Ochratoxin A

• CAT Number: R050069
• CAS Number: 303-47-9
• Molecular Formula: C20H18ClNO6
• Molecular Weight: 403.815
• Purity: ≥95%
• Synonyms: N-[[(3R)-5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-phenylalanine; (-)-N-[(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)?carbonyl]-3-phenylalanine; (R)-N-[(5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-?oxo-1H-benz
• Target: ATPase
• Solubility: Soluble in DMSO > 10 mM
• Storage: Desiccate at +4C
• IUPAC Name: (2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
• InChI: InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1
• InChIKey: RWQKHEORZBHNRI-BMIGLBTASA-N
• SMILES: CC1CC2=C(C=C(C(=C2C(=O)O1)O)C(=O)NC(CC3=CC=CC=C3)C(=O)O)Cl

Ochratoxin A(CAS 303-47-9) is a mycotoxin that has been found in Aspergillus and Penicillium. It increases lipid peroxide levels and the number of apoptotic cells, as well as reduces superoxide dismutase activity in rat kidney when administered at a dose of 120 μg/kg.Topical application of ochratoxin A (80 μg/mouse) induces DNA damage, cell cycle arrest at the G0/G1 phase, and apoptosis in mouse skin cells.It also initiates tumor formation in a two-stage mouse skin tumorigenesis model. Ochratoxin A has been found as a contaminant in a variety of foods.

Reference

1.Mycotoxins. Part II. The constitution of ochratoxins A, B, and C, metabolites of Aspergillus ochraceus Wilh. Van der Merwe K. J. et al. , J.C.S. 1965, 7083.

2.Ochratoxin A inhibits the production of tissue factor and plasminogen activator inhibitor-2 by human blood mononuclear cells: Another potential mechanism of immune-suppression. Rossiello M.R et al. , Tox. Appl. Pharmacol. 2008, 229, 227.

3.Ochratoxin A: Apoptosis and aberrant exit from mitosis due to perturbation of microtubule dynamics? Rached E. et al. , Toxicol. Sci. 2006, 92, 78.

4.Selective immunosuppression in mice of natural killer cell activity by ochratoxin A. Luster M.I. et al. , Canc. Res. 1987, 47, 2259.