Compound ID | 2334

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Berberine

Class: Drug efflux pump inhibitor

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Efflux pump inhibitor. Targets the MexXY-OprM system
Target Pathogen: Active against Pseudomonas aeruginosa
Description: Natural product from plants (ex: Hydrastis Canadensis, Berberis aristata, and many others); no haemolytic activity detected (highest concentration tested at 320 ug/ml); synergistic effect with tobramycin
Year first mentioned: 2010
Development status: Experimental
Chemical structure(s):
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Molecular weight: 336.36
Iso. SMILES: COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
InChI Key: YBHILYKTIRIUTE-UHFFFAOYSA-N
Can. SMILES: COC1=CC=C2C=C3C4=C(CC[N+]3=CC2=C1OC)C=C5C(=C4)OCO5
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/2353
Guide to Pharmacology: berberine
Citations:
  • https://www.sciencedirect.com/science/article/pii/S0278691510000852?via%3Dihub
  • https://pubs.acs.org/doi/10.1021/acs.jnatprod.9b00317

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