Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H24O11 |
Molecular Weight | 440.3988 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 12 / 12 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]1([H])C(=O)O[C@@]2([H])[C@@]([H])([C@]34[C@@]5([H])[C@@]([H])([C@@]([H])(C(C)(C)C)[C@]64[C@]([H])(C(=O)O[C@@]6([H])O[C@@]3(C(=O)O5)[C@@]12O)O)O)O
InChI
InChIKey=AMOGMTLMADGEOQ-DTDWCABLSA-N
InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8+,9+,10-,11+,15+,17+,18-,19-,20-/m1/s1
Molecular Formula | C20H24O11 |
Molecular Weight | 440.3988 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 12 / 12 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/15038029Curator's Comment:: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26604665
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15038029
Curator's Comment:: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26604665
Ginkgolide C (GC, BN52022), is a terpene lactone constituent of Ginkgo biloba, the ginkgo tree, is the oldest living tree, with a long history of use in traditional Chinese medicine. Ginkgolide C is 25-fold less potent than ginkgolide B as a platelet activating factor receptor antagonist, due to the presence of the 7beta-OH. Ginkgolide C may not be bioavailable at clinically relevant concentrations due to rapid metabolism.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3432553
Curator's Comment:: Ginkgolide C is CNS active in animals. No human data available.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15038029
Curator's Comment:: 1967
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0046469 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2820421 |
37.6 µM [IC50] | ||
Target ID: CHEMBL2095172 |
16.3 µM [Ki] | ||
Target ID: CHEMBL250 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3432553 |
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Inhibition of the metabolism of platelet activating factor (PAF-acether) by three specific antagonists from Ginkgo biloba. | 1987 Sep 1 |
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Chemistry and biology of terpene trilactones from Ginkgo biloba. | 2004 Mar 19 |
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Ginkgolide C inhibits platelet aggregation in cAMP- and cGMP-dependent manner by activating MMP-9. | 2007 Dec |
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Modulation of CYP1A1 activity by a Ginkgo biloba extract in the human intestinal Caco-2 cells. | 2011 May 10 |
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Current Perspectives on the Beneficial Role of Ginkgo biloba in Neurological and Cerebrovascular Disorders. | 2015 |
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GABAA receptor cysteinyl mutants and the ginkgo terpenoid lactones bilobalide and ginkgolides. | 2016 Apr 15 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3432553
Unknown
Route of Administration:
Unknown
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18057723/
Ginkgolide C was shown to inhibit in vitro platelet aggregation at 100 µM through stimulation of matrix-metalloproteinase-9
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 16:20:32 UTC 2021
by
admin
on
Sat Jun 26 16:20:32 UTC 2021
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Record UNII |
32ZQ957R4A
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Record Status |
Validated (UNII)
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Record Version |
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M5731
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9867869
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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