CHEBI:3960 - cupressuflavone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cupressuflavone
ChEBI ID CHEBI:3960
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:65695
Supplier Information eMolecules:4368379, ZINC000004098511
Download Molfile XML SDF
Formula C30H18O10
Net Charge 0
Average Mass 538.45790
Monoisotopic Mass 538.09000
InChI InChI=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
InChIKey LADPNODMUXOPRG-UHFFFAOYSA-N
SMILES Oc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)c(-c3c(O)cc(O)c4c3oc(cc4=O)-c3ccc(O)cc3)c2o1
Metabolite of Species Details
Juniperus occidentalis (NCBI:txid114265) Found in root (BTO:0001188). See: PubMed
Glossostemon bruguieri (NCBI:txid133565) Found in root (BTO:0001188). See: DOI
Cupressus sempervirens (NCBI:txid13469) Found in leaf (BTO:0000713). See: DOI
Microbiota decussata (NCBI:txid13614) Found in leaf (BTO:0000713). See: PubMed
Cupressus cashmeriana (NCBI:txid187464) Found in leaf (BTO:0000713). See: DOI
Thuja orientalis (NCBI:txid58046) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
4',4''',5,5'',7,7''-hexahydroxy-8-8''-biflavone ChEBI
8,8''-Biapigenin KEGG COMPOUND
Cupressuflavone KEGG COMPOUND
Manual Xrefs Databases
C00001034 KNApSAcK
C10034 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1278120 Reaxys Registry Number Reaxys
3952-18-9 CAS Registry Number KEGG COMPOUND
Citations
Xu GH, Ryoo IJ, Kim YH, Choo SJ, Yoo ID (2009)
Free radical scavenging and antielastase activities of flavonoids from the fruits of Thuja orientalis.
Archives of pharmacal research 32, 275-282 [PubMed:19280159]
[show Abstract]
Nakanishi T, Inatomi Y, Murata H, Iida N, Inada A, Lang FA, Murata J (2002)
Phytochemical study on American plants I. Two new phenol glucosides, together with known biflavones and diterpene, from leaves of Juniperus occidentalis Hook.
Chemical & pharmaceutical bulletin 50, 1358-1361 [PubMed:12372862]
[show Abstract]
Krauze-Baranowska M, Mardarowicz M, Wiwart M (2002)
The chemical composition of Microbiota decussata.
Zeitschrift fur Naturforschung. C, Journal of biosciences 57, 998-1003 [PubMed:12562084]
[show Abstract]
Last Modified
28 July 2014