Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002020

Phytochemical name: Protopine

Synonymous chemical names:
Protopine, fumarine, corydinine, protopine, biflorine, Fumarine

External chemical identifiers:
CID:CID_4970, ChEMBL:CHEMBL453019, ChEBI:CHEBI:16415, ZINC:ZINC000020111233, FDASRS:UIW569HT35, SureChEMBL:SCHEMBL178013, MolPort-000-882-087

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Chemical structure information

SMILES:
CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)c1OCOc1cc2

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

InChIKey:
GPTFURBXHJWNHR-UHFFFAOYSA-N

DeepSMILES:
CNCCcccOCOc5cc9C=O)CccC%17)cOCOc5cc9

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

Link to spectral information:
MSBNK-NaToxAq-NA002770, MSBNK-NaToxAq-NA002771, MSBNK-NaToxAq-NA002772, MSBNK-NaToxAq-NA003149, MSBNK-NaToxAq-NA003150, MSBNK-NaToxAq-NA003151, MSBNK-NaToxAq-NA003152, MSBNK-NaToxAq-NA003153, MSBNK-NaToxAq-NA003514, MSBNK-NaToxAq-NA003515, MSBNK-NaToxAq-NA003516, MSBNK-NaToxAq-NA003517, MSBNK-NaToxAq-NA003518, MSBNK-Washington_State_Univ-BML00237, MSBNK-Washington_State_Univ-BML00244, MSBNK-Washington_State_Univ-BML00251, MSBNK-Washington_State_Univ-BML82010, MSBNK-Washington_State_Univ-BML82012, MSBNK-NaToxAq-NA002769, MSBNK-NaToxAq-NA002378, MSBNK-NaToxAq-NA002773, MSBNK-NaToxAq-NA002376, MSBNK-IPB_Halle-PB002121, MSBNK-IPB_Halle-PB002122, MSBNK-Keio_Univ-KO003808, MSBNK-Keio_Univ-KO003809, MSBNK-NaToxAq-NA002377, MSBNK-Keio_Univ-KO003811, MSBNK-Keio_Univ-KO003812, MSBNK-Keio_Univ-KO009201, MSBNK-Keio_Univ-KO009202, MSBNK-Keio_Univ-KO003810, MSBNK-Keio_Univ-KO009204, MSBNK-Keio_Univ-KO009205, MSBNK-Keio_Univ-KO009206, MSBNK-Keio_Univ-KO009207, MSBNK-Keio_Univ-KO009208, MSBNK-Keio_Univ-KO009209, MSBNK-NaToxAq-NA002374, MSBNK-NaToxAq-NA002375, MSBNK-Keio_Univ-KO009203

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1Cc2ccc3c(c2CNCCc2cc4c(cc21)OCO4)OCO3

Scaffold Graph/Node level:
OC1CC2CCC3OCOC3C2CNCCC2CC3OCOC3CC12

Scaffold Graph level:
CC1CC2CCC3CCCC3C2CCCCC2CC3CCCC3CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Protopine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Isoquinoline alkaloids, Protopine alkaloids

NP-Likeness score: 0.793

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Chemical structure download