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CHEBI:156385 - shanorellin

ChEBI IDCHEBI:156385
ChEBI Nameshanorellin
Stars
DefinitionA member of the class monohydroxy-1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2, 3, 5 and 6 are replaced by hydroxy, methyl, methyl and hydroxymethyl groups, respectively. It is a secondary metabolite synthesized by several fungi of the Ascomycota phylum.
Last Modified25 August 2020
SubmitterMartin Larralde
DownloadsMolfile
FormulaC9H10O4
Net Charge0
Average Mass182.175
Monoisotopic Mass182.05791
SMILESCC1=C(O)C(=O)C(CO)=C(C)C1=O
InChIInChI=1S/C9H10O4/c1-4-6(3-10)9(13)8(12)5(2)7(4)11/h10,12H,3H2,1-2H3
InChIKeyISBZQQHZWPNKOK-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Shanorella spirotricha (ncbitaxon:113410) - DOI (10.1016/S0031-9422(00)85674-5)
Chaetomium globosum CBS 148.51 (ncbitaxon:306901) - DOI (10.1039/C4MD00352G)
Roles Classification
Biological Role:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
shanorellin (CHEBI:156385) has role fungal metabolite (CHEBI:76946)
shanorellin (CHEBI:156385) is a diol (CHEBI:23824)
shanorellin (CHEBI:156385) is a monohydroxy-1,4-benzoquinones (CHEBI:67273)
shanorellin (CHEBI:156385) is a β-hydroxy ketone (CHEBI:55380)
IUPAC Name 
2-hydroxy-6-(hydroxymethyl)-3,5-dimethylcyclohexa-2,5-diene-1,4-dione
Synonyms  Source
2,6-dimethyl-3-hydroxymethyl-5-hydroxy-1,4-benzoquinoneChemIDplus
2-hydroxy-6-hydroxymethyl-3,5-dimethyl-2,5-cyclohexadiene-1,4-dioneChemIDplus
2-hydroxy-6-hydroxymethyl-3,5-dimethyl-1,4-benzoquinoneChEBI
Registry NumbersSources
CAS:22631-97-6ChemIDplus
Citations