Chemicals and Drugs

Aflatoxin B1

A potent hepatotoxic and hepatocarcinogenic mycotoxin produced by the Aspergillus flavus group of fungi. It is also mutagenic, teratogenic, and causes immunosuppression in animals. It is found as a contaminant in peanuts, cottonseed meal, corn, and other grains. The mycotoxin requires epoxidation to aflatoxin B1 2,3-oxide for activation. Microsomal monooxygenases biotransform the toxin to the less toxic metabolites aflatoxin M1 and Q1.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A potent hepatotoxic and hepatocarcinogenic mycotoxin produced by the Aspergillus flavus group of fungi. It is also mutagenic, teratogenic, and causes immunosuppression in animals. It is found as a contaminant in peanuts, cottonseed meal, corn, and other grains. The mycotoxin requires epoxidation to aflatoxin B1 2,3-oxide for activation. Microsomal monooxygenases biotransform the toxin to the less toxic metabolites aflatoxin M1 and Q1.

Chemical Identity

Chemical Information

Molecular Formula
C17H12O6
Molecular Weight
312.27 g/mol
CAS Registry No.
1162-65-8
IUPAC Name
(3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
InChIKey
OQIQSTLJSLGHID-WNWIJWBNSA-N
SMILES
COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4[C@@H]5C=CO[C@@H]5OC4=C1
MeSH Unique ID
D016604
Source
PubChem CID 186907

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

13 entry terms
  • Aflatoxin B(1)
  • Aflatoxin B
  • Aflatoxin B1 Dihydrochloride, (6aR-cis)-Isomer
  • Aflatoxin B1, (6aR-cis)-Isomer, 14C-Labeled
  • Aflatoxin B1, (6aR-cis)-Isomer, 2H-Labeled
  • Aflatoxin B1, (6aR-cis)-Isomer, 3H-Labeled
  • Aflatoxin B1, cis(+,-)-Isomer
  • HSDB-3453
  • NSC-529592
  • HSDB 3453
  • HSDB3453
  • NSC 529592
  • NSC529592

MeSH Record

Aspects Covered

27 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, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

/antag permitted but consider also ANTITOXINS

MeSH Record

History Note

92; was AFLATOXIN B1 (NM) 1980-91

MeSH Record

Previous Indexing

  • Aflatoxins (1966-1991)

MeSH Hierarchy

Tree Numbers

  1. D03w.383.663.283.119w.075w
  2. D03w.633.100.150.119w.075w
  3. D23.946w.587w.142w.075w

AMA Style

References

  1. National Library of Medicine. Aflatoxin B1. Medical Subject Headings (MeSH). 2026. Unique ID D016604. http://id.nlm.nih.gov/mesh/2026/D016604
  2. Aflatoxin B1. In: Wikipedia. https://en.wikipedia.org/wiki/Aflatoxin_B1
  3. Aflatoxin B1. In: Wikidata. https://www.wikidata.org/wiki/Q4689278
  4. Aflatoxin B1. In: PubChem Compound. CID 186907. https://pubchem.ncbi.nlm.nih.gov/compound/186907