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CHEBI:145112 - (E)-ascladiol

ChEBI IDCHEBI:145112
ChEBI Name(E)-ascladiol
Stars
ASCII Name(E)-ascladiol
DefinitionA butenolide that is furan-2(5H)-one which is substituted by a hydroxymethyl group at position 4 and a 2-hydroxyethylidene group at position 5 (the 5E isomer). A direct precursor of patulin in cell-free preparations of Penicillium urticae patulin-minus mutants J1 and S11, but not S15.
Last Modified22 October 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC7H8O4
Net Charge0
Average Mass156.137
Monoisotopic Mass156.04226
SMILESO=C1C=C(CO)/C(=C\CO)O1
InChIInChI=1S/C7H8O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3,8-9H,2,4H2/b6-1+
InChIKeyHLJKDERCZVTVSN-LZCJLJQNSA-N
Roles Classification
Biological Role:
mycotoxin  Poisonous substance produced by fungi.
ChEBI Ontology
Outgoing Relation(s)
(E)-ascladiol (CHEBI:145112) has role mycotoxin (CHEBI:25442)
(E)-ascladiol (CHEBI:145112) is a butenolide (CHEBI:50523)
(E)-ascladiol (CHEBI:145112) is a primary allylic alcohol (CHEBI:134394)
IUPAC Name 
(5E)-5-(2-hydroxyethylidene)-4-(hydroxymethyl)furan-2(5H)-one
Synonym  Source
ascladiolMetaCyc
UniProt Name  Source
(E)-ascladiolUniProt
Manual XrefsDatabases
C00023992KNApSAcK
CPD-16727MetaCyc
FDB000777FooDB
Registry NumbersSources
CAS:81183-44-0ChemIDplus
Citations