A genotoxic mycotoxin
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Aflatoxin B1

Item No. 11293

Technical Information
Formal Name
2,3,6aR,9aS-tetrahydro-4-methoxy-1H,11H-cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione
CAS Number
1162-65-8
Synonyms
  • AFB1
  • HSDB 3453
  • NSC 529592
Molecular Formula
C17H12O6
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 12 mg/ml
λmax
223, 265, 360 nm
SMILES
O=C1C2=C(CCC2=O)C3=C(C(C(C=CO4)C4O5)=C5C=C3OC)O1
InChi Code
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
InChi Key
OQIQSTLJSLGHID-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. 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).

    3. 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).