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CHEBI:8881 - robustaflavone

ChEBI IDCHEBI:8881
ChEBI Namerobustaflavone
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:66307
Last Modified28 July 2014
DownloadsMolfile
FormulaC30H18O10
Net Charge0
Average Mass538.464
Monoisotopic Mass538.09000
SMILESO=c1cc(-c2ccc(O)c(-c3c(O)cc4oc(-c5ccc(O)cc5)cc(=O)c4c3O)c2)oc2cc(O)cc(O)c12
InChIInChI=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
InChIKeyBORWSEZUWHQTOK-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Rhus succedanea (ncbitaxon:269721) seed kernel (BTO:0000668) PubMed (9806485)
Selaginella delicatula (IPNI:232058-2) whole plant (BTO:0001461) PubMed (10843573)
Thuja orientalis (ncbitaxon:58046) fruit (BTO:0000486) PubMed (19280159)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
RobustaflavoneKEGG COMPOUND
3',6''-BiapigeninKEGG 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-oneChEBI
Manual XrefsDatabases
C10179KEGG COMPOUND
LMPK12040005LIPID MAPS
C00001094KNApSAcK
Registry NumbersSources
Reaxys:1613734Reaxys
CAS:49620-13-5KEGG COMPOUND
CAS:49620-13-5ChemIDplus
Citations