Chemicals and Drugs

17-alpha-Hydroxyprogesterone

A metabolite of PROGESTERONE with a hydroxyl group at the 17-alpha position. It serves as an intermediate in the biosynthesis of HYDROCORTISONE and GONADAL STEROID HORMONES.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A metabolite of PROGESTERONE with a hydroxyl group at the 17-alpha position. It serves as an intermediate in the biosynthesis of HYDROCORTISONE and GONADAL STEROID HORMONES.

Chemical Identity

Chemical Information

Molecular Formula
C21H30O3
Molecular Weight
330.5 g/mol
CAS Registry No.
68-96-2
IUPAC Name
(8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
InChIKey
DBPWSSGDRRHUNT-CEGNMAFCSA-N
SMILES
CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
MeSH Unique ID
D019326
Source
PubChem CID 6238

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

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MeSH Record

Synonyms

6 entry terms
  • 17 alpha-Hydroxyprogesterone
  • 17-Hydroxyprogesterone
  • 17-Hydroxyprogesterone, (17 alpha)-Isomer
  • 17 Hydroxyprogesterone
  • 17 alpha Hydroxyprogesterone
  • 17-Hydroxyprogesterone, (9 beta, 10 alpha)-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 (1997); use 17-HYDROXYPROGESTERONE (NM) 1982-1996, use HYDROXYPROGESTERONES 1975-1982

MeSH Record

Previous Indexing

  • Hydroxyprogesterones (1975-1996)

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.745.745w.654w.829w.395w.400w
  2. D06.472w.334.851w.687w.750w.478w.400w

AMA Style

References

  1. National Library of Medicine. 17-alpha-Hydroxyprogesterone. Medical Subject Headings (MeSH). 2026. Unique ID D019326. http://id.nlm.nih.gov/mesh/2026/D019326
  2. 17-alpha-Hydroxyprogesterone. In: Wikipedia. https://en.wikipedia.org/wiki/17%CE%B1-Hydroxyprogesterone
  3. 17-alpha-Hydroxyprogesterone. In: Wikidata. https://www.wikidata.org/wiki/Q175901
  4. 17-alpha-Hydroxyprogesterone. In: PubChem Compound. CID 6238. https://pubchem.ncbi.nlm.nih.gov/compound/6238