Summary

IMPPAT Phytochemical identifier: IMPHY013349

Phytochemical name: Limonin 17-beta-D-glucopyranoside

Synonymous chemical names:
17-β-d-glucopyranosides of limonin, limonin-17-beta-d-glucopyranoside, limonin-17beta-d-glucoside

External chemical identifiers:
CID:24820753, ChEBI:16063, ZINC:ZINC000087493118, FDASRS:9553Q8Z7PF

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@H]([C@]2(C)CC[C@H]3[C@@]([C@@]42O[C@@H]4C(=O)O)(C)C(=O)C[C@@H]2[C@]43COC(=O)C[C@@H]4OC2(C)C)c2cocc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C32H42O14/c1-28(2)17-9-18(34)30(4)16(31(17)13-42-20(35)10-19(31)45-28)5-7-29(3,32(30)25(46-32)26(39)40)24(14-6-8-41-12-14)44-27-23(38)22(37)21(36)15(11-33)43-27/h6,8,12,15-17,19,21-25,27,33,36-38H,5,7,9-11,13H2,1-4H3,(H,39,40)/t15-,16+,17+,19+,21-,22+,23-,24+,25-,27+,29+,30+,31-,32-/m1/s1

InChIKey:
FYIKIBQJAJRKQM-WNCNYDOCSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@H][C@]C)CC[C@H][C@@][C@]6O[C@@H]3C=O)O)))))C)C=O)C[C@@H][C@@]6COC=O)C[C@@H]6OC9C)C)))))))))))))))))ccocc5)))))))[C@@H][C@H][C@@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2OCC3CC(=O)C4C(CCC(C(OC5CCCCO5)c5ccoc5)C45CO5)C32CO1

Scaffold Graph/Node level:
OC1CC2OCC3CC(O)C4C(CCC(C(OC5CCCCO5)C5CCOC5)C45CO5)C32CO1

Scaffold Graph level:
CC1CCC23C(CCC2CC(C)C2C3CCC(C(CC3CCCCC3)C3CCCC3)C23CC3)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Triterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 2.921

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Chemical structure download