Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID009739

Phytochemical name: Chelidonine

Synonymous chemical names:
chelidonine

External chemical identifiers:
CID:CID_197810, ChEMBL:CHEMBL496867, ChEBI:CHEBI:31389, ZINC:ZINC000030727894, FDASRS:4UDG3LY0GT, SureChEMBL:SCHEMBL563820, MolPort-001-742-071

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Chemical structure information

SMILES:
CN1Cc2c([C@@H]3[C@H]1c1cc4OCOc4cc1C[C@@H]3O)ccc1c2OCO1

InChI:
InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1

InChIKey:
GHKISGDRQRSCII-ZOCIIQOWSA-N

DeepSMILES:
CNCcc[C@@H][C@H]6cccOCOc5cc9C[C@@H]%13O))))))))))))))cccc6OCO5

Functional groups:
CN(C)C, c1cOCO1, CO

Link to spectral information:
MSBNK-RIKEN-PR301783, MSBNK-RIKEN-PR301780, MSBNK-RIKEN-PR301778, MSBNK-RIKEN-PR300920, MSBNK-RIKEN-PR300917, MSBNK-RIKEN-PR300913, MSBNK-RIKEN-PR300901, MSBNK-RIKEN-PR300905, MSBNK-RIKEN-PR301786, MSBNK-RIKEN-PR300897, MSBNK-RIKEN-PR300894, MSBNK-RIKEN-PR300890, MSBNK-RIKEN-PR300909, MSBNK-RIKEN-PR301789, MSBNK-Washington_State_Univ-BML80910, MSBNK-RIKEN-PR301794, MSBNK-RIKEN-PR301797, MSBNK-Washington_State_Univ-BML80912, MSBNK-RIKEN-PR301800, MSBNK-RIKEN-PR301803, MSBNK-RIKEN-PR301806, MSBNK-RIKEN-PR301809, MSBNK-RIKEN-PR310604, MSBNK-RIKEN-PR310605, MSBNK-Washington_State_Univ-BML00606, MSBNK-Washington_State_Univ-BML00614, MSBNK-Washington_State_Univ-BML00622, MSBNK-RIKEN-PR300886, MSBNK-RIKEN-PR301791, MSBNK-RIKEN-PR300882, MSBNK-NaToxAq-NA002275, MSBNK-NaToxAq-NA003423, MSBNK-CASMI_2012-SMI00001, MSBNK-Fac_Eng_Univ_Tokyo-JP002816, MSBNK-IPB_Halle-PB001601, MSBNK-IPB_Halle-PB005901, MSBNK-IPB_Halle-PB005902, MSBNK-IPB_Halle-PB005903, MSBNK-IPB_Halle-PB005904, MSBNK-MPI_for_Chemical_Ecology-CE000134, MSBNK-MPI_for_Chemical_Ecology-CE000135, MSBNK-NaToxAq-NA002276, MSBNK-NaToxAq-NA002277, MSBNK-NaToxAq-NA002278, MSBNK-NaToxAq-NA002279, MSBNK-MPI_for_Chemical_Ecology-CE000133, MSBNK-NaToxAq-NA002673, MSBNK-NaToxAq-NA002672, MSBNK-NaToxAq-NA003421, MSBNK-NaToxAq-NA003420, MSBNK-NaToxAq-NA003419, MSBNK-NaToxAq-NA003058, MSBNK-NaToxAq-NA003057, MSBNK-NaToxAq-NA003422, MSBNK-RIKEN-PR300878, MSBNK-NaToxAq-NA003055, MSBNK-NaToxAq-NA003054, MSBNK-NaToxAq-NA002676, MSBNK-NaToxAq-NA002675, MSBNK-NaToxAq-NA002674, MSBNK-NaToxAq-NA003056

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1c2c(cc3c1OCO3)C1NCc3c(ccc4c3OCO4)C1CC2

Scaffold Graph/Node level:
C1OC2CC3CCC4C5CCC6OCOC6C5CNC4C3CC2O1

Scaffold Graph level:
C1CC2CC3CCC4C(CCC5C6CCCC6CCC54)C3CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Benzophenanthridine alkaloids

ClassyFire Subclass: Hexahydrobenzophenanthridine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Isoquinoline alkaloids

NP-Likeness score: 1.494

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Chemical structure download