CHEBI:3960 - cupressuflavone

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 sempervirens (ncbitaxon:13469) leaf (BTO:0000713) DOI (10.1021/np50051a032)
Glossostemon bruguieri (ncbitaxon:133565) root (BTO:0001188) DOI (10.3390/80800614)
Microbiota decussata (ncbitaxon:13614) leaf (BTO:0000713) PubMed (12562084)
Cupressus cashmeriana (ncbitaxon:187464) leaf (BTO:0000713) DOI (10.1021/np50051a032)
Juniperus occidentalis (ncbitaxon:114265) root (BTO:0001188) PubMed (12372862)
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
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
CupressuflavoneKEGG COMPOUND
8,8''-BiapigeninKEGG COMPOUND
4',4''',5,5'',7,7''-hexahydroxy-8-8''-biflavoneChEBI
Manual XrefsDatabases
C10034KEGG COMPOUND
C00001034KNApSAcK
Registry NumbersSources
Reaxys:1278120Reaxys
CAS:3952-18-9KEGG COMPOUND
Citations