Chemicals and Drugs

16,16-Dimethylprostaglandin E2

A synthetic prostaglandin E analog that protects the gastric mucosa, prevents ulceration, and promotes the healing of peptic ulcers. The protective effect is independent of acid inhibition. It is also a potent inhibitor of pancreatic function and growth of experimental tumors.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A synthetic prostaglandin E analog that protects the gastric mucosa, prevents ulceration, and promotes the healing of peptic ulcers. The protective effect is independent of acid inhibition. It is also a potent inhibitor of pancreatic function and growth of experimental tumors.

Chemical Identity

Chemical Information

Molecular Formula
C22H36O5
Molecular Weight
380.5 g/mol
CAS Registry No.
39746-25-3
IUPAC Name
(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
InChIKey
QAOBBBBDJSWHMU-WMBBNPMCSA-N
SMILES
CCCCC(C)(C)[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O
MeSH Unique ID
D015064
Source
PubChem CID 5283066

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

4 entry terms
  • 16,16-Dimethyl-PGE2
  • 16,16 Dimethyl PGE2
  • 16,16 Dimethylprostaglandin E2
  • E2, 16,16-Dimethylprostaglandin

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

91(80); was see under PROSTAGLANDINS E, SYNTHETIC 1980-90; DIMETHYLDINOPROSTONE & 16,16-DIMETHYLPROSTAGLANDIN E2 METHYL ESTER were see 16,16-DIMETHYLPROSTAGLANDIN E2 1980-93

MeSH Record

Previous Indexing

  • Prostaglandins (1966-1974)
  • Prostaglandins E (1975-1977)
  • Prostaglandins E, Synthetic (1978-1979)
  • Prostaglandins, Synthetic (1977)

MeSH Hierarchy

Tree Numbers

  1. D10w.251w.355w.255w.550w.775.450.300
  2. D23.469.050w.175w.725w.775.450.300
  3. D23.469.700.660.200

AMA Style

References

  1. National Library of Medicine. 16,16-Dimethylprostaglandin E2. Medical Subject Headings (MeSH). 2026. Unique ID D015064. http://id.nlm.nih.gov/mesh/2026/D015064
  2. 16,16-Dimethylprostaglandin E2. In: Wikidata. https://www.wikidata.org/wiki/Q27070785
  3. 16,16-Dimethylprostaglandin E2. In: PubChem Compound. CID 5283066. https://pubchem.ncbi.nlm.nih.gov/compound/5283066