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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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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
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.
Guy-Bertrand Djigoue et al.
Acta crystallographica. Section C, Crystal structure communications, 68(Pt 6), o231-o234 (2012-06-07)
The title compounds, (3R,5S,5'R,8R,9S,10S,13S,14S)-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione, C(26)H(41)NO(3), (I), and methyl (2R)-2-[(3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-2',17-dioxohexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidin-3'-yl]]-4-methylpentanoate, C(28)H(43)NO(5), (II), possess the typical steroid shape (A-D rings), but they differ in their extra E ring. The azalactone E ring in (I) shows a half-chair conformation, while the carbamate E
Malgorzata Elzbieta Zajda et al.
Acta neurobiologiae experimentalis, 72(1), 65-79 (2012-04-18)
The neurosteroids, dehydroepiandrosterone sulfate (DHEAS) and androsterone, are implicated in drug addictions. We examined their influence on locomotor activity and reward in male Wistar rats, and on steroid and monoamine metabolism in the hippocampus and striatum. In the open field
New strategies for detecting steroid metabolic disorders--paneling vs profiling.
Norman F Taylor et al.
Clinical chemistry, 58(8), 1262-1263 (2012-05-26)
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