Summary

IMPPAT Phytochemical identifier: IMPHY005914

Phytochemical name: Senecionine N-oxide

Synonymous chemical names:
senecionine n-oxide

External chemical identifiers:
CID:5380876, ChEMBL:CHEMBL471683, ChEBI:52070, ZINC:ZINC000004963259, MolPort-046-153-831

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Chemical structure information

SMILES:
C/C=C1/C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CC[N+]3([C@H]2[C@H](OC1=O)CC3)[O-]

InChI:
InChI=1S/C18H25NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-,19?/m1/s1

InChIKey:
PLGBHVNNYDZWGZ-GPUZEBNTSA-N

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

Functional groups:
C/C=C(/C)C(=O)OC, CC=C(C)C, CO, COC(C)=O, C[N+](C)(C)[O-]

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCCC(=O)OCC2=CC[NH+]3CCC(OC1=O)C23

Scaffold Graph/Node level:
CC1CCCC(O)OCC2CCN3CCC(OC1O)C23

Scaffold Graph level:
CC1CCCC(C)C(C)CC2CCC3CCC(CC1)C32

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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: 3.365

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Chemical structure download