Summary

IMPPAT Phytochemical identifier: IMPHY006798

Phytochemical name: (1R,3R,6R,7S,8S,9R,10S,11R,12S,13R,16S,17S)-8-tert-butyl-6,9,12-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 m

External chemical identifiers:
CID:101599977

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Chemical structure information

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

InChI:
InChI=1S/C20H24O10/c1-5-6-8(27-13(5)24)10(22)19-12-7(21)9(17(2,3)4)18(19)11(23)14(25)29-16(18)30-20(6,19)15(26)28-12/h5-12,16,21-23H,1-4H3/t5-,6-,7+,8+,9-,10+,11-,12+,16-,18-,19+,20-/m0/s1

InChIKey:
KDKROYXEHCYLJQ-QAAHAZFKSA-N

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

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: 3.019

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Chemical structure download