CHEBI:5353 - ginkgetin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ginkgetin
ChEBI ID CHEBI:5353
Definition A biflavonoid that is the 7,4'-dimethyl ether derivative of amentoflavone. Isolated from Ginkgo biloba and Dioon, it exhibits anti-HSV-1, antineoplastic and inhibitory activities towards arachidonate 5-lipoxygenase and cyclooxygenase 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:65965
Supplier Information
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Formula C32H22O10
Net Charge 0
Average Mass 566.51110
Monoisotopic Mass 566.12130
InChI InChI=1S/C32H22O10/c1-39-18-10-20(34)30-23(37)13-27(41-28(30)11-18)16-5-8-25(40-2)19(9-16)29-21(35)12-22(36)31-24(38)14-26(42-32(29)31)15-3-6-17(33)7-4-15/h3-14,33-36H,1-2H3
InChIKey AIFCFBUSLAEIBR-UHFFFAOYSA-N
SMILES COc1cc(O)c2c(c1)oc(cc2=O)-c1ccc(OC)c(c1)-c1c(O)cc(O)c2c1oc(cc2=O)-c1ccc(O)cc1
Metabolite of Species Details
Cephalotaxus harringtonia var. drupacea (NCBI:txid224739) Found in twig (BTO:0001411). See: PubMed
Cephalotaxus harringtonia var. drupacea (NCBI:txid224739) Found in leaf (BTO:0000713). See: PubMed
Ginkgo biloba (NCBI:txid3311) Found in leaf (BTO:0000713). See: PubMed
Dacrydium (NCBI:txid56889) Found in branch (BTO:0000148). Previous component: branchlet; See: PubMed
Dacrydium (NCBI:txid56889) Found in leaf (BTO:0000713). See: PubMed
Cephalotaxus harringtonia (NCBI:txid58029) See: DOI
Dioon (NCBI:txid58032) See: DOI
Selanginella moellendorfii (NCBI:txid88036) See: PubMed
Roles Classification
Biological Role(s): anti-HSV-1 agent
An anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-1.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor
A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ginkgetin (CHEBI:5353) has functional parent amentoflavone (CHEBI:2631)
ginkgetin (CHEBI:5353) has role anti-HSV-1 agent (CHEBI:64953)
ginkgetin (CHEBI:5353) has role antineoplastic agent (CHEBI:35610)
ginkgetin (CHEBI:5353) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
ginkgetin (CHEBI:5353) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964)
ginkgetin (CHEBI:5353) has role metabolite (CHEBI:25212)
ginkgetin (CHEBI:5353) is a biflavonoid (CHEBI:50128)
ginkgetin (CHEBI:5353) is a hydroxyflavone (CHEBI:24698)
ginkgetin (CHEBI:5353) is a methoxyflavone (CHEBI:25241)
ginkgetin (CHEBI:5353) is a ring assembly (CHEBI:36820)
IUPAC Name
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-4H-chromen-4-one
Synonyms Sources
4''',5,5'',7''-tetrahydroxy-4',7-dimethoxy-(3'→8'')-biflavone ChEBI
5,7-dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl)-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChEBI
amentoflavone 7,4'-dimethyl ether ChEBI
Amentoflavone 7,4'-dimethyl ether KEGG COMPOUND
Ginkgetin KEGG COMPOUND
Manual Xrefs Databases
C00001044 KNApSAcK
C10048 KEGG COMPOUND
LMPK12040003 LIPID MAPS
LSM-42758 LINCS
View more database links
Registry Numbers Types Sources
381052 Reaxys Registry Number Reaxys
481-46-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1329635 PubMed citation Europe PMC
16327145 PubMed citation Europe PMC
9134745 PubMed citation Europe PMC
Last Modified
26 February 2016