CHEBI:5356 - ginkgolide B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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ginkgolide skeleton have been replaced by hydroxy groups.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
Download Molfile XML SDF
Formula C20H24O10
Net Charge 0
Average Mass 424.399
Monoisotopic Mass 424.13695
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
View more database links
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
15910800 PubMed citation Europe PMC
23695070 PubMed citation Europe PMC
25749575 PubMed citation Europe PMC
25755731 PubMed citation Europe PMC
25869596 PubMed citation Europe PMC
25887229 PubMed citation Europe PMC
26059355 PubMed citation Europe PMC
26064244 PubMed citation Europe PMC
26246869 PubMed citation Europe PMC
26382046 PubMed citation Europe PMC
26768586 PubMed citation Europe PMC
26775663 PubMed citation Europe PMC
26983247 PubMed citation Europe PMC
27182682 PubMed citation Europe PMC
27261579 PubMed citation Europe PMC
27306494 PubMed citation Europe PMC
27323179 PubMed citation Europe PMC
27744452 PubMed citation Europe PMC
27973574 PubMed citation Europe PMC
28234255 PubMed citation Europe PMC
28416372 PubMed citation Europe PMC
28689387 PubMed citation Europe PMC
28712049 PubMed citation Europe PMC
Last Modified
02 August 2017