CHEBI:8881 - robustaflavone

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ChEBI Name robustaflavone
ChEBI ID CHEBI:8881
Definition A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-6 of the chromene ring. Isolated from Thuja orientalis and Rhus succedanea it exhibits antioxidant, cytotoxic and anti-hepatitis B activity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66307
Supplier Information
Download Molfile XML SDF
Formula C30H18O10
Net Charge 0
Average Mass 538.45790
Monoisotopic Mass 538.090
InChI InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)23-11-22(37)29-26(39-23)12-20(35)27(30(29)38)17-7-14(3-6-18(17)33)24-10-21(36)28-19(34)8-16(32)9-25(28)40-24/h1-12,31-35,38H
InChIKey BORWSEZUWHQTOK-UHFFFAOYSA-N
SMILES Oc1ccc(cc1)-c1cc(=O)c2c(O)c(c(O)cc2o1)-c1cc(ccc1O)-c1cc(=O)c2c(O)cc(O)cc2o1
Metabolite of Species Details
Selaginella delicatula (IPNI:232058-2) Found in whole plant (BTO:0001461). See: PubMed
Rhus succedanea (NCBI:txid269721) Found in seed kernel (BTO:0000668). See: PubMed
Thuja orientalis (NCBI:txid58046) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): anti-HBV agent
An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing robustaflavone (CHEBI:8881) has role anti-HBV agent (CHEBI:64951)
robustaflavone (CHEBI:8881) has role antineoplastic agent (CHEBI:35610)
robustaflavone (CHEBI:8881) has role antioxidant (CHEBI:22586)
robustaflavone (CHEBI:8881) has role metabolite (CHEBI:25212)
robustaflavone (CHEBI:8881) is a biflavonoid (CHEBI:50128)
robustaflavone (CHEBI:8881) is a hydroxyflavone (CHEBI:24698)
robustaflavone (CHEBI:8881) is a ring assembly (CHEBI:36820)
Incoming robustaflavone 7,4',7''-trimethyl ether (CHEBI:66308) has functional parent robustaflavone (CHEBI:8881)
IUPAC Name
6-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Synonyms Sources
3',6''-Biapigenin KEGG COMPOUND
6-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChEBI
Robustaflavone KEGG COMPOUND
Database Links Databases
C00001094 KNApSAcK
C10179 KEGG COMPOUND
LMPK12040005 LIPID MAPS
View more database links
Registry Numbers Types Sources
1613734 Reaxys Registry Number Reaxys
49620-13-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10843573 PubMed citation Europe PMC
19280159 PubMed citation Europe PMC
9806485 PubMed citation Europe PMC
Last Modified
28 July 2014