Chemicals and Drugs

20-alpha-Dihydroprogesterone

A biologically active 20-alpha-reduced metabolite of PROGESTERONE. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-ALPHA-HYDROXYSTEROID DEHYDROGENASE in the CORPUS LUTEUM and the PLACENTA.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A biologically active 20-alpha-reduced metabolite of PROGESTERONE. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-ALPHA-HYDROXYSTEROID DEHYDROGENASE in the CORPUS LUTEUM and the PLACENTA.

Chemical Identity

Chemical Information

Molecular Formula
C21H32O2
Molecular Weight
316.5 g/mol
CAS Registry No.
145-15-3
IUPAC Name
(8S,9S,10R,13S,14S,17S)-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
InChIKey
RWBRUCCWZPSBFC-SJOKZOANSA-N
SMILES
C[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
MeSH Unique ID
D004092
Source
PubChem CID 92747

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

13 entry terms
  • 20 alpha-Dihydroprogesterone
  • 20 alpha-Hydroxy-4-Pregnen-3-One
  • 20 alpha-Hydroxyprogesterone
  • 20-alpha-Hydroxyprogesterone
  • 20alpha-Hydroxypregn-4-Ene-3-One
  • Dihydroprogesterone
  • Pregn-4-en-3-one, 20-alpha-hydroxy-
  • 20 alpha Dihydroprogesterone
  • 20 alpha Hydroxy 4 Pregnen 3 One
  • 20 alpha Hydroxyprogesterone
  • 20-alpha-hydroxy- Pregn-4-en-3-one
  • 20alpha Hydroxypregn 4 Ene 3 One
  • Pregn 4 en 3 one, 20 alpha hydroxy

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 (1975)

MeSH Record

Previous Indexing

  • Progesterone (1974)

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.745.745w.654w.829w.100w
  2. D06.472w.334.851w.687w.750w.074w

AMA Style

References

  1. National Library of Medicine. 20-alpha-Dihydroprogesterone. Medical Subject Headings (MeSH). 2026. Unique ID D004092. http://id.nlm.nih.gov/mesh/2026/D004092
  2. 20-alpha-Dihydroprogesterone. In: Wikipedia. https://en.wikipedia.org/wiki/20%CE%B2-Dihydroprogesterone
  3. 20-alpha-Dihydroprogesterone. In: Wikidata. https://www.wikidata.org/wiki/Q4630845
  4. 20-alpha-Dihydroprogesterone. In: PubChem Compound. CID 92747. https://pubchem.ncbi.nlm.nih.gov/compound/92747