Summary

IMPPAT Phytochemical identifier: IMPHY000342

Phytochemical name: Oxyberberine

Synonymous chemical names:
berlambine, oxyberberine, oxyberberine (isoquinoline alkaloid)

External chemical identifiers:
CID:11066, ChEMBL:CHEMBL11531, ZINC:ZINC000001604019, FDASRS:4A04YKB3FT, SureChEMBL:SCHEMBL229912, MolPort-006-069-431

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Chemical structure information

SMILES:
COc1c(OC)ccc2c1c(=O)n1c(-c3cc4OCOc4cc3CC1)c2

InChI:
InChI=1S/C20H17NO5/c1-23-15-4-3-12-7-14-13-9-17-16(25-10-26-17)8-11(13)5-6-21(14)20(22)18(12)19(15)24-2/h3-4,7-9H,5-6,10H2,1-2H3

InChIKey:
ZHYQCBCBTQWPLC-UHFFFAOYSA-N

DeepSMILES:
COccOC))cccc6c=O)nc-cccOCOc5cc9CC%13)))))))))))c6

Functional groups:
c1cOCO1, c=O, cOC, cn(c)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1c2ccccc2cc2n1CCc1cc3c(cc1-2)OCO3

Scaffold Graph/Node level:
OC1C2CCCCC2CC2C3CC4OCOC4CC3CCN12

Scaffold Graph level:
CC1C2CCCCC2CC2C3CC4CCCC4CC3CCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Isoquinolines and derivatives

ClassyFire Subclass: Isoquinolones and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Protoberberine alkaloids

NP-Likeness score: 0.488

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Chemical structure download