ATOM 55 H 0 -2.164 2.354 -2.159 0.00 0.00 H+0
ATOM 56 H 0 -6.096 1.232 -2.713 0.00 0.00 H+0
ATOM 57 H 0 -7.232 -0.820 -0.824 0.00 0.00 H+0
ATOM 58 H 0 -4.721 -2.136 2.141 0.00 0.00 H+0
ATOM 59 H 0 -7.298 -0.527 1.845 0.00 0.00 H+0
ATOM 60 H 0 -6.960 -1.721 3.122 0.00 0.00 H+0
ATOM 61 H 0 -6.012 -0.217 3.035 0.00 0.00 H+0
ATOM 62 H 0 -5.489 -3.250 0.063 0.00 0.00 H+0
ATOM 63 H 0 -6.655 -3.492 1.386 0.00 0.00 H+0
ATOM 64 H 0 -6.993 -2.299 0.109 0.00 0.00 H+0
ATOM 65 H 0 0.769 -1.121 -1.930 0.00 0.00 H+0
ATOM 66 H 0 2.187 -2.485 -2.032 0.00 0.00 H+0
ATOM 67 H 0 6.099 -1.229 -2.707 0.00 0.00 H+0
ATOM 68 H 0 7.231 0.823 -0.820 0.00 0.00 H+0
CONECT 1 2 39 40 41 NONE 73
CONECT 2 1 3 4 42 NONE 74
CONECT 3 2 43 44 45 NONE 75
CONECT 4 2 37 5 0 NONE 76
CONECT 5 4 31 6 0 NONE 77
CONECT 6 5 7 46 0 NONE 78
CONECT 7 6 8 9 0 NONE 79
CONECT 8 7 47 48 49 NONE 80
CONECT 9 7 10 29 0 NONE 81
CONECT 10 9 11 13 0 NONE 82
CONECT 11 10 17 12 0 NONE 83
CONECT 12 11 50 0 0 NONE 84
CONECT 13 10 14 15 0 NONE 85
CONECT 14 13 51 52 53 NONE 86
CONECT 15 13 16 54 0 NONE 87
CONECT 16 15 25 17 0 NONE 88
CONECT 17 16 11 18 0 NONE 89
CONECT 18 17 19 21 0 NONE 90
CONECT 19 18 20 55 0 NONE 91
CONECT 20 19 0 0 0 NONE 92
CONECT 21 18 22 23 0 NONE 93
CONECT 22 21 56 0 0 NONE 94
CONECT 23 21 24 25 0 NONE 95
CONECT 24 23 57 0 0 NONE 96
CONECT 25 23 16 26 0 NONE 97
CONECT 26 25 27 28 58 NONE 98
CONECT 27 26 59 60 61 NONE 99
CONECT 28 26 62 63 64 NONE 100
CONECT 29 9 30 31 0 NONE 101
CONECT 30 29 65 0 0 NONE 102
CONECT 31 29 5 32 0 NONE 103
CONECT 32 31 33 35 0 NONE 104
CONECT 33 32 34 66 0 NONE 105
CONECT 34 33 0 0 0 NONE 106
CONECT 35 32 36 37 0 NONE 107
CONECT 36 35 67 0 0 NONE 108
CONECT 37 35 4 38 0 NONE 109
CONECT 38 37 68 0 0 NONE 110
M END</inlineContents>
</jmolApplet>
</jmol>

= References =

http://www.emolecules.com/cgi-bin/more?vid=538892

2007-10-18T14:46:35Z

Tc806:

It07:Gossypol

2007-10-18T14:27:53Z

Tc806:

Gossypol, C<sub>30</sub>H<sub>30</sub>O<sub>8</sub>, is a male contraceptive.

Whilst Gossypol is the common name by which the molecule is known its IUPAC name is 2,2′-bis-(Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene), rather a mouthful.

