6807-96-1
Chemical Structure
Versicolorin A
- CAS No.: 6807-96-1
- Formula:C18H10O7
- Molecular Weight:338.27
IUPAC Name: (3aS,12aR)-4,6,8-trihydroxy-3a,12a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione
InChIKey: SJNDYXPJRUTLNW-ULCDLSAGSA-N
SMILES: O=C(C1=C2C=C(O)C=C1O)C3=C(C=C4O[C@](OC=C5)([H])[C@]5([H])C4=C3O)C2=O
Biological Activity: Versicolorin A is a biosynthetic precursor of Aflatoxin B1 (HY-N6615). Versicolorin A induces phosphorylation of p53. Versicolorin A activates the aryl hydrocarbon receptor AhR and significantly induces the expression of CYP1A1. Versicolorin A exerts genotoxic and cytotoxic effects. Versicolorin A enhances the genotoxicity of aflatoxin B1 in cells by promoting CYP450-mediated bioactivation of aflatoxin B1. Versicolorin A can be used in research related to colorectal cancer and hepatocellular carcinoma[1][2].
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Versicolorin A | Versicolorin A is a biosynthetic precursor of Aflatoxin B1 (HY-N6615). Versicolorin A induces phosphorylation of p53. Versicolorin A activates the aryl hydrocarbon receptor AhR and significantly induces the expression of CYP1A1. Versicolorin A exerts genotoxic and cytotoxic effects. Versicolorin A enhances the genotoxicity of aflatoxin B1 in cells by promoting CYP450-mediated bioactivation of aflatoxin B1. Versicolorin A can be used in research related to colorectal cancer and hepatocellular carcinoma. | |||||||||||||||||||||
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- [1]. Gauthier T, et al. Versicolorin A, a precursor in aflatoxins biosynthesis, is a food contaminant toxic for human intestinal cells. Environ Int. 2020;137:105568. [Content Brief]
- [2]. Budin C, et al. Versicolorin A enhances the genotoxicity of aflatoxin B1 in human liver cells by inducing the transactivation of the Ah-receptor. Food Chem Toxicol. 2021;153:112258. [Content Brief]
Keywords
