Summary

IMPPAT Phytochemical identifier: IMPHY001379

Phytochemical name: capsimine-3-O-beta-d-glucoside

Synonymous chemical names:
capsimine-3-o-beta-d-glucoside

External chemical identifiers:
CID:44575895, ChEMBL:CHEMBL504696

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H](C3C([C@H]3CC[C@H](CN3)C)C)O)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C33H55NO7/c1-17-5-8-24(34-15-17)18(2)27-25(36)14-23-21-7-6-19-13-20(9-11-32(19,3)22(21)10-12-33(23,27)4)40-31-30(39)29(38)28(37)26(16-35)41-31/h6,17-18,20-31,34-39H,5,7-16H2,1-4H3/t17-,18?,20+,21-,22+,23+,24-,25-,26-,27?,28-,29+,30-,31-,32+,33+/m1/s1

InChIKey:
LXITVHCOOLDNBB-OKWZAMTBSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@H]CC[C@]C=CC[C@@H][C@@H]6CC[C@][C@H]6C[C@H]C5C[C@H]CC[C@H]CN6))C)))))C)))O))))C))))))))C6))C))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC=C(C)C, CNC, CO, CO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=C2CC(OC3CCCCO3)CCC2C2CCC3C(CC4CCCCN4)CCC3C2C1

Scaffold Graph/Node level:
C1CCC(CC2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC32)NC1

Scaffold Graph level:
C1CCC(CC2CCC3C(CCC4C5CCC(CC6CCCCC6)C5CCC34)C2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroidal glycosides

NP Classifier Biosynthetic pathway: Alkaloids, Terpenoids

NP Classifier Superclass: Pseudoalkaloids

NP Classifier Class: Steroidal alkaloids

NP-Likeness score: 2.882

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Chemical structure download