<jmol>
<jmolApplet>
<size>500</size>
<color>white</color>
<script>zoom 80;frame 1; move 675 0 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>gossypol.PDB
HEADER NONAME 18-Oct-07 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 18-Oct-07 0 NONE 4
ATOM 1 C 0 6.511 0.977 2.467 0.00 0.00 C+0
ATOM 2 C 0 5.499 1.668 1.551 0.00 0.00 C+0
ATOM 3 C 0 6.209 2.748 0.731 0.00 0.00 C+0
ATOM 4 C 0 4.888 0.652 0.621 0.00 0.00 C+0
ATOM 5 C 0 3.493 0.469 0.614 0.00 0.00 C+0
ATOM 6 C 0 2.662 1.221 1.464 0.00 0.00 C+0
ATOM 7 C 0 1.316 1.031 1.444 0.00 0.00 C+0
ATOM 8 C 0 0.437 1.843 2.359 0.00 0.00 C+0
ATOM 9 C 0 0.734 0.088 0.583 0.00 0.00 C+0
ATOM 10 C 0 -0.735 -0.099 0.581 0.00 0.00 C+0
ATOM 11 C 0 -1.528 0.659 -0.275 0.00 0.00 C+0
ATOM 12 O 0 -0.962 1.571 -1.107 0.00 0.00 O+0
ATOM 13 C 0 -1.318 -1.045 1.436 0.00 0.00 C+0
ATOM 14 C 0 -0.441 -1.861 2.351 0.00 0.00 C+0
ATOM 15 C 0 -2.664 -1.235 1.453 0.00 0.00 C+0
ATOM 16 C 0 -3.494 -0.480 0.604 0.00 0.00 C+0
ATOM 17 C 0 -2.916 0.474 -0.268 0.00 0.00 C+0
ATOM 18 C 0 -3.791 1.255 -1.147 0.00 0.00 C+0
ATOM 19 C 0 -3.235 2.248 -2.063 0.00 0.00 C+0
ATOM 20 O 0 -3.976 2.955 -2.715 0.00 0.00 O+0
ATOM 21 C 0 -5.170 1.028 -1.091 0.00 0.00 C+0
ATOM 22 O 0 -6.004 1.735 -1.892 0.00 0.00 O+0
ATOM 23 C 0 -5.692 0.073 -0.211 0.00 0.00 C+0
ATOM 24 O 0 -7.036 -0.130 -0.175 0.00 0.00 O+0
ATOM 25 C 0 -4.888 -0.662 0.607 0.00 0.00 C+0
ATOM 26 C 0 -5.503 -1.678 1.536 0.00 0.00 C+0
ATOM 27 C 0 -6.516 -0.986 2.450 0.00 0.00 C+0
ATOM 28 C 0 -6.211 -2.757 0.714 0.00 0.00 C+0
ATOM 29 C 0 1.531 -0.671 -0.270 0.00 0.00 C+0
ATOM 30 O 0 0.967 -1.583 -1.104 0.00 0.00 O+0
ATOM 31 C 0 2.919 -0.485 -0.259 0.00 0.00 C+0
ATOM 32 C 0 3.796 -1.262 -1.140 0.00 0.00 C+0
ATOM 33 C 0 3.242 -2.255 -2.058 0.00 0.00 C+0
ATOM 34 O 0 3.968 -2.822 -2.849 0.00 0.00 O+0
ATOM 35 C 0 5.173 -1.031 -1.084 0.00 0.00 C+0
ATOM 36 O 0 6.009 -1.734 -1.887 0.00 0.00 O+0
ATOM 37 C 0 5.693 -0.072 -0.206 0.00 0.00 C+0
ATOM 38 O 0 7.036 0.134 -0.170 0.00 0.00 O+0
ATOM 39 H 0 6.953 1.712 3.140 0.00 0.00 H+0
ATOM 40 H 0 6.006 0.208 3.051 0.00 0.00 H+0
ATOM 41 H 0 7.294 0.519 1.864 0.00 0.00 H+0
ATOM 42 H 0 4.716 2.126 2.154 0.00 0.00 H+0
ATOM 43 H 0 6.992 2.290 0.127 0.00 0.00 H+0
ATOM 44 H 0 5.488 3.240 0.078 0.00 0.00 H+0
