Summary

IMPPAT Phytochemical identifier: IMPHY003215

Phytochemical name: 5-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]-1-(2-hydroxyethyl)pyridin-1-ium-3-carboxylate

Synonymous chemical names:
lonijaposide c

External chemical identifiers:
CID:24879106, ChEMBL:CHEMBL515693

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Chemical structure information

SMILES:
OCC[n+]1cc(/C=C/[C@H]2[C@@H](C=C)[C@@H](OC=C2C(=O)O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)cc(c1)C(=O)[O-]

InChI:
InChI=1S/C24H29NO12/c1-2-14-15(4-3-12-7-13(21(31)32)9-25(8-12)5-6-26)16(22(33)34)11-35-23(14)37-24-20(30)19(29)18(28)17(10-27)36-24/h2-4,7-9,11,14-15,17-20,23-24,26-30H,1,5-6,10H2,(H-,31,32,33,34)/b4-3+/t14-,15+,17-,18-,19+,20-,23+,24+/m1/s1

InChIKey:
DXFHNEGQVDLRDO-KBCYOOEFSA-N

DeepSMILES:
OCC[n+]cc/C=C/[C@H][C@@H]C=C))[C@@H]OC=C6C=O)O)))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))))))ccc6)C=O)[O-]

Functional groups:
C=CC, CO, CO[C@H](C)O[C@H]1CCC(C(=O)O)=CO1, c/C=C/C, cC(=O)[O-], c[n+](c)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC(C=Cc2ccc[nH+]c2)CC(OC2CCCCO2)O1

Scaffold Graph/Node level:
C1CCC(OC2CC(CCC3CCCNC3)CCO2)OC1

Scaffold Graph level:
C1CCC(CCC2CCCC(CC3CCCCC3)C2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids, Alkaloids

NP Classifier Superclass: Monoterpenoids, Nicotinic acid alkaloids

NP Classifier Class: Secoiridoid monoterpenoids, Pyridine alkaloids

NP-Likeness score: 2.392

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Chemical structure download