A6636

Aflatoxin B₁ from Aspergillus flavus

from Aspergillus flavus

• Empirical Formula (Hill Notation): C₁₇H₁₂O₆
• CAS Number: 1162-65-8
• Molecular Weight: 312.27
• Beilstein: 1269174
• EC Number: 214-603-3
• MDL number: MFCD00869647
• PubChem Substance ID: 24891116
• NACRES: NA.77

Properties

• Quality Level: 300
• biological source: Aspergillus flavus
• assay: ≥98.0% (HPLC)
• form: powder
• greener alternative product score: old score: 35; new score: 11; Find out more about DOZN™ Scoring
• greener alternative product characteristics: Less Hazardous Chemical Syntheses; Safer Solvents and Auxiliaries; Inherently Safer Chemistry for Accident Prevention; Learn more about the Principles of Green Chemistry.
• greener alternative category: Re-engineered
• storage temp.: 2-8°C
• SMILES string: COc1cc2OC3OC=CC3c2c4OC(=O)C5=C(CCC5=O)c14
• 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
• InChI key: OQIQSTLJSLGHID-WNWIJWBNSA-N

Description

Application

Aflatoxin B1 is a carcinogenic compound that induces transversion of G to T at codon 249 of the p53 tumor suppressor gene. Aflatoxin B1 may be used as an internal standard when testing for aflatoxin contamination in food products.

Biochem/physiol Actions

Aflatoxin B1 is a carcinogenic compound produced by Aspergillus flavus, a common soil fungus, that induces transversion of G to T at codon 249 of the p53 tumor suppressor gene. Aflatoxin B1 is a food contaminant and a hepatocarcinogen. Aflatoxin is biotransformed to genotoxic intermediates by P450 Phase I enzymes, mainly CYP3A4 via aflatoxin B1 3-hydroxylation. Detoxification depends on Phase II enzymes, such as Glutathione S-Transferase and AFB(1)-aldehyde reductase (AFAR). Aflatoxin B1 is a CYP1A2, CYP2A6, CYP2D6, and CYP3A family substrate.

Warning

Possibly carcinogenic.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A6636.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330 - H340 - H350 - H361
• Precautionary Statements: P201 - P202 - P260 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 1 Oral - Acute Tox. 2 Inhalation - Carc. 1B - Muta. 1B - Repr. 2
• Storage Class Code: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves