CHEBI:5356 - ginkgolide B

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ChEBI Name ginkgolide B
ChEBI ID CHEBI:5356
Definition A ginkgolide in which the pro-R hydrogens at positions 6, 12, and 17 of the 8-tert-butyl-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione ginkgolide skeleton have been replaced by hydroxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H24O10
Net Charge 0
Average Mass 424.399
Monoisotopic Mass 424.137
InChI InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17?,18?,19-,20-/m1/s1
InChIKey SQOJOAFXDQDRGF-NNGCZKEZSA-N
SMILES C123[C@]4([C@]5([C@@H](C(=O)O[C@]5([C@@H]1O)[H])C)O)O[C@H]6C2([C@](C(C)(C)C)(C[C@]3(OC4=O)[H])[H])[C@H](C(=O)O6)O
Metabolite of Species Details
Ginkgo biloba (NCBI:txid3311) Found in root (BTO:0001188). Isolated from root bark See: PubMed
Roles Classification
Biological Role(s): platelet-activating factor receptor antagonist
An antagonist that acts at the platelet-activating factor receptor.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via ginkgolide )
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ginkgolide B (CHEBI:5356) has role antineoplastic agent (CHEBI:35610)
ginkgolide B (CHEBI:5356) has role neuroprotective agent (CHEBI:63726)
ginkgolide B (CHEBI:5356) has role platelet-activating factor receptor antagonist (CHEBI:134182)
ginkgolide B (CHEBI:5356) is a diterpene lactone (CHEBI:49193)
ginkgolide B (CHEBI:5356) is a ginkgolide (CHEBI:136909)
IUPAC Name
(1R,3R,6R,8S,10R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
Manual Xrefs Databases
C00035830 KNApSAcK
C07602 KEGG COMPOUND
DB06744 DrugBank
HMDB0036861 HMDB
LMPR0104540002 LIPID MAPS
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Registry Numbers Types Sources
15291-77-7 CAS Registry Number ChemIDplus
4727611 Reaxys Registry Number Reaxys
8173450 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
02 August 2017