Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID012081

Phytochemical name: Noscapine

Synonymous chemical names:
narcotine, (1r,9s)-narcotine, (-)-alpha-narcotine, noscapine, alpha narcotine

External chemical identifiers:
CID:CID_275196, ChEMBL:CHEMBL364713, ChEBI:CHEBI:73237, ZINC:ZINC000019418974, FDASRS:A4C6WE7BZN, SureChEMBL:SCHEMBL4559, MolPort-000-487-311

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Chemical structure information

SMILES:
COc1ccc2c(c1OC)C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1c(OC)c1c(c2)OCO1

InChI:
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1

InChIKey:
AKNNEGZIBPJZJG-MSOLQXFVSA-N

DeepSMILES:
COcccccc6OC)))C=O)O[C@@H]5[C@@H]NC)CCcc6cOC))ccc6)OCO5

Functional groups:
cOC, cC(=O)OC, CN(C)C, c1cOCO1

Link to spectral information:
MSBNK-RIKEN_NPDepo-NGA00076, MSBNK-RIKEN_NPDepo-NGA01677, MSBNK-RIKEN_NPDepo-NGA01678, MSBNK-RIKEN_NPDepo-NGA01679, MSBNK-RIKEN_NPDepo-NGA01680, MSBNK-Univ_Connecticut-CO000306, MSBNK-Univ_Connecticut-CO000307, MSBNK-Univ_Connecticut-CO000308, MSBNK-RIKEN_NPDepo-NGA00075, MSBNK-Univ_Connecticut-CO000310, MSBNK-Washington_State_Univ-BML00280, MSBNK-Washington_State_Univ-BML00289, MSBNK-Washington_State_Univ-BML00298, MSBNK-Washington_State_Univ-BML80090, MSBNK-Washington_State_Univ-BML81825, MSBNK-Washington_State_Univ-BML81827, MSBNK-Univ_Connecticut-CO000309, MSBNK-RIKEN_NPDepo-NGA00074, MSBNK-Washington_State_Univ-BML80092, MSBNK-RIKEN_NPDepo-CB000116, MSBNK-Eawag-EQ302401, MSBNK-Eawag-EQ302402, MSBNK-RIKEN_NPDepo-NGA00073, MSBNK-Eawag-EQ302403, MSBNK-Eawag-EQ302404, MSBNK-Eawag-EQ302405, MSBNK-Eawag-EQ302406, MSBNK-IPB_Halle-PB005905, MSBNK-IPB_Halle-PB002021, MSBNK-IPB_Halle-PB005907, MSBNK-IPB_Halle-PB005908, MSBNK-MPI_for_Chemical_Ecology-CE000163, MSBNK-MPI_for_Chemical_Ecology-CE000164, MSBNK-MPI_for_Chemical_Ecology-CE000165, MSBNK-MPI_for_Chemical_Ecology-CE000166, MSBNK-MPI_for_Chemical_Ecology-CE000167, MSBNK-IPB_Halle-PB005906

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(C2NCCc3cc4c(cc32)OCO4)c2ccccc21

Scaffold Graph/Node level:
OC1OC(C2NCCC3CC4OCOC4CC32)C2CCCCC12

Scaffold Graph level:
CC1CC(C2CCCC3CC4CCCC4CC32)C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Phthalide isoquinolines

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Isoquinoline alkaloids, Tetrahydroisoquinoline alkaloids

NP-Likeness score: 1.336

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Chemical structure download