ginkgolide A   

GtoPdb Ligand ID: 1861

Comment: There is some ambiguity in the exact stereochemistry of ginkgolide A therefore representations on other databases may vary slightly from that shown here.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 128.59
Molecular weight 408.14
XLogP 1.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1OC2C(C1C)(O)C13C4(C2)C(OC3=O)CC(C24C(O1)OC(=O)C2O)C(C)(C)C
Isomeric SMILES O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13C4(C2)[C@H](OC3=O)C[C@H](C24[C@H](O1)OC(=O)C2O)C(C)(C)C
InChI 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
InChI Key FPUXKXIZEIDQKW-MSAFPSTDSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(1R,3R,8S,10R,13S,16S,17R)-8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione
Database Links
CAS Registry No. 15291-75-5 (source: Scifinder)
GtoPdb PubChem SID 135652684
PubChem CID 441293
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