ATOM 45 H 0 6.651 3.483 1.403 0.00 0.00 H+0
ATOM 46 H 0 3.093 1.950 2.133 0.00 0.00 H+0
ATOM 47 H 0 0.134 2.760 1.852 0.00 0.00 H+0
ATOM 48 H 0 -0.448 1.264 2.622 0.00 0.00 H+0
ATOM 49 H 0 0.989 2.095 3.265 0.00 0.00 H+0
ATOM 50 H 0 -0.762 1.109 -1.933 0.00 0.00 H+0
ATOM 51 H 0 -0.323 -1.341 3.301 0.00 0.00 H+0
ATOM 52 H 0 -0.903 -2.834 2.524 0.00 0.00 H+0
ATOM 53 H 0 0.536 -2.001 1.888 0.00 0.00 H+0
ATOM 54 H 0 -3.097 -1.968 2.118 0.00 0.00 H+0
ATOM 55 H 0 -2.164 2.354 -2.159 0.00 0.00 H+0
ATOM 56 H 0 -6.096 1.232 -2.713 0.00 0.00 H+0
ATOM 57 H 0 -7.232 -0.820 -0.824 0.00 0.00 H+0
ATOM 58 H 0 -4.721 -2.136 2.141 0.00 0.00 H+0
ATOM 59 H 0 -7.298 -0.527 1.845 0.00 0.00 H+0
ATOM 60 H 0 -6.960 -1.721 3.122 0.00 0.00 H+0
ATOM 61 H 0 -6.012 -0.217 3.035 0.00 0.00 H+0
ATOM 62 H 0 -5.489 -3.250 0.063 0.00 0.00 H+0
ATOM 63 H 0 -6.655 -3.492 1.386 0.00 0.00 H+0
ATOM 64 H 0 -6.993 -2.299 0.109 0.00 0.00 H+0
ATOM 65 H 0 0.769 -1.121 -1.930 0.00 0.00 H+0
ATOM 66 H 0 2.187 -2.485 -2.032 0.00 0.00 H+0
ATOM 67 H 0 6.099 -1.229 -2.707 0.00 0.00 H+0
ATOM 68 H 0 7.231 0.823 -0.820 0.00 0.00 H+0
CONECT 1 2 39 40 41 NONE 73
CONECT 2 1 3 4 42 NONE 74
CONECT 3 2 43 44 45 NONE 75
CONECT 4 2 37 5 0 NONE 76
CONECT 5 4 31 6 0 NONE 77
CONECT 6 5 7 46 0 NONE 78
CONECT 7 6 8 9 0 NONE 79
CONECT 8 7 47 48 49 NONE 80
CONECT 9 7 10 29 0 NONE 81
CONECT 10 9 11 13 0 NONE 82
CONECT 11 10 17 12 0 NONE 83
CONECT 12 11 50 0 0 NONE 84
CONECT 13 10 14 15 0 NONE 85
CONECT 14 13 51 52 53 NONE 86
CONECT 15 13 16 54 0 NONE 87
CONECT 16 15 25 17 0 NONE 88
CONECT 17 16 11 18 0 NONE 89
CONECT 18 17 19 21 0 NONE 90
CONECT 19 18 20 55 0 NONE 91
CONECT 20 19 0 0 0 NONE 92
CONECT 21 18 22 23 0 NONE 93
CONECT 22 21 56 0 0 NONE 94
CONECT 23 21 24 25 0 NONE 95
CONECT 24 23 57 0 0 NONE 96
CONECT 25 23 16 26 0 NONE 97
CONECT 26 25 27 28 58 NONE 98
CONECT 27 26 59 60 61 NONE 99
CONECT 28 26 62 63 64 NONE 100
CONECT 29 9 30 31 0 NONE 101
CONECT 30 29 65 0 0 NONE 102
CONECT 31 29 5 32 0 NONE 103
CONECT 32 31 33 35 0 NONE 104
CONECT 33 32 34 66 0 NONE 105
CONECT 34 33 0 0 0 NONE 106
CONECT 35 32 36 37 0 NONE 107
CONECT 36 35 67 0 0 NONE 108
CONECT 37 35 4 38 0 NONE 109
CONECT 38 37 68 0 0 NONE 110
M END</inlineContents>
</jmolApplet>
</jmol>

