CHEBI:145110 - phyllostine

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ChEBI Name phyllostine
ChEBI ID CHEBI:145110
Definition An epoxide resulting from epoxidation of the 5-6 double bond of 2-(hydroxymethyl)-1,4-benzoquinone (the 5S,6R enantiomer).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C7H6O4
Net Charge 0
Average Mass 154.121
Monoisotopic Mass 154.02661
InChI InChI=1S/C7H6O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,6-8H,2H2/t6-,7+/m1/s1
InChIKey PLELZLHJHUZIGY-RQJHMYQMSA-N
SMILES C1(C(=CC([C@@H]2[C@H]1O2)=O)CO)=O
Metabolite of Species Details
Nemania serpens (NCBI:txid109381) An endophytic fungus from a Riesling grapevine (Vitis vinifera) found in Canada's Niagara region See: PubMed
Roles Classification
Biological Role(s): Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(−)-phyllostine SUBMITTER
5,6-epoxygentisylquinone MetaCyc
epoxygentisylquinone ChemIDplus
phyllostine UniProt
Manual Xref Database
CPD-16724 MetaCyc
View more database links
Registry Number Type Source
27270-89-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22312735 PubMed citation Europe PMC
23678814 PubMed citation Europe PMC
2605253 PubMed citation Europe PMC
28441516 PubMed citation Europe PMC
418806 PubMed citation Europe PMC
43192 PubMed citation Europe PMC
508294 PubMed citation SUBMITTER
Last Modified
22 August 2023