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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChemSpiderID InChI InChIKey SMILES1 InChI1->InChI. |
Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: StdInChI StdInChIKey. |
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| InChIKey = BIADSXOKHZFLSN-CQDHYIGWBE |
| InChIKey = BIADSXOKHZFLSN-CQDHYIGWBE |
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| SMILES1 = O[C@@]1(CCC3[C@]([C@H]1CC\C=C(/C)CC[C@@H]2C(=C)\CCCC2(C)C)(C)CCCC3(C)C)C |
| SMILES1 = O[C@@]1(CCC3[C@]([C@H]1CC\C=C(/C)CC[C@@H]2C(=C)\CCCC2(C)C)(C)CCCC3(C)C)C |
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| StdInChI = 1S/C30H52O/c1-22(15-16-24-23(2)13-10-18-27(24,3)4)12-9-14-26-29(7)20-11-19-28(5,6)25(29)17-21-30(26,8)31/h12,24-26,31H,2,9-11,13-21H2,1,3-8H3/b22-12+/t24-,25?,26-,29+,30-/m1/s1 |
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| StdInChIKey = BIADSXOKHZFLSN-CQDHYIGWSA-N |
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| CASNo=473-03-0 |
| CASNo=473-03-0 |
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| PubChem= 11826112 |
| PubChem= 11826112 |
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Revision as of 11:51, 29 November 2010
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| Names | |
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| IUPAC name
(1R,2R,8aS)-1-[(E)-6-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
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| Other names
Ambrein
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.006.784 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C30H52O | |
| Molar mass | 428.745 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ambrein is a fragrant substance that is used in the perfume industry. It is the chief constituent of ambergris, a secretion from the digestive system of the sperm whale, and has been suggested as the possible active component producing the supposed aphrodisiac effects of ambergris.[1]
It is a triterpene alcohol.
It has been shown to act as an analgesic[2] and increase sexual behaviour in rats,[3] providing some support for its traditional aphrodisiac use.
References
- ^ Sandroni P. Aphrodisiacs past and present: a historical review. Clinical Autonomic Research. 2001 Oct;11(5):303-7. PMID 11758796
- ^ Taha SA. Studies on the mode of action of ambrein as a new antinociceptive compound. Japanese Journal of Pharmacology. 1992 Oct;60(2):67-71. PMID 1479744
- ^ Taha SA, Islam MW, Ageel AM. Effect of ambrein, a major constituent of ambergris, on masculine sexual behavior in rats. Archives Internationales de Pharmacodynamie et de Therapie. 1995 Mar-Apr;329(2):283-94. PMID 8540767