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CHEBI:145109 - (+)-isoepoxydon

ChEBI IDCHEBI:145109
ChEBI Name(+)-isoepoxydon
Stars
DefinitionA cyclic ketone that is (−)-phyllostine in which the carbonyl group which is furthest from the hydroxymethyl substituent has been formally reduced to give the corresponding secondary alcohol with S configuration. A metabolite of the patulin pathway in Penicillium urticae.
Last Modified23 October 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC7H8O4
Net Charge0
Average Mass156.137
Monoisotopic Mass156.04226
SMILESO=C1C(CO)=C[C@H](O)[C@H]2O[C@@H]12
InChIInChI=1S/C7H8O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,4,6-9H,2H2/t4-,6+,7-/m0/s1
InChIKeyVTLJDPHPVHSVGR-JHYUDYDFSA-N
Roles Classification
Biological Role:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
(+)-isoepoxydon (CHEBI:145109) has role Penicillium metabolite (CHEBI:76964)
(+)-isoepoxydon (CHEBI:145109) is a cyclic ketone (CHEBI:3992)
(+)-isoepoxydon (CHEBI:145109) is a enone (CHEBI:51689)
(+)-isoepoxydon (CHEBI:145109) is a epoxide (CHEBI:32955)
(+)-isoepoxydon (CHEBI:145109) is a primary allylic alcohol (CHEBI:134394)
(+)-isoepoxydon (CHEBI:145109) is a secondary allylic alcohol (CHEBI:134396)
IUPAC Name 
(4S,5R,6R)-5,6-epoxy-4-hydroxy-2-hydroxymethylcyclohex-2-en-1-one
Synonyms  Source
(+)-isoepoxydonSUBMITTER
(1R,5S,6R)-5-hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-oneIUPAC
UniProt Name  Source
isoepoxydonUniProt
Manual XrefsDatabases
CPD-16723MetaCyc
Registry NumbersSources
CAS:67772-76-3ChemIDplus
Citations