Chemicals and Drugs

Dehydroepiandrosterone

A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.

Chemical Identity

Chemical Information

Molecular Formula
C19H28O2
Molecular Weight
288.4 g/mol
CAS Registry No.
53-43-0
IUPAC Name
(3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
InChIKey
FMGSKLZLMKYGDP-USOAJAOKSA-N
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)O)C
MeSH Unique ID
D003687
Source
PubChem CID 5881

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

10 entry terms
  • 5-Androsten-3-beta-hydroxy-17-one
  • Androstenolone
  • DHEA
  • Dehydroisoandrosterone
  • Prasterone
  • 5 Androsten 3 beta hydroxy 17 one
  • 5-Androsten-3-ol-17-one
  • Prasterone, 3 alpha-Isomer
  • 5 Androsten 3 ol 17 one
  • Prasterone, 3 alpha Isomer

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

2004, 1963-1992

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.054.079.429.625w
  2. D04w.210.500w.578.502w.400w
  3. D06.472w.040.502w.400w
  4. D06.472w.334.851w.968.952w

AMA Style

References

  1. National Library of Medicine. Dehydroepiandrosterone. Medical Subject Headings (MeSH). 2026. Unique ID D003687. http://id.nlm.nih.gov/mesh/2026/D003687
  2. Dehydroepiandrosterone. In: Wikipedia. https://en.wikipedia.org/wiki/Dehydroepiandrosterone
  3. Dehydroepiandrosterone. In: Wikidata. https://www.wikidata.org/wiki/Q408376
  4. Dehydroepiandrosterone. In: PubChem Compound. CID 5881. https://pubchem.ncbi.nlm.nih.gov/compound/5881