Alternariol

Structural formula
	;
	AOH (top), AME (bottom)
General
Surname	Alternariol
other names	AOH: 3,7,9-trihydroxy-1-methyl-6 H -dibenzo [ b, d ] pyran-6-one; ; AME: Djalonenson; Alternariol 9-methyl ether; 3,7-dihydroxy-9-methoxy-1-methyl-6 H -dibenzo [ b, d ] pyran-6-one; ;
Molecular formula	C 14 H 10 O 5 (AOH) ; C 15 H 12 O 5 (AME) ;
External identifiers / databases
EC number	636-339-1
ECHA InfoCard	100.164.145
PubChem	5359485
ChemSpider	4514301
Wikidata	Q410677
properties
Molar mass	258.23 g mol −1 (AOH); 272.25 g mol −1 (AME);
Physical state	firmly
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 300-310-330
	P: 260-264-280-284-302 + 350-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Alternariol (abbreviation: AOH ) and its monomethyl ether (abbreviation: AME ) are mycotoxins that are formed by molds of the genus Alternaria , especially Alternaria alternata . Their biosynthesis takes place via a polyketide pathway. Because of the ubiquitous distribution of Alternaria spp. their toxins occur in many foods. They can be found in vegetables and fruits such as tomatoes, potatoes, mandarins, melons, grapes, apples, raspberries or strawberries, in cereals such as millet, wheat or rye, in olives or in nuts. While the acute toxicity of AOH and AME is low, they show significant mutagenic activity in vitro . They have been linked to the development of esophageal cancer .

Numbering of the atoms and designation of the rings in the alternariol molecule
Alternariol monomethyl ether (AME)

literature

NH Schebb: In vitro metabolism of the mycotoxins alternariol and alternariol monomethyl ether (PDF; 1.8 MB). Diploma thesis, 2005.

Individual evidence

↑ ^a ^b Datasheet Alternariol from Alternaria sp. at Sigma-Aldrich , accessed on March 20, 2011 ( PDF ).

[Sigma-1] Datasheet Alternariol from Alternaria sp. at Sigma-Aldrich , accessed on March 20, 2011 ( PDF ).