Structure Database (LMSD)

Common Name
Ginkgolide C
Systematic Name
Synonyms
LM ID
LMPR0104540003
Formula
C20H24O11
Exact Mass
Calculate m/z
440.131866
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]

Biological Context

Ginkgolide C is a flavone first extracted from G. biloba leaves with multiple reported biological functions. It has been identified as a selective platelet activating factor receptor antagonist (IC50 = 37.6 μM).1 Ginkgolide C has also been shown to increase lipolysis and to inhibit adipogenesis in adipocytes via the activated AMPK pathway.2

This information has been provided by Cayman Chemical

References

1. Braquet, P., Esanu, A., Buisine, E., et al. Recent progress in ginkgolide research. Med. Res. Rev. 11(3), 295-355 (1991).
1. Braquet, P., Esanu, A., Buisine, E., et al. Recent progress in ginkgolide research. Med. Res. Rev. 11(3), 295-355 (1991).
2. Liou, C.-J., Lai, X.-Y., Chen, Y.-L., et al. Ginkgolide C suppresses adipogenesis in 3T3-L1 adipocytes via the AMPK signaling pathway. Evid. Based Complement. Alternat. Med. 2015:298635, (2015).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ginkgo biloba (#3311)
Ginkgoopsida (#29811)
Structure and absolute configuration of ginkgolide B characterized by IR- and VCD spectroscopy.,
Chirality, 2010
Pubmed ID: 19455619

String Representations

InChiKey (Click to copy)
AMOGMTLMADGEOQ-AEXCBEIUSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C123[C@@H](O)[C@@]4([H])[C@](O)([C@H](C)C(O4)=O)[C@]41C(O[C@]2([H])[C@@H]([C@@H](C(C)(C)C)C13[C@@H](O)C(O[C@H]1O4)=O)O)=O

Other Databases

Wikipedia
Ginkgolide
KEGG ID
C07603
CHEBI ID
5357
PubChem CID
11826309
Cayman ID
19872

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 369.17
Topological Polar Surface Area 177.33
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 11
logP -0.11
Molar Refractivity 97.50

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Created at
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Updated at
27th May 2025