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CHEBI:79087 - isoginkgetin

ChEBI IDCHEBI:79087
ChEBI Nameisoginkgetin
Stars
DefinitionA 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).
Last Modified25 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC32H22O10
Net Charge0
Average Mass566.518
Monoisotopic Mass566.12130
SMILESCOc1ccc(-c2cc(=O)c3c(O)cc(O)c(-c4cc(-c5cc(=O)c6c(O)cc(O)cc6o5)ccc4OC)c3o2)cc1
InChIInChI=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
InChIKeyHUOOMAOYXQFIDQ-UHFFFAOYSA-N
Roles Classification
Biological Roles:
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
4',4'''-dimethylamentoflavoneChemIDplus
iso-ginkgetinChemIDplus
Manual XrefsDatabases
HMDB0033937HMDB
LSM-25622LINCS
Registry NumbersSources
Reaxys:381336Reaxys
CAS:548-19-6ChemIDplus
Citations