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CHEBI:145110 - phyllostine

ChEBI IDCHEBI:145110
ChEBI Namephyllostine
Stars
DefinitionAn epoxide resulting from epoxidation of the 5-6 double bond of 2-(hydroxymethyl)-1,4-benzoquinone (the 5S,6R enantiomer).
Last Modified22 August 2023
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC7H6O4
Net Charge0
Average Mass154.121
Monoisotopic Mass154.02661
SMILESO=C1C=C(CO)C(=O)[C@@H]2O[C@H]12
InChIInChI=1S/C7H6O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,6-8H,2H2/t6-,7+/m1/s1
InChIKeyPLELZLHJHUZIGY-RQJHMYQMSA-N
Species of MetaboliteComponentSourceComments
Nemania serpens (ncbitaxon:109381) - PubMed (28441516) An endophytic fungus from a Riesling grapevine (Vitis vinifera) found in Canada's Niagara region
Roles Classification
Biological Role:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
phyllostine (CHEBI:145110) has role Penicillium metabolite (CHEBI:76964)
phyllostine (CHEBI:145110) is a cyclic ketone (CHEBI:3992)
phyllostine (CHEBI:145110) is a epoxide (CHEBI:32955)
phyllostine (CHEBI:145110) is a primary allylic alcohol (CHEBI:134394)
IUPAC Name 
(1R,6S)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
Synonyms  Source
(−)-phyllostineSUBMITTER
epoxygentisylquinoneChemIDplus
5,6-epoxygentisylquinoneMetaCyc
UniProt Name  Source
phyllostineUniProt
Manual XrefsDatabases
CPD-16724MetaCyc
Registry NumbersSources
CAS:27270-89-9ChemIDplus
Citations