CHEBI:64983 - alternariol

Main ChEBI Ontology Automatic Xrefs
ChEBI Name alternariol
ChEBI ID CHEBI:64983
Definition A benzochromenone that is 6H-benzo[c]chromen-6-one which is substituted by a methyl group at position 1 and by hydroxy groups at positions 3, 7, and 9. It is the most important mycotoxin produced by the black mould Alternaria species, which are the most common mycoflora infecting small grain cereals worldwide.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H10O5
Net Charge 0
Average Mass 258.22620
InChI InChI=1S/C14H10O5/c1-6-2-7(15)5-11-12(6)9-3-8(16)4-10(17)13(9)14(18)19-11/h2-5,15-17H,1H3
InChIKey CEBXXEKPIIDJHL-UHFFFAOYSA-N
SMILES Cc1cc(O)cc2oc(=O)c3c(O)cc(O)cc3c12
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
mycotoxin
Poisonous substance produced by fungi.
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ChEBI Ontology
Outgoing alternariol (CHEBI:64983) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
alternariol (CHEBI:64983) has role metabolite (CHEBI:25212)
alternariol (CHEBI:64983) has role mycotoxin (CHEBI:25442)
alternariol (CHEBI:64983) is a benzochromenone (CHEBI:64986)
alternariol (CHEBI:64983) is a phenols (CHEBI:33853)
IUPAC Name
3,7,9-trihydroxy-1-methyl-6H-benzo[c]chromen-6-one
Synonyms Sources
3,4',5-trihydroxy-6'-methyldibenzo-α-pyrone ChEBI
3,4,4'-trihydroxy-6'-methyl-2-biphenylcarboxylic acid γ-lactone ChemIDplus
AOH ChemIDplus
Database Links Databases
Alternariol Wikipedia
C00023663 KNApSAcK
C00023664 KNApSAcK
C16838 KEGG COMPOUND
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Registry Numbers Types Sources
244839 Reaxys Registry Number Reaxys
641-38-3 CAS Registry Number ChemIDplus
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Last Modified
28 July 2014