Chemicals and Drugs

Epitestosterone

The 17-alpha isomer of TESTOSTERONE, derived from PREGNENOLONE via the delta5-steroid pathway, and via 5-androstene-3-beta,17-alpha-diol. Epitestosterone acts as an antiandrogen in various target tissues. The ratio between testosterone/epitestosterone is used to monitor anabolic drug abuse.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

The 17-alpha isomer of TESTOSTERONE, derived from PREGNENOLONE via the delta5-steroid pathway, and via 5-androstene-3-beta,17-alpha-diol. Epitestosterone acts as an antiandrogen in various target tissues. The ratio between testosterone/epitestosterone is used to monitor anabolic drug abuse.

Chemical Identity

Chemical Information

Molecular Formula
C19H28O2
Molecular Weight
288.4 g/mol
CAS Registry No.
481-30-1
IUPAC Name
(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
InChIKey
MUMGGOZAMZWBJJ-KZYORJDKSA-N
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2O)CCC4=CC(=O)CC[C@]34C
MeSH Unique ID
D004845
Source
PubChem CID 10204

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

2 entry terms
  • 17-alpha-Testosterone
  • 17 alpha Testosterone

MeSH Record

Aspects Covered

29 allowable subheadings

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

MeSH Record

History Note

91(75); was see under TESTOSTERONE 1975-90

MeSH Record

Previous Indexing

  • Testosterone (1969-1974)

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.054.079.429.824w.275w
  2. D06.472w.334.851w.968.984w.500w

AMA Style

References

  1. National Library of Medicine. Epitestosterone. Medical Subject Headings (MeSH). 2026. Unique ID D004845. http://id.nlm.nih.gov/mesh/2026/D004845
  2. Epitestosterone. In: Wikipedia. https://en.wikipedia.org/wiki/Epitestosterone
  3. Epitestosterone. In: Wikidata. https://www.wikidata.org/wiki/Q416852
  4. Epitestosterone. In: PubChem Compound. CID 10204. https://pubchem.ncbi.nlm.nih.gov/compound/10204