Alternariol monomethyl ether

Alternariol monomethyl ether (AME) is a mycotoxin originally isolated from A. brassicae extracts. AME is a common contaminant in cereal grains such as wheat, barley, and sorghum that is cytotoxic to bacterial (MIC = 500 µg/disc for B. mycoides in a bacterial halo assay) and mammalian cells (IC50 = 120 µM in HCT116 cells). It inhibits human topoisomerase II and bacterial gyrase at initial inhibitory concentrations of 25 and 10 µM, respectively. AME selectively inhibits monoamine oxidase A (MOA-A, Ki = 0.34 µM). AME also provokes DNA damage that induces mitochondrial permeability transition pore-mediated activation of apoptosis.Formal Name: 3,7-dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one. CAS Number: 23452-05-3. Synonyms: AME, NSC 638262. Molecular Formula: C15H12O5. Formula Weight: 272.3. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Dichloromethane: soluble, Methanol: soluble. SMILES: CC1=C(C2=C(C(O3)=O)C(O)=CC(OC)=C2)C3=CC(O)=C1. InChi Code: InChI=1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3. InChi Key: LCSDQFNUYFTXMT-UHFFFAOYSA-N.