CHEBI:66727 - papyriflavonol A

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ChEBI Name papyriflavonol A
Definition A pentahydroxyflavone that is flavone substituted with hydroxy groups at positions 3, 5, 7, 3' and 4' and prenyl groups at positions 6 and 5'. Isolated from Broussonetia papyrifera, it exhibits inhibitory activity against phospholipase A2 and tyrosinase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H26O7
Net Charge 0
Average Mass 438.46970
Monoisotopic Mass 438.16785
InChI InChI=1S/C25H26O7/c1-12(2)5-7-14-9-15(10-18(27)21(14)28)25-24(31)23(30)20-19(32-25)11-17(26)16(22(20)29)8-6-13(3)4/h5-6,9-11,26-29,31H,7-8H2,1-4H3
SMILES CC(C)=CCc1cc(cc(O)c1O)-c1oc2cc(O)c(CC=C(C)C)c(O)c2c(=O)c1O
Metabolite of Species Details
Broussonetia papyrifera (NCBI:txid172644) Found in root (BTO:0001188). Previous component: root bark; See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC (phospholipase A2) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of phospholipase A2 (EC
EC (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing papyriflavonol A (CHEBI:66727) has role EC (tyrosinase) inhibitor (CHEBI:59997)
papyriflavonol A (CHEBI:66727) has role EC (phospholipase A2) inhibitor (CHEBI:50469)
papyriflavonol A (CHEBI:66727) has role metabolite (CHEBI:25212)
papyriflavonol A (CHEBI:66727) is a 3'-hydroxyflavonoid (CHEBI:27741)
papyriflavonol A (CHEBI:66727) is a flavonols (CHEBI:28802)
papyriflavonol A (CHEBI:66727) is a pentahydroxyflavone (CHEBI:25883)
Synonyms Sources
3,5,7,3',4'-pentahydroxy-6,5'-di-(3-methyl-2-butenyl)flavone ChEBI
5,7,3',4'-tetrahydroxy-6,5'-di-(γ,γ-dimethylallyl)-flavonol ChEBI
broussonol E ChEBI
Manual Xrefs Databases
KR20050054712 Patent
View more database links
Registry Number Type Source
8955040 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11395279 PubMed citation Europe PMC
11705451 PubMed citation Europe PMC
12612436 PubMed citation Europe PMC
15595416 PubMed citation Europe PMC
15636183 PubMed citation Europe PMC
20334130 PubMed citation Europe PMC
21030824 PubMed citation Europe PMC
IND43976251 Agricola citation Europe PMC
Last Modified
12 July 2013