Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Aflatoxin B1
RN: 1162-65-8
UNII: 9N2N2Y55MH
InChIKey: OQIQSTLJSLGHID-WNWIJWBNSA-N

Note

  • 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.

Molecular Formula

  • C17-H12-O6

Molecular Weight

  • 312.2758
 

Classification Codes

  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product
  • Noxae
  • Poisons
  • Reproductive Effect
  • Tumor Data
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Aflatoxin B1

MeSH Heading

  • Aflatoxin B1

Synonyms

  • 2,3,6aalpha,9aalpha-Tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione
  • AFB1
  • Aflatoxin B1
  • BRN 1269174
  • CCRIS 12
  • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-
  • EINECS 214-603-3
  • HSDB 3453
  • NSC 529592
  • NSC-529592
  • UNII-9N2N2Y55MH

Systematic Names

  • 2,3,6aalpha,9aalpha-Tetrahydro-4-methoxycyclopenta(c)furo(2',3':4,5)furo(2,3-h)chromene-1,11-dione
  • Aflatoxin B1
  • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-
  • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-, (6aR,9aS)-
  • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-, (6aR-cis)-
  • Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6aalpha,9aalpha-tetrahydro-4-methoxy-

Superlist Name

  • Aflatoxin B1

Registry Numbers

CAS Registry Number

  • 1162-65-8

FDA UNII

  • 9N2N2Y55MH

Other Registry Numbers

  • 11003-08-0
  • 13214-11-4
  • 27261-02-5

System Generated Number

  • 0001162658

Structure Descriptors

InChI

1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1

InChIKey

OQIQSTLJSLGHID-WNWIJWBNSA-N

Smiles

c12c3c(c4c(c(=O)o3)C(=O)CC4)c(cc2O[C@@H]2[C@H]1C=CO2)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 550ug/kg (0.55mg/kg) LIVER: OTHER CHANGES Cancer Research. Vol. 29, Pg. 236, 1969.
cat LD50 unreported 550ug/kg (0.55mg/kg)   Japanese Journal of Toxicology. Vol. 2, Pg. 377, 1989.
chicken LD50 unreported 6300ug/kg (6.3mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.
dog LD50 unreported 500ug/kg (0.5mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.
dog LDLo intraperitoneal 1mg/kg (1mg/kg)   Pathologia Veterinaria. Vol. 3, Pg. 331, 1966.
domestic animals - goat/sheep LD50 unreported 1mg/kg (1mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.
domestic animals - goat/sheep LDLo oral 2mg/kg (2mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Nature. Vol. 225, Pg. 1062, 1970.
duck LD50 oral 335ug/kg (0.335mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 123, Pg. 151, 1966.
duck LD50 unreported 335ug/kg (0.335mg/kg)   Japanese Journal of Toxicology. Vol. 2, Pg. 377, 1989.
guinea pig LD50 intraperitoneal 1400ug/kg (1.4mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

LIVER: OTHER CHANGES
Journal of Pathology and Bacteriology. Vol. 91, Pg. 277, 1966.
guinea pig LD50 oral 2mg/kg (2mg/kg)   Toxicology and Applied Pharmacology. Vol. 19, Pg. 169, 1971.
guinea pig LD50 unreported 1400ug/kg (1.4mg/kg)   Toxicon. Vol. 18, Pg. 121, 1980.
hamster LD50 intraperitoneal 6mg/kg (6mg/kg)   Archives of Pathology. Vol. 83, Pg. 53, 1967.
hamster LD50 oral 10mg/kg (10mg/kg) LIVER: MULTIPLE EFFECTS

LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"
Cancer Research. Vol. 29, Pg. 236, 1969.
hamster LD50 unreported 10200ug/kg (10.2mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.
monkey LD50 oral 2200ug/kg (2.2mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Toxicology and Applied Pharmacology. Vol. 19, Pg. 169, 1971.
monkey LD50 unreported 7800ug/kg (7.8mg/kg)   Japanese Journal of Toxicology. Vol. 2, Pg. 377, 1989.
monkey LDLo intraperitoneal 1300ug/kg (1.3mg/kg) LIVER: OTHER CHANGES American Journal of Pathology. Vol. 49, Pg. 1023, 1966.
mouse LD50 intraperitoneal 9500ug/kg (9.5mg/kg)   Life Sciences, Part 1: Physiology and Pharmacology. Vol. 13, Pg. 1143, 1973.
mouse LD50 oral 9mg/kg (9mg/kg)   Annual Review of Phytopathology. Vol. 12, Pg. 303, 1974.
pig LD50 oral 620ug/kg (0.62mg/kg)   Annual Review of Phytopathology. Vol. 12, Pg. 303, 1974.
pig LD50 unreported 6600ug/kg (6.6mg/kg)   Japanese Journal of Toxicology. Vol. 2, Pg. 377, 1989.
rabbit LD50 oral 400ug/kg (0.4mg/kg)   American Journal of Veterinary Research. Vol. 43, Pg. 1027, 1982.
rabbit LD50 oral 400ug/kg (0.4mg/kg)   American Journal of Veterinary Research. Vol. 43, Pg. 1027, 1982.
rabbit LD50 oral 400ug/kg (0.4mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) American Journal of Veterinary Research. Vol. 43, Pg. 1027, 1982.
rabbit LD50 unreported 300ug/kg (0.3mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.
rat LD50 intraperitoneal 6mg/kg (6mg/kg)   Toxicology and Applied Pharmacology. Vol. 25, Pg. 458, 1973.
rat LD50 oral 4800ug/kg (4.8mg/kg)   Cancer Research. Vol. 27, Pg. 2370, 1967.
rat LD50 unreported 6mg/kg (6mg/kg)   Toxicon. Vol. 18, Pg. 121, 1980.