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A7883

5α-Androst-16-en-3α-ol

Name: 5&#945;-Androst-16-en-3&#945;-ol
Brand: SIGMA

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:

1153-51-1

Molecular Weight:

274.44

NACRES:

NA.77

PubChem Substance ID:

24891288

UNSPSC Code:

12352200

EC Number:

214-573-1

MDL number:

MFCD00051224

Assay:

≥98% (TLC)

Form:

powder

Quality level:

200

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Product Name

5α-Androst-16-en-3α-ol,

biological source

synthetic (organic)

Quality Level

200

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

Related Categories

Bioactive Small Molecules

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)

Regulatory Information

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Determination of 5alpha-androst-16-en-3alpha-ol in truffle fermentation broth by solid-phase extraction coupled with gas chromatography-flame ionization detector/electron impact mass spectrometry.

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

Crystallographic analysis of murine constitutive androstane receptor ligand-binding domain complexed with 5alpha-androst-16-en-3alpha-ol.

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

Effects of androstenol on human sexual arousal.

D Benton et al.

Biological psychology, 22(2), 141-147 (1986-04-01)

The hypothesis that 5-alpha-androst-16-en-3 alpha-ol increases the sexual arousal of the human female was examined. This substance is produced by the male and has been suggested to be a possible human pheromone. Groups of female subjects were asked to read

[Synthesis of mammalian pheromone 5 alpha-androst-16-en-3-one and 5 alpha-Androst-16-en-3 alpha-ol].

G D Han et al.

Yao xue xue bao = Acta pharmaceutica Sinica, 17(9), 696-698 (1982-09-01)

Sexual dimorphism involving steroidal pheromones and their binding protein in the submaxillary salivary gland of the Göttingen miniature pig.

W D Booth

The Journal of endocrinology, 100(2), 195-202 (1984-02-01)

Submaxillary glands of mature Göttingen miniature pigs were examined for the presence of a sexual dimorphism. Gland weights, serous cell hypertrophy and total protein in the glands were much greater in male than female pigs. High concentrations of the pheromonal

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Global Trade Item Number

SKU	GTIN
A7883-100MG	04061832847580
A7883-10MG	04061833386552

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