Chemicals and Drugs

17-alpha-Hydroxypregnenolone

A 21-carbon steroid that is converted from PREGNENOLONE by STEROID 17-ALPHA-HYDROXYLASE. It is an intermediate in the delta-5 pathway of biosynthesis of GONADAL STEROID HORMONES and the adrenal CORTICOSTEROIDS.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A 21-carbon steroid that is converted from PREGNENOLONE by STEROID 17-ALPHA-HYDROXYLASE. It is an intermediate in the delta-5 pathway of biosynthesis of GONADAL STEROID HORMONES and the adrenal CORTICOSTEROIDS.

Chemical Identity

Chemical Information

Molecular Formula
C21H32O3
Molecular Weight
332.5 g/mol
CAS Registry No.
387-79-1
IUPAC Name
1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
InChIKey
JERGUCIJOXJXHF-TVWVXWENSA-N
SMILES
CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O
MeSH Unique ID
D006907
Source
PubChem CID 91451

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

11 entry terms
  • 17 alpha-Hydroxypregnenolone
  • 17-Hydroxypregnenolone
  • 17-Hydroxypregnenolone, (3beta,17alpha)-Isomer
  • 17alpha-Hydroxypregnenolone
  • Hydroxypregnenolone
  • 17 Hydroxypregnenolone
  • 17 alpha Hydroxypregnenolone
  • 17alpha Hydroxypregnenolone
  • 17-Hydroxypregnenolone, (3alpha)-Isomer
  • 17-Hydroxypregnenolone, (3beta,13alpha)-Isomer
  • 17-Hydroxypregnenolone, (3beta,13alpha,17alpha)-Isomer

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 (1964); for 17-HYDROXYPREGNENOLONE use HYDROXYPREGNENOLONE (NM) 1981-2003

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.745.745w.725w.395w
  2. D06.472w.040.585w.745w.500w
  3. D06.472w.334.851w.687w.500w.500w

AMA Style

References

  1. National Library of Medicine. 17-alpha-Hydroxypregnenolone. Medical Subject Headings (MeSH). 2026. Unique ID D006907. http://id.nlm.nih.gov/mesh/2026/D006907
  2. 17-alpha-Hydroxypregnenolone. In: Wikipedia. https://en.wikipedia.org/wiki/17%CE%B1-Hydroxypregnenolone
  3. 17-alpha-Hydroxypregnenolone. In: Wikidata. https://www.wikidata.org/wiki/Q35666789
  4. 17-alpha-Hydroxypregnenolone. In: PubChem Compound. CID 91451. https://pubchem.ncbi.nlm.nih.gov/compound/91451