Structure via PubChem · Public domain (PubChem)
aflatoxin B₁
Sign in to saveAlso known as 2,3,6aalpha,9aalpha-Tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione, AFBI, AFB1, 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-, (6aR-cis)-
chemical compound
Chemical data
- Formula
- C17H12O6
- Molecular weight
- 312.27 g/mol
- 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
- SMILES
- COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4[C@@H]5C=CO[C@@H]5OC4=C1
- InChIKey
- OQIQSTLJSLGHID-WNWIJWBNSA-N
- XLogP
- 1.6
- Polar surface area
- 71.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
10,009 papers- Aflatoxin B1: metabolism, toxicology, and its involvement in oxidative stress and cancer development.Toxicology mechanisms and methods · 2022
- Aflatoxin B1: A review on metabolism, toxicity, occurrence in food, occupational exposure, and detoxification methods.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2019
- Aflatoxin B1-induced epigenetic alterations: An overview.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2017
- DNA damage checkpoint response to aflatoxin B1.Environmental toxicology and pharmacology · 2019
- Aflatoxin B1 production: A time-water activity-temperature model.Fungal biology · 2024
via PubMed
Wikidata facts
- Subclass of
- aflatoxins
- Mass
- 312.063388104
Show 8 more facts
- found in taxon
- Aspergillus flavus
- melting point
- 269
- chemical formula
- C₁₇H₁₂O₆
- canonical SMILES
- COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C5C=COC5OC4=C1
- subject has role
- poison
- isomeric SMILES
- COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4[C@@H]5C=CO[C@@H]5OC4=C1
- Commons category
- Aflatoxin B1
- median lethal dose (LD50)
- 0.5
via Wikidata · CC0