Chemicals and Drugs

Misoprostol

A synthetic analog of natural prostaglandin E1. It produces a dose-related inhibition of gastric acid and pepsin secretion, and enhances mucosal resistance to injury. It is an effective anti-ulcer agent and also has oxytocic properties.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A synthetic analog of natural prostaglandin E1. It produces a dose-related inhibition of gastric acid and pepsin secretion, and enhances mucosal resistance to injury. It is an effective anti-ulcer agent and also has oxytocic properties.

Chemical Identity

Chemical Information

Molecular Formula
C22H38O5
Molecular Weight
382.5 g/mol
CAS Registry No.
59122-46-2
IUPAC Name
methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate
InChIKey
OJLOPKGSLYJEMD-URPKTTJQSA-N
SMILES
CCCCC(C)(C/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)OC)O)O
MeSH Unique ID
D016595
Source
PubChem CID 5282381

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

19 entry terms
  • Apo-Misoprostol
  • Cytotec
  • Glefos
  • Misoprostol, (11alpha,13E)-Isomer
  • Misoprostol, (11alpha,13E,16R)-Isomer
  • Misoprostol, (11alpha,13Z)-(+-)-Isomer
  • Misoprostol, (11alpha.13E,16S)-Isomer
  • Misoprostol, (11beta,13E)-(+-)-Isomer
  • Misoprostol, (11beta,13E,16R)-Isomer
  • Misoprostol, (11beta,13E,16S)-Isomer
  • Novo-Misoprostol
  • SC-29333
  • SC-30249
  • Apo Misoprostol
  • Novo Misoprostol
  • SC 29333
  • SC 30249
  • SC29333
  • SC30249

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

92; was MISOPROSTOL (NM) 1977-91

MeSH Record

Previous Indexing

  • Abortifacient Agents, Non-Steroidal (1975-1991)
  • Alprostadil/analogs & derivatives (1975-1991)
  • Anti-Ulcer Agents (1977-1991)

MeSH Hierarchy

Tree Numbers

  1. D10w.251w.355w.255w.550w.775.450.500w
  2. D23.469.050w.175w.725w.775.450.500w
  3. D23.469.700.660.500w

AMA Style

References

  1. National Library of Medicine. Misoprostol. Medical Subject Headings (MeSH). 2026. Unique ID D016595. http://id.nlm.nih.gov/mesh/2026/D016595
  2. Misoprostol. In: Wikipedia. https://en.wikipedia.org/wiki/Misoprostol
  3. Misoprostol. In: Wikidata. https://www.wikidata.org/wiki/Q416025
  4. Misoprostol. In: PubChem Compound. CID 5282381. https://pubchem.ncbi.nlm.nih.gov/compound/5282381