Chemicals and Drugs

Gossypol

A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.

Chemical Identity

Chemical Information

Molecular Formula
C30H30O8
Molecular Weight
518.6 g/mol
CAS Registry No.
303-45-7
IUPAC Name
7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
InChIKey
QBKSWRVVCFFDOT-UHFFFAOYSA-N
SMILES
CC1=CC2=C(C(=C(C(=C2C(C)C)O)O)C=O)C(=C1C3=C(C4=C(C=C3C)C(=C(C(=C4C=O)O)O)C(C)C)O)O
MeSH Unique ID
D006072
Source
PubChem CID 3503

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

See Also

MeSH Record

Synonyms

7 entry terms
  • Gossypol Dipotassium Salt
  • Gossypol Sodium Salt
  • Gossypol, (+)-Isomer
  • Gossypol, (+-)-Isomer
  • Gossypol, (-)-Isomer
  • Dipotassium Salt, Gossypol
  • Sodium Salt, Gossypol

MeSH Record

Aspects Covered

26 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, 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 Hierarchy

Tree Number

  1. D02w.455w.849w.765w.444w

AMA Style

References

  1. National Library of Medicine. Gossypol. Medical Subject Headings (MeSH). 2026. Unique ID D006072. http://id.nlm.nih.gov/mesh/2026/D006072
  2. Gossypol. In: Wikipedia. https://en.wikipedia.org/wiki/Gossypol
  3. Gossypol. In: Wikidata. https://www.wikidata.org/wiki/Q411882
  4. Gossypol. In: PubChem Compound. CID 3503. https://pubchem.ncbi.nlm.nih.gov/compound/3503