Ambrein

Structural formula
General
Surname	Ambrein
other names	(+) - Ambrein; (1 R , 2 R , 4a S , 8a S ) -1 - ((3 E ) -6 - ((1 S ) -2,2-dimethyl-6-methylenecyclohexyl) -4-methyl-3-hexenyl) decahydro -2,5,5,8a-tetramethyl-2-naphthalenol ( IUPAC ) ; ( E ) -Ambra-13,18 (28) -dien-8-ol;
Molecular formula	C 30 H 52 O
External identifiers / databases
EC number	207-460-3
ECHA InfoCard	100.006.784
PubChem	11826112
ChemSpider	10000763
Wikidata	Q414801
properties
Molar mass	428.74 g mol −1
Physical state	firmly
Melting point	83 ° C
boiling point	210 ° C (300 h Pa )
solubility	good in chloroform ; heavy in methanol ; insoluble in water ;
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
Toxicological data	7500 mg kg −1 ( LD 50 , mouse , ip )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Ambrein is a triterpene - alcohol . It is the main ingredient of the gray ambergris (Ambra grisea) of the sperm whale .

Ambrein was used as a fixator in perfume manufacture . The compound is completely odorless, by oxidation eg. B. by atmospheric oxygen , the actual odorous substances , Ambrox and Ambrinol, are created .

Ambrox
Ambrinol

The scent note ranges from woody, dry, balsamic, somewhat tobacco-like to bouquet-like with an aphrodisiac impact. Ambrein is no longer required for the production of Ambrox; it is replaced as a raw material by Sclareol from Salvia sclarea .

Ambrein is a component of aphrodisiacs based on gray amber, which are particularly well known in Arab countries . It is said to increase the concentration of various adenohypophysis hormones as well as the concentration of testosterone in the blood serum .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on Ambrein. In: Römpp Online . Georg Thieme Verlag, accessed on March 19, 2011.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ Entry on Ambrein in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on November 28, 2018.
↑ Paola Sandroni: Aphrodisiacs past and present: A historical review. In: Clinical Autonomic Research. Vol. 11, No. 5, October 2001, ISSN 0959-9851 , pp. 303-307, doi : 10.1007 / BF02332975 .

[römpp-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on Ambrein. In: Römpp Online . Georg Thieme Verlag, accessed on March 19, 2011.

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[ChemID-3] Entry on Ambrein in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on November 28, 2018.

[4] Paola Sandroni: Aphrodisiacs past and present: A historical review. In: Clinical Autonomic Research. Vol. 11, No. 5, October 2001, ISSN 0959-9851 , pp. 303-307, doi : 10.1007 / BF02332975 .