It07:Gossypol

2007-10-18T14:24:23Z

Tc806:

Gossypol, C30H30O8, is a male contraceptive.

Whilst Gossypol is the common name by which the molecule is known its IUPAC name is 2,2′-bis-(Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene), rather a mouthful.

<jmol>
<jmolApplet>
<size>500</size>
<color>white</color>
<script>zoom 80;frame 1; move 675 0 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>gossypol.PDB
HEADER NONAME 18-Oct-07 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 18-Oct-07 0 NONE 4
ATOM 1 C 0 6.511 0.977 2.467 0.00 0.00 C+0
ATOM 2 C 0 5.499 1.668 1.551 0.00 0.00 C+0
ATOM 3 C 0 6.209 2.748 0.731 0.00 0.00 C+0
ATOM 4 C 0 4.888 0.652 0.621 0.00 0.00 C+0
ATOM 5 C 0 3.493 0.469 0.614 0.00 0.00 C+0
ATOM 6 C 0 2.662 1.221 1.464 0.00 0.00 C+0
ATOM 7 C 0 1.316 1.031 1.444 0.00 0.00 C+0
ATOM 8 C 0 0.437 1.843 2.359 0.00 0.00 C+0
ATOM 9 C 0 0.734 0.088 0.583 0.00 0.00 C+0
ATOM 10 C 0 -0.735 -0.099 0.581 0.00 0.00 C+0
ATOM 11 C 0 -1.528 0.659 -0.275 0.00 0.00 C+0
ATOM 12 O 0 -0.962 1.571 -1.107 0.00 0.00 O+0
ATOM 13 C 0 -1.318 -1.045 1.436 0.00 0.00 C+0
ATOM 14 C 0 -0.441 -1.861 2.351 0.00 0.00 C+0
ATOM 15 C 0 -2.664 -1.235 1.453 0.00 0.00 C+0
ATOM 16 C 0 -3.494 -0.480 0.604 0.00 0.00 C+0
ATOM 17 C 0 -2.916 0.474 -0.268 0.00 0.00 C+0
ATOM 18 C 0 -3.791 1.255 -1.147 0.00 0.00 C+0
ATOM 19 C 0 -3.235 2.248 -2.063 0.00 0.00 C+0
ATOM 20 O 0 -3.976 2.955 -2.715 0.00 0.00 O+0
ATOM 21 C 0 -5.170 1.028 -1.091 0.00 0.00 C+0
ATOM 22 O 0 -6.004 1.735 -1.892 0.00 0.00 O+0
ATOM 23 C 0 -5.692 0.073 -0.211 0.00 0.00 C+0
ATOM 24 O 0 -7.036 -0.130 -0.175 0.00 0.00 O+0
ATOM 25 C 0 -4.888 -0.662 0.607 0.00 0.00 C+0
ATOM 26 C 0 -5.503 -1.678 1.536 0.00 0.00 C+0
ATOM 27 C 0 -6.516 -0.986 2.450 0.00 0.00 C+0
ATOM 28 C 0 -6.211 -2.757 0.714 0.00 0.00 C+0
ATOM 29 C 0 1.531 -0.671 -0.270 0.00 0.00 C+0
ATOM 30 O 0 0.967 -1.583 -1.104 0.00 0.00 O+0
ATOM 31 C 0 2.919 -0.485 -0.259 0.00 0.00 C+0
ATOM 32 C 0 3.796 -1.262 -1.140 0.00 0.00 C+0
ATOM 33 C 0 3.242 -2.255 -2.058 0.00 0.00 C+0
ATOM 34 O 0 3.968 -2.822 -2.849 0.00 0.00 O+0
ATOM 35 C 0 5.173 -1.031 -1.084 0.00 0.00 C+0
ATOM 36 O 0 6.009 -1.734 -1.887 0.00 0.00 O+0
ATOM 37 C 0 5.693 -0.072 -0.206 0.00 0.00 C+0
ATOM 38 O 0 7.036 0.134 -0.170 0.00 0.00 O+0
ATOM 39 H 0 6.953 1.712 3.140 0.00 0.00 H+0
ATOM 40 H 0 6.006 0.208 3.051 0.00 0.00 H+0
ATOM 41 H 0 7.294 0.519 1.864 0.00 0.00 H+0
ATOM 42 H 0 4.716 2.126 2.154 0.00 0.00 H+0
ATOM 43 H 0 6.992 2.290 0.127 0.00 0.00 H+0
ATOM 44 H 0 5.488 3.240 0.078 0.00 0.00 H+0
ATOM 45 H 0 6.651 3.483 1.403 0.00 0.00 H+0
ATOM 46 H 0 3.093 1.950 2.133 0.00 0.00 H+0
ATOM 47 H 0 0.134 2.760 1.852 0.00 0.00 H+0
ATOM 48 H 0 -0.448 1.264 2.622 0.00 0.00 H+0
ATOM 49 H 0 0.989 2.095 3.265 0.00 0.00 H+0
ATOM 50 H 0 -0.762 1.109 -1.933 0.00 0.00 H+0
ATOM 51 H 0 -0.323 -1.341 3.301 0.00 0.00 H+0
