Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID007643

Phytochemical name: Senecionine

Synonymous chemical names:
Senecionine, senecionine, senecionin

External chemical identifiers:
CID:CID_5280906, ChEMBL:CHEMBL362153, ChEBI:CHEBI:9107, ZINC:ZINC000095851257, FDASRS:BO6N1U5YG6, SureChEMBL:SCHEMBL896098, MolPort-003-927-243

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Chemical structure information

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

InChI:
InChI=1S/C18H25NO5/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/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1

InChIKey:
HKODIGSRFALUTA-JTLQZVBZSA-N

DeepSMILES:
C/C=C/C[C@@H]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, CO, COC(=O)C, CC=C(C)C, CN(C)C

Link to spectral information:
MSBNK-NaToxAq-NA002263, MSBNK-NaToxAq-NA002262, MSBNK-NaToxAq-NA002261, MSBNK-NaToxAq-NA002260, MSBNK-NaToxAq-NA003408, MSBNK-NaToxAq-NA000710, MSBNK-NaToxAq-NA000749, MSBNK-NaToxAq-NA000711, MSBNK-NaToxAq-NA002264, MSBNK-NaToxAq-NA000666, MSBNK-NaToxAq-NA000665, MSBNK-NaToxAq-NA000750, MSBNK-NaToxAq-NA002657, MSBNK-NaToxAq-NA003039, MSBNK-NaToxAq-NA002659, MSBNK-NaToxAq-NA002660, MSBNK-NaToxAq-NA002661, MSBNK-NaToxAq-NA003040, MSBNK-NaToxAq-NA003041, MSBNK-NaToxAq-NA003042, MSBNK-NaToxAq-NA003043, MSBNK-NaToxAq-NA003404, MSBNK-NaToxAq-NA003405, MSBNK-NaToxAq-NA003406, MSBNK-NaToxAq-NA003407, MSBNK-NaToxAq-NA000664, MSBNK-NaToxAq-NA002658, MSBNK-NaToxAq-NA000620, MSBNK-NaToxAq-NA000520, MSBNK-NaToxAq-NA000618, MSBNK-NaToxAq-NA000619, MSBNK-Fiocruz-FIO00235, MSBNK-Fiocruz-FIO00236, MSBNK-Fiocruz-FIO00237, MSBNK-Fiocruz-FIO00238, MSBNK-Fiocruz-FIO00239, MSBNK-NaToxAq-NA000416, MSBNK-NaToxAq-NA000417, MSBNK-NaToxAq-NA000419, MSBNK-NaToxAq-NA000420, MSBNK-NaToxAq-NA000466, MSBNK-NaToxAq-NA000467, MSBNK-NaToxAq-NA000468, MSBNK-NaToxAq-NA000418, MSBNK-NaToxAq-NA000470, MSBNK-NaToxAq-NA000469, MSBNK-NaToxAq-NA000616, MSBNK-NaToxAq-NA000570, MSBNK-NaToxAq-NA000569, MSBNK-NaToxAq-NA000568, MSBNK-NaToxAq-NA000567, MSBNK-NaToxAq-NA000617, MSBNK-NaToxAq-NA000519, MSBNK-NaToxAq-NA000518, MSBNK-NaToxAq-NA000517, MSBNK-NaToxAq-NA000516, MSBNK-NaToxAq-NA000566

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCCC(=O)OCC2=CCN3CCC(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: Phenylpropanoids and polyketides

ClassyFire Class: Macrolides and analogues

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 2.959

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Chemical structure download