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3α-androstanediol

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EntityQ6590364· pop 7· linked from 1,537 articles

3α-androstanediol

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Also known as 17beta-dihydroandrosterone, 3alpha-androstanediol, 3alpha,17beta-dihydroxy-5alpha-androstane, 3α,17β-dihydroxy-5α-androstane, Dihydroandrosterone, hombreol, (3alpha,5alpha,17beta)-androstane-3,17-diol, 5alpha-androstane-3alpha,17beta-diol

3α-Androstanediol also known as 5α-androstane-3α,17β-diol and sometimes shortened in the literature to 3α-diol, is an endogenous steroid hormone and neurosteroid and a metabolite of androgens like dihydrotestosterone (DHT).

Chemical data

Formula
C19H32O2
Molecular weight
292.5 g/mol
IUPAC name
(3R,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
SMILES
C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)O
InChIKey
CBMYJHIOYJEBSB-KHOSGYARSA-N
XLogP
4.2
Polar surface area
40.5 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
292.24023
Show 4 more facts
chemical formula
C₁₉H₃₂O₂
canonical SMILES
CC12CCC(CC1CCC3C2CCC4(C3CCC4O)C)O
isomeric SMILES
C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)O
found in taxon
Daphnia magna
Sources (3)

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Encyclopedic overview

4 sections
Contents
  • Biological activity
  • Biochemistry
  • Chemistry
  • References

3α-Androstanediol also known as 5α-androstane-3α,17β-diol and sometimes shortened in the literature to 3α-diol, is an endogenous steroid hormone and neurosteroid and a metabolite of androgens like dihydrotestosterone (DHT).

==Biological activity== 3α-Androstanediol is an inhibitory androstane neurosteroid and weak androgen and estrogen.

Excerpted from Wikipedia’s “3α-androstanediol” article, available under the CC BY-SA 4.0 licence.

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