Ambrein

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Structural formula
Structure of Ambrein
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
CAS number 473-03-0
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
safety instructions
GHS hazard labeling
no classification available
Toxicological data

7500 mg kg −1 ( LD 50mouseip )

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 .

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

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