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CHEBI:64983 - alternariol

ChEBI IDCHEBI:64983
ChEBI Namealternariol
Stars
DefinitionA 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.
Last Modified18 January 2022
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H10O5
Net Charge0
Average Mass258.229
Monoisotopic Mass258.05282
SMILESCc1cc(O)cc2oc(=O)c3c(O)cc(O)cc3c12
InChIInChI=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
InChIKeyCEBXXEKPIIDJHL-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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 Relation(s)
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 Relation(s)
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  Source
3,4,4'-trihydroxy-6'-methyl-2-biphenylcarboxylic acid γ-lactoneChemIDplus
3,4',5-trihydroxy-6'-methyldibenzo-α-pyroneChEBI
AOHChemIDplus
3,7,9-trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-oneIUPAC
UniProt Name  Source
alternariolUniProt
Manual XrefsDatabases
C16838KEGG COMPOUND
AlternariolWikipedia
C00023663KNApSAcK
C00023664KNApSAcK
Registry NumbersSources
Reaxys:244839Reaxys
CAS:641-38-3ChemIDplus
CAS:641-38-3KEGG COMPOUND
Citations