Summary

IMPPAT Phytochemical identifier: IMPHY002713

Phytochemical name: (3S)-7-hydroxy-6-methoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one

Synonymous chemical names:
5'-o-demethylnarcotine

External chemical identifiers:
CID:11372950, ChEMBL:CHEMBL224797, SureChEMBL:SCHEMBL15656749

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Chemical structure information

SMILES:
COc1c2c(CCN([C@H]2[C@H]2OC(=O)c3c2ccc(c3O)OC)C)cc2c1OCO2

InChI:
InChI=1S/C21H21NO7/c1-22-7-6-10-8-13-19(28-9-27-13)20(26-3)14(10)16(22)18-11-4-5-12(25-2)17(23)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1

InChIKey:
ICGJAAVPMLXDHF-AEFFLSMTSA-N

DeepSMILES:
COcccCCN[C@H]6[C@H]OC=O)cc5cccc6O))OC)))))))))))C))))ccc6OCO5

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

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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: 1.637

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Chemical structure download