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CHEBI:3960 - cupressuflavone

Default Structure
ChEBI IDCHEBI:3960
ChEBI Namecupressuflavone
Stars
DefinitionA biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities.
Secondary ChEBI IDCHEBI:65695
Last Modified28 July 2014
DownloadsMolfile
FormulaC30H18O10
Net Charge0
Average Mass538.464
Monoisotopic Mass538.09000
SMILESO=c1cc(-c2ccc(O)cc2)oc2c(-c3c(O)cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc34)c(O)cc(O)c12
InChIInChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)23-11-21(37)25-17(33)9-19(35)27(29(25)39-23)28-20(36)10-18(34)26-22(38)12-24(40-30(26)28)14-3-7-16(32)8-4-14/h1-12,31-36H
InChIKeyLADPNODMUXOPRG-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Cupressus cashmeriana (ncbitaxon:187464) leaf (BTO:0000713) DOI (10.1021/np50051a032)
Cupressus sempervirens (ncbitaxon:13469) leaf (BTO:0000713) DOI (10.1021/np50051a032)
Glossostemon bruguieri (ncbitaxon:133565) root (BTO:0001188) DOI (10.3390/80800614)
Juniperus occidentalis (ncbitaxon:114265) root (BTO:0001188) PubMed (12372862)
Microbiota decussata (ncbitaxon:13614) leaf (BTO:0000713) PubMed (12562084)
Thuja orientalis (ncbitaxon:58046) fruit (BTO:0000486) PubMed (19280159)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
EC 3.4.21.37 (leukocyte elastase) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the activity of leukocyte elastase (EC 3.4.21.37).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
cupressuflavone (CHEBI:3960) has role EC 3.4.21.37 (leukocyte elastase) inhibitor (CHEBI:64922)
cupressuflavone (CHEBI:3960) has role metabolite (CHEBI:25212)
cupressuflavone (CHEBI:3960) has role radical scavenger (CHEBI:48578)
cupressuflavone (CHEBI:3960) is a biflavonoid (CHEBI:50128)
cupressuflavone (CHEBI:3960) is a hydroxyflavone (CHEBI:24698)
cupressuflavone (CHEBI:3960) is a ring assembly (CHEBI:36820)
IUPAC Name 
5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-4H,4'H-8,8'-bichromene-4,4'-dione
Synonyms  Source
4',4''',5,5'',7,7''-hexahydroxy-8-8''-biflavoneChEBI
8,8''-BiapigeninKEGG COMPOUND
CupressuflavoneKEGG COMPOUND
Manual XrefsDatabases
C00001034KNApSAcK
C10034KEGG COMPOUND
Registry NumbersSources
Reaxys:1278120Reaxys
CAS:3952-18-9KEGG COMPOUND
Citations