Summary

IMPPAT Phytochemical identifier: IMPHY006731

Phytochemical name: (1R,6R,7S,8S,9R,10S,11R,12R,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-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 c

External chemical identifiers:
CID:102004391, MolPort-039-052-356

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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@@H]([C@H]([C@@]24C(O1)OC(=O)[C@@H]2O)C(C)(C)C)O

InChI:
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

InChIKey:
AMOGMTLMADGEOQ-BSJQODTGSA-N

DeepSMILES:
O=CO[C@@H][C@@][C@@H]5C))O)[C@][C@][C@H]5O))[C@H]OC5=O)))[C@@H][C@H][C@]5CO8)OC=O)[C@@H]5O))))))CC)C)C)))O

Functional groups:
CO, COC(C)=O, COC1CCC(=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: 3.075

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Chemical structure download