Compound ID | 2228

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3′,4′-difluoroquercetin

Synonym(s): di-F-Q

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Efflux pump inhibitor. Inhibits antibiotic efflux in Pseudomonas aeruginosa
Target Pathogen: Active against Staphylococcus aureus and Pseudomonas aeruginosa
Description: Synthetic compound; replaced catecholic hydroxyl groups with fluorine atoms in quercetin core; antibiofilm activity; potentiates ceftazidime against carbapenem-resistant Pseudomonas aeruginosa (CRPA) and Acinetobacter baumannii (CRAB)
Year first mentioned: 2012
Development status: Experimental
Chemical structure(s):
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Molecular weight: 306.22
Iso. SMILES: OC1=CC(O)=C2C(C(O)=C(C3=CC(F)=C(F)C=C3)OC2=C1)=O
InChI Key: OQWFZBMGGFREPO-UHFFFAOYSA-N
Can. SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O)O)O2)O)F)F
InChI: InChI=1S/C15H8F2O5/c16-8-2-1-6(3-9(8)17)15-14(21)13(20)12-10(19)4-7(18)5-11(12)22-15/h1-5,18-19,21H
External links:
Citations:
  • https://pubs.acs.org/doi/10.1021/jf3018645
  • https://www.nature.com/articles/s41598-020-71025-7#Sec1

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