Ambrein

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Ambrein
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
Other names	Ambrein
Identifiers
CAS number	[473-03-0]
PubChem	11826112
SMILES	C/C(=C\CC[C@@H]1[C@]2(CCCC(C2CC[C@@]1(C)O)(C)C)C)/CC[C@@H]3C(=C)CCCC3(C)C
Properties
Molecular formula	C30H52O
Molar mass	428.73 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

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 has been shown to act as an analgesic^[2] and increase sexual behaviour in rats,^[3] providing some support for its traditional aphrodisiac use.

[edit] References

1. ^ Sandroni P. Aphrodisiacs past and present: a historical review. Clinical Autonomic Research. 2001 Oct;11(5):303-7. PMID 11758796
2. ^ 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
3. ^ 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

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