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CHEBI:69469 - purpurquinone A

ChEBI IDCHEBI:69469
ChEBI Namepurpurquinone A
Stars
DefinitionAn azaphilone that is 1H-isochromene-6,8(7H,8aH)-dione substituted by a prop-1-en-1-yl group at position 3, hydroxy groups at positions 1 and 8a, a methyl group at position 7 and a (2,4-dihydroxy-6-methylbenzoyl)oxy group at position 7. It has been isolated from Penicillium purpurogenum.
Last Modified7 February 2018
DownloadsMolfile
FormulaC21H20O9
Net Charge0
Average Mass416.382
Monoisotopic Mass416.11073
SMILESC/C=C/C1=CC2=CC(=O)[C@@](C)(OC(=O)c3c(C)cc(O)cc3O)C(=O)[C@@]2(O)[C@@H](O)O1
InChIInChI=1S/C21H20O9/c1-4-5-13-7-11-8-15(24)20(3,18(26)21(11,28)19(27)29-13)30-17(25)16-10(2)6-12(22)9-14(16)23/h4-9,19,22-23,27-28H,1-3H3/b5-4+/t19-,20+,21+/m0/s1
InChIKeyAWAFQUDYYMTSLY-QWOQCBQGSA-N
Species of MetaboliteComponentSourceComments
Penicillium purpurogenum (ncbitaxon:28575) mycelium (BTO:0001436) PubMed (21879714) Ethylacetate extract of fermentation broth and acetone extract of mycelia Strain: JS03 21
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
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)
purpurquinone A (CHEBI:69469) has functional parent o-orsellinic acid (CHEBI:32807)
purpurquinone A (CHEBI:69469) has role Penicillium metabolite (CHEBI:76964)
purpurquinone A (CHEBI:69469) is a azaphilone (CHEBI:50941)
purpurquinone A (CHEBI:69469) is a benzoate ester (CHEBI:36054)
purpurquinone A (CHEBI:69469) is a enone (CHEBI:51689)
purpurquinone A (CHEBI:69469) is a isochromenes (CHEBI:38761)
purpurquinone A (CHEBI:69469) is a polyketide (CHEBI:26188)
purpurquinone A (CHEBI:69469) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(1S,7R,8aS)-1,8a-dihydroxy-7-methyl-6,8-dioxo-3-[(1E)-prop-1-en-1-yl]-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 2,4-dihydroxy-6-methylbenzoate
Registry NumbersSources
Reaxys:21878452Reaxys
Citations