Structure Database (LMSD)

Common Name
Ginkgolide A
Systematic Name
Synonyms
LM ID
LMPR0104540001
Formula
C20H24O9
Exact Mass
Calculate m/z
408.142035
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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)
FPUXKXIZEIDQKW-TVPHMGRTSA-N
InChi (Click to copy)
InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17?,18?,19-,20-/m1/s1
SMILES (Click to copy)
C123C[C@@]4([H])[C@](O)([C@]([H])(C)C(O4)=O)[C@]41C(O[C@]2([H])C[C@@]([H])(C(C)(C)C)C13[C@@H](O)C(O[C@H]1O4)=O)=O

Other Databases

Wikipedia
Ginkgolide
KEGG ID
C07601
CHEBI ID
5355
PubChem CID
21725806

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 6
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 351.59
Topological Polar Surface Area 136.87
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 1.38
Molar Refractivity 93.69

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Created at
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Updated at
7th Apr 2022