Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID007644

Phytochemical name: Seneciphylline

Synonymous chemical names:
seneciophylline, Seneciphylline, jacodine, seneciphylline

External chemical identifiers:
CID:CID_5281750, ChEMBL:CHEMBL523911, ChEBI:CHEBI:9108, ZINC:ZINC000095627757, FDASRS:0ZYZ9L5454, SureChEMBL:SCHEMBL177867, MolPort-004-955-368

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Chemical structure information

SMILES:
C/C=C\1/CC(=C)[C@@](C)(O)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3

InChI:
InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1

InChIKey:
FCEVNJIUIMLVML-QPSVUOIXSA-N

DeepSMILES:
C/C=C/CC=C)[C@@]C)O)C=O)OCC=CCN[C@H]5[C@H]OC/%15=O)))CC5

Functional groups:
C/C=C(/C)C(=O)OC, C=C(C)C, CO, COC(=O)C, CC=C(C)C, CN(C)C

Link to spectral information:
MSBNK-NaToxAq-NA002838, MSBNK-NaToxAq-NA003215, MSBNK-NaToxAq-NA003216, MSBNK-NaToxAq-NA003217, MSBNK-NaToxAq-NA003218, MSBNK-NaToxAq-NA003580, MSBNK-NaToxAq-NA003581, MSBNK-NaToxAq-NA003582, MSBNK-NaToxAq-NA003583, MSBNK-NaToxAq-NA002837, MSBNK-NaToxAq-NA003579, MSBNK-NaToxAq-NA002836, MSBNK-NaToxAq-NA003214, MSBNK-NaToxAq-NA002834, MSBNK-NaToxAq-NA002443, MSBNK-NaToxAq-NA002835, MSBNK-NaToxAq-NA002442, MSBNK-NaToxAq-NA002441, MSBNK-NaToxAq-NA002440, MSBNK-NaToxAq-NA002439, MSBNK-Fiocruz-FIO00244, MSBNK-Fiocruz-FIO00243, MSBNK-Fiocruz-FIO00242, MSBNK-Fiocruz-FIO00241, MSBNK-Fiocruz-FIO00240

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CC(=C)C(=O)OC2CCN3CC=C(COC(=O)C1)C23

Scaffold Graph/Node level:
CC1CC(O)OCC2CCN3CCC(OC(O)C(C)C1)C23

Scaffold Graph level:
CC1CCC2CCC3CCC(CC(C)C(C)CC(C)C1)C23

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 2.861

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Chemical structure download