23452-05-3

Basic information

• Product Name: alternariol monomethyl ether
• Synonyms: ALTERNARIOLMETHYLETHER;ALTERNARIOL9METHYLETHER;3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one;Alternariol 9-Monomethyl Ether
• CAS NO: 23452-05-3
• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.255
• Mol File: 23452-05-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 277-279 °C
• Boiling Point: 335.31°C (rough estimate)
• Flash Point: 217.4°C
• Appearance: /
• Density: 1.2066 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: ?20°C
• PKA: 7.00±0.20(Predicted)
• CAS DataBase Reference: alternariol monomethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: alternariol monomethyl ether(23452-05-3)
• EPA Substance Registry System: alternariol monomethyl ether(23452-05-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 23452-05-3(Hazardous Substances Data)

Usage

Uses

Alternariol Monomethyl Ether is a mycotoxins found in subsistence farmed maize. Also, it is a natural mycotoxin isolated from the fermentation broth of Trichoderma sp. Jing-8 with phytotoxic, antibacterial and antioxidant activities. Also, it is derived from 3,5-Dimethoxyiodobenzene (D460640), which is an intermediate for the synthesis of glucuronide conjugates of trans-Resveratrol.

General Description

Alternariol-9-methyl ether (AME) is a mycotoxin produced by fungus Alternaria and a major plant pathogen found in a wide variety of fruits and cereals products.

InChI:InChI=1/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

Upstream product

• 641-38-3 alternariol 
• 485-80-3 S-adenosyl-L-methionine 

Downstream Products

• 120023-68-9 (2-carboxy-3,5-dimethoxy-phenyl)-glyoxylic acid 
• 13133-05-6 3,5-dimethoxyphthalic acid 
• 641-38-3 alternariol 

Relevant articles and documents

PARTIAL PURIFICATION AND SOME PROPERTIES OF AN ALTERNARIOL-O-METHYLTRANSFERASE FROM ALTERNARIA TENUIS

Key Word Index - Alternaria tenuis; Hyphomycetes; alternariol; coumarin; alternariol-O-methyltransferase; mycotoxin metabolism.A new methyltransferase, alternariol-O-methyltransferase (AOH-MT) was identified in the mould Alternaria tenuis NRRL6434.This enzyme catalyses the methylation of alternariol (AOH), a phenolic mycotoxin, to produce alternariol monomethyl ether (AME).The methyl donor is S-adenosyl-L-methionine (SAM).This activity is cytosolic and is not associated with membrane or particulate material.A 15.5-fold purification was achieved.Experimentation with the partially purified enzyme revealed that AOH-MT is not associated with AOH-synthetase activity.Enzymic activity was associated with a single peak of activity with Mr ca 110 000.This enzyme exhibits optimum activity at pH 8.0.Magnesium stimulates AOH-MT activity.Despite the apparent structural similarity of the substrate to substituted coumarins and cinnamic acids, the cell-free extract displayed no methyltransferase activity towards these compounds.The enzyme has an apparent Km of 38 μM for AOH and an apparent Km of 31 μM for SAM.