Summary

IMPPAT Phytochemical identifier: IMPHY004574

Phytochemical name: Riddelliine

Synonymous chemical names:
riddeline, riddelliine, riddelline

External chemical identifiers:
CID:5281744, ChEBI:63924, FDASRS:81YO8GX9J8, SureChEMBL:SCHEMBL20771236, MolPort-044-754-048

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Chemical structure information

SMILES:
C/C=C1/CC(=C)[C@](O)(CO)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3

InChI:
InChI=1S/C18H23NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-/m1/s1

InChIKey:
SVCNNZDUGWLODJ-RAYFHMIRSA-N

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

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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: 2.792

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Chemical structure download