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219010

Sigma-Aldrich

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
Beilstein/REAXYS Number:
2217626
MDL number:
MFCD00003618
UNSPSC Code:
12352000
PubChem Substance ID:
24853102

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.)

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

Gene Information

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

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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_germany

WGK 3

ppe

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

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Certificates of Analysis (COA)

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

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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
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
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.
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
Ellaine Munton et al.
Drug testing and analysis, 4(12), 928-933 (2012-05-01)
An accurate method for the measurement of carbon isotope ratios of steroids in human urine has been developed at the National Measurement Institute, Australia (NMIA) for the certification of a freeze-dried human urine reference material (CRM NMIA MX005). The method
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