Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID015646

Phytochemical name: Sinomenine

Synonymous chemical names:
Sinomenine, sinomenine

External chemical identifiers:
CID:CID_5459308, ChEMBL:CHEMBL248095, ChEBI:CHEBI:9163, ZINC:ZINC000001280591, FDASRS:63LT81K70N, SureChEMBL:SCHEMBL363812, MolPort-002-507-299

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Chemical structure information

SMILES:
COC1=C[C@@H]2[C@@H]3Cc4c([C@@]2(CC1=O)CCN3C)c(O)c(cc4)OC

InChI:
InChI=1S/C19H23NO4/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9,12-13,22H,6-8,10H2,1-3H3/t12-,13+,19-/m1/s1

InChIKey:
INYYVPJSBIVGPH-QHRIQVFBSA-N

DeepSMILES:
COC=C[C@@H][C@@H]Ccc[C@@]6CC%10=O)))CCN8C)))))cO)ccc6))OC

Functional groups:
COC(=CC)C(=O)C, CN(C)C, cO, cOC

Link to spectral information:
MSBNK-Washington_State_Univ-BML82182, MSBNK-Washington_State_Univ-BML82181, MSBNK-Washington_State_Univ-BML82180, MSBNK-Washington_State_Univ-BML00410, MSBNK-Washington_State_Univ-BML00396, MSBNK-RIKEN_NPDepo-NGA00287, MSBNK-RIKEN_NPDepo-NGA00288, MSBNK-RIKEN_NPDepo-NGA00286, MSBNK-RIKEN_NPDepo-NGA00285, MSBNK-RIKEN_NPDepo-CB000118, MSBNK-Univ_Toyama-TY000053

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2C3Cc4ccccc4C2(CCN3)C1

Scaffold Graph/Node level:
OC1CCC2C3CC4CCCCC4C2(CCN3)C1

Scaffold Graph level:
CC1CCC2C3CCCC2(C1)C1CCCCC1C3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Morphinans

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Isoquinoline alkaloids, Morphinan alkaloids

NP-Likeness score: 2.123

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Chemical structure download