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Merck
CN

219010

Androsterone

97%

Synonym(s):

3α-Hydroxy-5α-androstan-17-one, 5α-Androstan-3α-ol-17-one

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About This Item

Empirical Formula (Hill Notation):
C19H30O2
CAS Number:
53-41-8
Molecular Weight:
290.44
PubChem Substance ID:
24853102
UNSPSC Code:
12352000
Beilstein/REAXYS Number:
2217626
MDL number:
MFCD00003618

Key Documents

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SMILES string

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

InChI

1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1

InChI key

QGXBDMJGAMFCBF-HLUDHZFRSA-N

assay

97%

optical activity

[α]20/D +96°, c = 0.7 in ethanol

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

181-184 °C (lit.)

Gene Information

human ... SERPINA6(866)
rat ... Ar(24208)

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
05722TD
05018MC
10619PY
06417EU
05322DS

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N Duijvesteijn et al.
Journal of animal science, 90(8), 2465-2475 (2012-03-01)
In the pig industry, male piglets are surgically castrated early in life to prevent boar taint. Boar taint is mainly caused by androstenone and skatole. Androstenone is a pheromone that can be released from the salivary glands when the boar
Martin Krøyer Rasmussen et al.
The Journal of steroid biochemistry and molecular biology, 130(1-2), 90-95 (2012-02-23)
The present study investigated the in vivo effect of chicory root on testicular steroid concentrations and androstenone metabolizing enzymes in entire male pigs. Furthermore, the effect on skatole and indole concentrations in plasma and adipose tissue was investigated. The pigs
Adil Mardinoglu et al.
Molecular systems biology, 9, 649-649 (2013-03-21)
We evaluated the presence/absence of proteins encoded by 14 077 genes in adipocytes obtained from different tissue samples using immunohistochemistry. By combining this with previously published adipocyte-specific proteome data, we identified proteins associated with 7340 genes in human adipocytes. This information
Pieter Van Renterghem et al.
Steroids, 77(11), 1050-1060 (2012-06-26)
In doping control, an athlete can only be convicted with the misuse with endogenous steroids like testosterone (T), if abnormal values of steroid metabolites and steroid ratios are observed and if the subsequent analysis with isotope ratios mass spectrometry (IRMS)
Kathrine Lunde et al.
PloS one, 7(5), e35259-e35259 (2012-05-09)
Although odour perception impacts food preferences, the effect of genotypic variation of odorant receptors (ORs) on the sensory perception of food is unclear. Human OR7D4 responds to androstenone, and genotypic variation in OR7D4 predicts variation in the perception of androstenone.
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