Alternariol-9-methyl ether

CAS: 23452-05-3

Ref. 3D-FA167723

Product Information

• Name: Alternariol-9-methyl ether
• Synonyms: 2-Biphenylcarboxylic acid, 2′,3,4′-trihydroxy-5-methoxy-6′-methyl-, δ-lactone, 3,7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one, 3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one, 3,7-Dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one, 6H-Dibenzo[b,d]pyran-6-one, 3,7-dihydroxy-9-methoxy-1-methyl-, Alternariol 4-O-methyl ether, Alternariol 9-O-methyl ether, Alternariol 9-methyl ether, Alternariol monomethyl ether, Alternariol-5-O-methyl ether, Djalonensone, NSC 638262, AME

Description

Alternariol-9-methyl ether is a natural compound that has been shown to have significant cytotoxic effects on murine hepatoma cells. This compound also synergizes with anti-retroviral drugs and has been found to be capable of inducing apoptosis in HIV-infected T cells at low concentrations. Alternariol-9-methyl ether is structurally related to the polycyclic aromatic hydrocarbons, such as alternariol, which are only weakly toxic to mice but are potent pro-apoptotic proteins when bound covalently to DNA. Structural analysis of this compound revealed that it inhibits the binding of a pro-apoptotic protein (Bid) to its target site on dsDNA, preventing Bid from initiating apoptosis. It is thought that this effect may be responsible for its synergistic interaction with active antiretroviral therapy.

• Brand: Biosynth

Chemical properties

• Molecular weight: 272.25 g/mol
• Formula: C₁₅H₁₂O₅
• Purity: Min. 95%
• Color/Form: Powder
• InChI: 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: InChIKey=LCSDQFNUYFTXMT-UHFFFAOYSA-N
• SMILES: COc1cc(O)c2c(=O)oc3cc(O)cc(C)c3c2c1