CHEBI:69471 - purpurquinone C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name purpurquinone C
ChEBI ID CHEBI:69471
Definition An azaphilone that is 1H-isochromene-6,8(7H,8aH)-dione substituted by a prop-1-en-1-yl group at position 3, a hydroxy group at position 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H20O8
Net Charge 0
Average Mass 400.37870
Monoisotopic Mass 400.11582
InChI InChI=1S/C21H20O8/c1-4-5-14-7-12-8-16(24)20(3,19(26)21(12,27)10-28-14)29-18(25)17-11(2)6-13(22)9-15(17)23/h4-9,22-23,27H,10H2,1-3H3/b5-4+/t20-,21-/m1/s1
InChIKey MZHBZSGFVGKNQP-QLAYCGNHSA-N
SMILES C\C=C\C1=CC2=CC(=O)[C@@](C)(OC(=O)c3c(C)cc(O)cc3O)C(=O)[C@@]2(O)CO1
Metabolite of Species Details
Penicillium purpurogenum (NCBI:txid28575) Found in mycelium (BTO:0001436). Ethylacetate extract of fermentation broth and acetone extract of mycelia of strain JS03 21 See: PubMed
Roles Classification
Biological Role(s): 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.
(via azaphilone )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing purpurquinone C (CHEBI:69471) has functional parent o-orsellinic acid (CHEBI:32807)
purpurquinone C (CHEBI:69471) has role Penicillium metabolite (CHEBI:76964)
purpurquinone C (CHEBI:69471) is a azaphilone (CHEBI:50941)
purpurquinone C (CHEBI:69471) is a benzoate ester (CHEBI:36054)
purpurquinone C (CHEBI:69471) is a enone (CHEBI:51689)
purpurquinone C (CHEBI:69471) is a isochromenes (CHEBI:38761)
purpurquinone C (CHEBI:69471) is a polyketide (CHEBI:26188)
purpurquinone C (CHEBI:69471) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(7R,8aS)-8a-hydroxy-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 Number Type Source
21878451 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21879714 PubMed citation Europe PMC
Last Modified
07 February 2018