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A9755

Sigma-Aldrich

Androsterone

≥99%

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:
51111800

assay

≥99%

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

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Biochem/physiol Actions

Anabolic steroid

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
018F0992
128H0570
106H7709
095H0572
092K1006

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S H Doss et al.
Archives of pharmacal research, 22(5), 496-501 (1999-11-05)
The reaction of epi-androsterone with cyanoacetyl hydrazine (2) gave the hydrazone derivative 3. The reactivity of 3 towards chemical reagents was studied to give pyridine, thiazole and thiophene derivatives.
X Chai et al.
The Journal of biological chemistry, 272(52), 33125-33131 (1998-01-31)
We report a mouse cDNA that encodes a 317-amino acid short-chain dehydrogenase which recognizes as substrates 9-cis-retinol, 11-cis-retinol, 5alpha-androstan-3alpha,17beta-diol, and 5alpha-androstan-3alpha-ol-17-one. This cis-retinol/androgen dehydrogenase (CRAD) shares closest amino acid similarity with mouse retinol dehydrogenase isozymes types 1 and 2 (86
J Su et al.
Endocrinology, 140(11), 5275-5284 (1999-10-28)
17Beta-hydroxysteroid dehydrogenases (17betaHSDs) convert androgens and estrogens between their active and inactive forms, whereas retinol dehydrogenases catalyze the conversion between retinol and retinal. Retinol dehydrogenases function in the visual cycle, in the generation of the hormone retinoic acid, and some
Frank González et al.
Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis, 19(1), 66-72 (2012-02-14)
Women with polycystic ovary syndrome (PCOS) have coagulation disturbances and inflammation, which increases the risk of atherothrombosis. We evaluated the status of circulating tissue factor (TF), the receptor for coagulation factor VII involved in atherothrombosis, in women with PCOS and
Immaculada Sánchez-Ribas et al.
Fertility and sterility, 98(5), 1157-1164 (2012-09-11)
To investigate the metabolomic signature of trisomy 21 preimplantation human embryos by a noninvasive approach using mass spectrometry- (MS-) and nuclear magnetic resonance spectroscopy- (NMR-) based metabolic profiling platforms. A total of 171 spent media samples were collected from day
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