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Merck

A7883

5α-Androst-16-en-3α-ol

synthetic (organic), ≥98% (TLC), androgen pheromone, powder

Synonym(s):

Androstenol, 16-(5α)Androsten-3α-ol, 3α-Hydroxy-5α-androst-16-ene

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About This Item

Empirical Formula (Hill Notation):
C19H30O
CAS Number:
Molecular Weight:
274.44
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
214-573-1
MDL number:
Assay:
≥98% (TLC)
Form:
powder
Quality level:
Technical Service
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Product Name

5α-Androst-16-en-3α-ol,

biological source

synthetic (organic)

Quality Level

assay

≥98% (TLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

GC/MS: suitable

mp

140-141 °C (lit.)

solubility

ethanol: 19.60-20.40 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC=C2

InChI

1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13-17,20H,4-8,10-12H2,1-2H3/t13-,14+,15-,16-,17-,18-,19-/m0/s1

InChI key

KRVXMNNRSSQZJP-PHFHYRSDSA-N

Application

5-α-androst-16-en-3-α-ol (androstenol) is an androgen believed to act as a pheromone. Androstenol has been used in a study to develop a combined gas chromatography/thermal conversion/isotope ratio mass spectrometry (GC/TC/IRMS) method for D/H ratio determination of endogenous urinary steroids.

Biochem/physiol Actions

5alpha-androst-16-en-3alpha-ol (androstenol), is an androgen believed to act as a pheromone.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Jeremy Vincent et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 61(Pt 1), 156-159 (2006-03-02)
The constitutive androstane receptor (CAR) is a member of the nuclear receptor superfamily. In contrast to classical nuclear receptors, which possess small-molecule ligand-inducible activity, CAR exhibits constitutive transcriptional activity in the apparent absence of ligand. CAR is among the most
Guan Wang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 870(2), 209-215 (2008-07-01)
A novel method using solid-phase extraction coupled with gas chromatography and flame ionization detector (FID)/electron impact mass spectrometry (EIMS) was developed for the determination of 5alpha-androst-16-en-3alpha-ol (androstenol), a steroidal compound belonging to the group of musk odorous 16-androstenes, in truffle
S Stefańczyk-Krzymowska et al.
Experimental physiology, 85(6), 801-809 (2001-02-24)
It is generally accepted that pheromones act by stimulating of the dendritic receptors of the olfactory neurones massed in the olfactory epithelium. This study was designed to ascertain whether it is possible for the boar pheromone androstenol (5alpha-androst-16-en-3-ol) to be