Compound ID | 2669

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Violacein

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Membrane-active agent. Likely disrupts integrity of cytoplasmic membrane
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pneumoniae, Mycobacterium tuberculosis, and Mycobacterium smegmatis
Description: Natural product from Chromobacterium violaceum; shows synergistic effect with penicillin vs MRSA
Year first mentioned: 1946
Development status: Experimental
Chemical structure(s):
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Molecular weight: 343.34
Iso. SMILES: C1=CC2=C(C(=O)N=C2C=C1)C3=C(NC(=C3)C4=CNC5=C4C=C(C=C5)O)O
InChI Key: SHLJIZCPRXXHHZ-UHFFFAOYSA-N
Can. SMILES: C1=CC2=C(C3=C(NC(=C3)C4=CNC5=C4C=C(C=C5)O)O)C(=O)N=C2C=C1
InChI: InChI=1S/C20H13N3O3/c24-10-5-6-15-12(7-10)14(9-21-15)17-8-13(19(25)23-17)18-11-3-1-2-4-16(11)22-20(18)26/h1-9,21,23-25H
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11053
Citations:
  • https://jbioleng.biomedcentral.com/articles/10.1186/s13036-021-00262-9
  • https://www.nature.com/articles/ja201113
  • https://journals.asm.org/doi/10.1128/jb.52.1.145-146.1946

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