CHEBI:79087 - isoginkgetin

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ChEBI Name isoginkgetin
ChEBI ID CHEBI:79087
Definition A biflavonoid resulting from the formal oxidative dimerisation between position 8 of one molecule of 5,7-dihydroxy-4'-methoxyflavone and the 3' position of another. Found in the leaves of Ginkgo biloba, it is a potent inhibitor of matrix metalloproteinase 9 (MMP-9).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C32H22O10
Net Charge 0
Average Mass 566.51110
Monoisotopic Mass 566.12130
InChI InChI=1S/C32H22O10/c1-39-18-6-3-15(4-7-18)26-14-24(38)31-22(36)12-21(35)29(32(31)42-26)19-9-16(5-8-25(19)40-2)27-13-23(37)30-20(34)10-17(33)11-28(30)41-27/h3-14,33-36H,1-2H3
InChIKey HUOOMAOYXQFIDQ-UHFFFAOYSA-N
SMILES COc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)c(-c3cc(ccc3OC)-c3cc(=O)c4c(O)cc(O)cc4o3)c2o1
Roles Classification
Biological Role(s): EC 3.4.24.35 (gelatinase B) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase B (EC 3.4.24.35).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isoginkgetin (CHEBI:79087) has functional parent 5,7-dihydroxy-4'-methoxyflavone (CHEBI:15335)
isoginkgetin (CHEBI:79087) has role antineoplastic agent (CHEBI:35610)
isoginkgetin (CHEBI:79087) has role EC 3.4.24.35 (gelatinase B) inhibitor (CHEBI:79088)
isoginkgetin (CHEBI:79087) has role plant metabolite (CHEBI:76924)
isoginkgetin (CHEBI:79087) is a aromatic ether (CHEBI:35618)
isoginkgetin (CHEBI:79087) is a biflavonoid (CHEBI:50128)
IUPAC Name
8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Synonyms Sources
4',4'''-dimethylamentoflavone ChemIDplus
iso-ginkgetin ChemIDplus
Manual Xrefs Databases
HMDB0033937 HMDB
LSM-25622 LINCS
View more database links
Registry Numbers Types Sources
381336 Reaxys Registry Number Reaxys
548-19-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17121913 PubMed citation Europe PMC
17761896 PubMed citation Europe PMC
18826947 PubMed citation Europe PMC
22500807 PubMed citation Europe PMC
23624148 PubMed citation Europe PMC
23627438 PubMed citation Europe PMC
24628445 PubMed citation Europe PMC
Last Modified
25 February 2016