berberine   Click here for help

GtoPdb Ligand ID: 11353

Synonyms: umbellatine
PDB Ligand
Comment: Berberine is a botanical alkaloid compound that has found use in traditional medicine in some countries. It is poorly orally bioavailable and interacts adversely with prescription drugs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 40.8
Molecular weight 336.12
XLogP 4.7
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1
Isomeric SMILES COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1
InChI InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
InChI Key YBHILYKTIRIUTE-UHFFFAOYSA-N
Classification Click here for help
Compound class Natural product or derivative
Synonyms Click here for help
umbellatine
Database Links Click here for help
ChEMBL Ligand CHEMBL12089
GtoPdb PubChem SID 440816722
PubChem CID 2353
RCSB PDB Ligand BER
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