Summary

IMPPAT Phytochemical identifier: IMPHY006730

Phytochemical name: (1S,3R,6R,7S,8S,10R,11R,12S,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

Synonymous chemical names:
ginkgolide b

External chemical identifiers:
CID:101599976

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Chemical structure information

SMILES:
O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@]13[C@]4([C@@H]2O)[C@H](OC3=O)C[C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C

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-UCTPIWQVSA-N

DeepSMILES:
O=CO[C@@H][C@@][C@@H]5C))O)[C@@][C@][C@@H]5O))[C@H]OC5=O)))C[C@H][C@]5[C@H]O8)OC=O)[C@@H]5O))))))CC)C)C

Functional groups:
CC(=O)OC, CO, COC(C)=O, CO[C@H]1CCC(=O)O1

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2C(CC34C5CCC36CC(=O)OC6OC24C(=O)O5)O1

Scaffold Graph/Node level:
OC1CC2C(CC34C5CCC36CC(O)OC6OC24C(O)O5)O1

Scaffold Graph level:
CC1CC2CC34C5CCC36CC(C)CC6CC4(C(C)C5)C2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Picrotoxane sesquiterpenoids

NP-Likeness score: 3.224

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Chemical structure download