Chemicals and Drugs

Androstenediol

An intermediate in TESTOSTERONE biosynthesis, found in the TESTIS or the ADRENAL GLANDS. Androstenediol, derived from DEHYDROEPIANDROSTERONE by the reduction of the 17-keto group (17-HYDROXYSTEROID DEHYDROGENASES), is converted to TESTOSTERONE by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-HYDROXYSTEROID DEHYDROGENASES).

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An intermediate in TESTOSTERONE biosynthesis, found in the TESTIS or the ADRENAL GLANDS. Androstenediol, derived from DEHYDROEPIANDROSTERONE by the reduction of the 17-keto group (17-HYDROXYSTEROID DEHYDROGENASES), is converted to TESTOSTERONE by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-HYDROXYSTEROID DEHYDROGENASES).

Chemical Identity

Chemical Information

Molecular Formula
C19H30O2
Molecular Weight
290.4 g/mol
CAS Registry No.
521-17-5
IUPAC Name
(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
InChIKey
QADHLRWLCPCEKT-LOVVWNRFSA-N
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CC=C4[C@@]3(CC[C@@H](C4)O)C
MeSH Unique ID
D015114
Source
PubChem CID 10634

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

14 entry terms
  • 5-Androstene-3,17-diol
  • 5-Androstene-3beta-17beta-Diol
  • Androst-5-ene-3 beta,17 beta-Diol
  • Androst-5-ene-3,17-diol
  • Delta 5-Androstenediol
  • Hermaphrodiol
  • delta 5-Androstene-3 beta,17 beta-Diol
  • 5 Androstene 3,17 diol
  • 5 Androstene 3beta 17beta Diol
  • Androst 5 ene 3 beta,17 beta Diol
  • Androst 5 ene 3,17 diol
  • Delta 5 Androstenediol
  • delta 5 Androstene 3 beta,17 beta Diol
  • Bisexovister

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

2004 (1976); use 5-ANDROSTENE-3,17-DIOL 1991-1997, use ANDROSTENEDIOLS 1976-1990

MeSH Record

Previous Indexing

  • Androstenediols (1975)

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.054.079.429.154w.050w
  2. D06.472w.334.851w.968.750w

AMA Style

References

  1. National Library of Medicine. Androstenediol. Medical Subject Headings (MeSH). 2026. Unique ID D015114. http://id.nlm.nih.gov/mesh/2026/D015114
  2. Androstenediol. In: Wikipedia. https://en.wikipedia.org/wiki/Androstenediol
  3. Androstenediol. In: Wikidata. https://www.wikidata.org/wiki/Q2817108
  4. Androstenediol. In: PubChem Compound. CID 10634. https://pubchem.ncbi.nlm.nih.gov/compound/10634