ATOM 52 H 0 -0.903 -2.834 2.524 0.00 0.00 H+0
ATOM 53 H 0 0.536 -2.001 1.888 0.00 0.00 H+0
ATOM 54 H 0 -3.097 -1.968 2.118 0.00 0.00 H+0
ATOM 55 H 0 -2.164 2.354 -2.159 0.00 0.00 H+0
ATOM 56 H 0 -6.096 1.232 -2.713 0.00 0.00 H+0
ATOM 57 H 0 -7.232 -0.820 -0.824 0.00 0.00 H+0
ATOM 58 H 0 -4.721 -2.136 2.141 0.00 0.00 H+0
ATOM 59 H 0 -7.298 -0.527 1.845 0.00 0.00 H+0
ATOM 60 H 0 -6.960 -1.721 3.122 0.00 0.00 H+0
ATOM 61 H 0 -6.012 -0.217 3.035 0.00 0.00 H+0
ATOM 62 H 0 -5.489 -3.250 0.063 0.00 0.00 H+0
ATOM 63 H 0 -6.655 -3.492 1.386 0.00 0.00 H+0
ATOM 64 H 0 -6.993 -2.299 0.109 0.00 0.00 H+0
ATOM 65 H 0 0.769 -1.121 -1.930 0.00 0.00 H+0
ATOM 66 H 0 2.187 -2.485 -2.032 0.00 0.00 H+0
ATOM 67 H 0 6.099 -1.229 -2.707 0.00 0.00 H+0
ATOM 68 H 0 7.231 0.823 -0.820 0.00 0.00 H+0
CONECT 1 2 39 40 41 NONE 73
CONECT 2 1 3 4 42 NONE 74
CONECT 3 2 43 44 45 NONE 75
CONECT 4 2 37 5 0 NONE 76
CONECT 5 4 31 6 0 NONE 77
CONECT 6 5 7 46 0 NONE 78
CONECT 7 6 8 9 0 NONE 79
CONECT 8 7 47 48 49 NONE 80
CONECT 9 7 10 29 0 NONE 81
CONECT 10 9 11 13 0 NONE 82
CONECT 11 10 17 12 0 NONE 83
CONECT 12 11 50 0 0 NONE 84
CONECT 13 10 14 15 0 NONE 85
CONECT 14 13 51 52 53 NONE 86
CONECT 15 13 16 54 0 NONE 87
CONECT 16 15 25 17 0 NONE 88
CONECT 17 16 11 18 0 NONE 89
CONECT 18 17 19 21 0 NONE 90
CONECT 19 18 20 55 0 NONE 91
CONECT 20 19 0 0 0 NONE 92
CONECT 21 18 22 23 0 NONE 93
CONECT 22 21 56 0 0 NONE 94
CONECT 23 21 24 25 0 NONE 95
CONECT 24 23 57 0 0 NONE 96
CONECT 25 23 16 26 0 NONE 97
CONECT 26 25 27 28 58 NONE 98
CONECT 27 26 59 60 61 NONE 99
CONECT 28 26 62 63 64 NONE 100
CONECT 29 9 30 31 0 NONE 101
CONECT 30 29 65 0 0 NONE 102
CONECT 31 29 5 32 0 NONE 103
CONECT 32 31 33 35 0 NONE 104
CONECT 33 32 34 66 0 NONE 105
CONECT 34 33 0 0 0 NONE 106
CONECT 35 32 36 37 0 NONE 107
CONECT 36 35 67 0 0 NONE 108
CONECT 37 35 4 38 0 NONE 109
CONECT 38 37 68 0 0 NONE 110
M END</inlineContents>
</jmolApplet>
</jmol>

It07:Gossypol

2007-10-18T13:58:06Z

Tc806: New page: <jmol> <jmolApplet> <title>A molecule of Gossypol</title><color>black</color> <uploadedFileContents>gossypol.PDB</uploadedFileContents> </jmolApplet> <jmolMenu> <item>...

<jmol>
<jmolApplet>
<title>A molecule of Gossypol</title><color>black</color>
<uploadedFileContents>gossypol.PDB</uploadedFileContents>
</jmolApplet>
<jmolMenu>
<item><text>Start spinning</text><script>spin on</script></item>
<item><text>Stop spinning</text><script>spin off</script></item>
<menuHeight>-1</menuHeight>
</jmolMenu>
<jmolButton>
<script>console</script>
<text>open a console window</text>
</jmolButton>
</jmol>
<jmol>
<jmolAppletButton>
<title>Gossypol</title>
<color>cyan</color>
<uploadedFileContents>gossypol.PDB</uploadedFileContents>
</jmolAppletButton>
</jmol>

File:Gossypol.PDB

2007-10-18T13:46:16Z

Tc806:

File:Gossypol.msv

2007-10-18T13:45:39Z

Tc806: