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Structure Database (LMSD)

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Common Name

Aflatoxin B1

Systematic Name

Synonyms

LM ID

LMPK10000006

Formula

C₁₇H₁₂O₆

Exact Mass

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312.06339

Status

Curated

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Classification

Biological Context

Aflatoxin B1 (AFB1) is a genotoxic mycotoxin that has been found in Aspergillus.^1,2 It induces the formation of DNA adducts in rat liver microsomes.¹ AFB1 induces transversion of guanine to thymine at codon 29 of the p53 tumor suppressor gene, a mutation commonly seen in hepatocellular carcinoma patients living in regions with high levels of aflatoxin contamination, in HepG2 cells.² In vivo, AFB1 (50 and 100 µg/kg) induces hepatocellular carcinoma tumor formation in rats.³

This information has been provided by Cayman Chemical

References

1. Wogan, G.N., Paglialunga, S., and Newberne, P.M. Carcinogenic effects of low dietary levels of aflatoxin B1 in rats. Fd. Cosmet. Toxicol. 12(5-6), 681-685 (1974).

2. Essigmann, J.M., Croy, R.G., Nadzan, A.M., et al. Structural identification of the major DNA adduct formed by aflatoxin B1 in vitro. Proc. Natl. Acad. Sci. USA 74(5), 1870-1874 (1977).

3. Aguilar, F., Hussain, S.P., and Cerutti, P. Aflatoxin B1 induces the transversion of G -> T in codon 249 of the p53 tumor suppressor gene in human hepatocytes. Proc. Natl. Acad. Sci. USA 90(18), 8586-8590 (1993).