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Merck
CN

10360

trans-Androsterone

purum, ≥97.0% (TLC)

Synonym(s):

3β-Hydroxy-5α-androstan-17-one, 3β-Hydroxyetioallocholan-17-one, 5α-Androstan-3β-ol-17-one, Epi-androsterone, Isoandrosterone

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About This Item

Empirical Formula (Hill Notation):
C19H30O2
CAS Number:
481-29-8
Molecular Weight:
290.44
EC Number:
207-563-3
UNSPSC Code:
51111800
PubChem Substance ID:
24846613
Beilstein/REAXYS Number:
1884007
MDL number:
MFCD00064134

Key Documents

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grade

purum

assay

≥97.0% (TLC)

optical activity

[α]20/D +95±5°, c = 1% in methanol

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

172-174 °C

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-LUJOEAJASA-N

Gene Information

human ... HSD17B3(3293)

Other Notes

Sales restrictions may apply

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361fd

Hazard Classifications

Repr. 2

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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Artur T Cordeiro et al.
Bioorganic & medicinal chemistry, 18(13), 4762-4768 (2010-06-24)
Glucose 6-phosphate dehydrogenase (G6PDH) catalyzes the first step of the pentose-phosphate pathway which supplies cells with ribose 5-phosphate (R5P) and NADPH. R5P is the precursor for the biosynthesis of nucleotides while NADPH is the cofactor of several dehydrogenases acting in
Artur T Cordeiro et al.
Bioorganic & medicinal chemistry, 17(6), 2483-2489 (2009-02-24)
Dehydroepiandrosterone (DHEA) is known as an intermediate in the synthesis of mammalian steroids and a potent uncompetitive inhibitor of mammalian glucose-6-phosphate dehydrogenase (G6PDH), but not the enzyme from plants and lower eukaryotes. G6PDH catalyzes the first step of the pentose-phosphate
Hiroyuki Sato et al.
Journal of medicinal chemistry, 51(6), 1831-1841 (2008-03-01)
TGR5, a metabotropic receptor that is G-protein-coupled to the induction of adenylate cyclase, has been recognized as the molecular link connecting bile acids to the control of energy and glucose homeostasis. With the aim of disclosing novel selective modulators of
Edith Bellavance et al.
Journal of medicinal chemistry, 52(23), 7488-7502 (2009-09-24)
17beta-Hydroxysteroid dehydrogenase type 7 (17beta-HSD7) catalyzes the reduction of estrone (E(1)) into estradiol (E(2)) and of dihydrotestosterone (DHT) into 5alpha-androstane-3beta,17beta-diol (3beta-diol), therefore modulating the level of mitogenic estrogens and androgens in humans. By classical and parallel chemistry, we generated several

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