alternariol (CHEBI:64983)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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.

Supplier Information

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C14H10O5

Net Charge

Average Mass

258.22620

Monoisotopic Mass

258.05282

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.

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)

Incoming	alternariol hapten ALa (CHEBI:189402) has functional parent alternariol (CHEBI:64983) alternariol hapten ALb (CHEBI:189404) has functional parent alternariol (CHEBI:64983) djalonensone (CHEBI:141315) has functional parent alternariol (CHEBI:64983)

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
3,7,9-trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one	IUPAC
alternariol	UniProt
AOH	ChemIDplus

Last Modified

18 January 2022