Chemicals and Drugs

Pregnanolone

A pregnane found in the urine of PREGNANT PEOPLE and sows. It has anesthetic, hypnotic, and sedative properties.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A pregnane found in the urine of PREGNANT PEOPLE and sows. It has anesthetic, hypnotic, and sedative properties.

Chemical Identity

Chemical Information

Molecular Formula
C21H34O2
Molecular Weight
318.5 g/mol
CAS Registry No.
128-20-1
IUPAC Name
1-[(3R,5R,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
InChIKey
AURFZBICLPNKBZ-YZRLXODZSA-N
SMILES
CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
MeSH Unique ID
D011280
Source
PubChem CID 31402

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

Loading graph…

Drag nodes to rearrange; hover to trace links; click a node to open its page.

Drug Class

Pharmacological Action

MeSH Record

Synonyms

35 entry terms
  • 3 alpha, 5 beta-Tetrahydroprogesterone
  • 3 alpha-Hydroxy-5 beta-pregnan-20-one
  • 3-Hydroxypregnan-20-one
  • Eltanolone
  • Pregnan-3alpha-ol-20-one
  • Pregnanolone, (3alpha,5beta)-isomer
  • 3 Hydroxypregnan 20 one
  • 3 alpha Hydroxy 5 beta pregnan 20 one
  • 3 alpha, 5 beta Tetrahydroprogesterone
  • Pregnan 3alpha ol 20 one
  • alpha-Hydroxy-5 beta-pregnan-20-one, 3
  • beta-pregnan-20-one, 3 alpha-Hydroxy-5
  • 3 alpha-Hydroxy-5 alpha-pregnan-20-one
  • 3beta-Hydroxy-5alpha-pregnan-20-one
  • Allopregnan-3 beta-ol-20-one
  • Allopregnanolone
  • Epipregnanolone
  • Pregnanolone, (3alpha)-isomer
  • Pregnanolone, (3alpha, 5beta, 17-alpha)-isomer
  • Pregnanolone, (3alpha,5alpha)-isomer
  • Pregnanolone, (3beta)-isomer
  • Pregnanolone, (3beta, 5alpha)-isomer
  • Pregnanolone, (3beta, 5alpha, 17alpha)-isomer
  • Pregnanolone, (3beta, 5alpha, 8alpha, 17beta)-isomer
  • Pregnanolone, (3beta, 5beta)-isomer
  • Pregnanolone, (3beta, 5beta, 17alpha)-isomer
  • Pregnanolone, (3beta, 5beta,14beta)-isomer
  • Pregnanolone, (5alpha)-isomer
  • Sepranolone
  • 3 alpha Hydroxy 5 alpha pregnan 20 one
  • 3beta Hydroxy 5alpha pregnan 20 one
  • Allopregnan 3 beta ol 20 one
  • alpha-Hydroxy-5 alpha-pregnan-20-one, 3
  • alpha-pregnan-20-one, 3 alpha-Hydroxy-5
  • beta-ol-20-one, Allopregnan-3

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

Indexing Annotation

do not confuse with PREGNENOLONE

MeSH Record

History Note

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

MeSH Record

Previous Indexing

  • Hydroxysteroids (1972-1974)
  • Ketosteroids (1972-1974)
  • Pregnanes (1969-1974)

MeSH Hierarchy

Tree Number

  1. D04w.210.500w.745.640w

AMA Style

References

  1. National Library of Medicine. Pregnanolone. Medical Subject Headings (MeSH). 2026. Unique ID D011280. http://id.nlm.nih.gov/mesh/2026/D011280
  2. Pregnanolone. In: Wikipedia. https://en.wikipedia.org/wiki/Pregnanolone
  3. Pregnanolone. In: Wikidata. https://www.wikidata.org/wiki/Q18344323
  4. Pregnanolone. In: PubChem Compound. CID 31402. https://pubchem.ncbi.nlm.nih.gov/compound/31402