Compound ID | 2698

Update compound information

Pyoverdin

Class: Natural product antibiotic

Agent Type: Natural product; Indirect acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Depletes/ sequesters environmental iron
Target Pathogen: Active against methicillin-resistant and -susceptible Staphylococcus aureus, Acinetobacter johnsonii, Acinetobacter junii, Burkholderia cenocepacia, Cronobacter sakazakii, Escherichia coli, Klebsiella michiganensis, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Shigella sp.
Propensity to select resistant mutants: Yes, low
Description: Natural product from fluorescent Pseudomonas spp. in iron-limited conditions; toxic to Galleria mellonella at high concentrations; treats Acinetobacter baumannii and Klebsiella pneumoniae infection in G. mellonella; a siderophore
Year first mentioned: 2024
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1336.37
Iso. SMILES: C[C@H]([C@H]1C(=O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N[C@H](C(=O)N1)CCCN(C=O)O)NC(=O)[C@H](CCCN(C=O)O)NC(=O)[C@@H](CO)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](CO)NC(=O)C2CCNC3N2C4=CC(=C(C=C4C=C3NC(=O)CCC(=O)O)O)O)[C@@H](C)O)O
InChI Key: IXTLVPXCZJJUQB-VYJQSIGYSA-N
Can. SMILES: C[C@H]([C@H]1C(=O)NCCCC[C@@H](C(=O)N[C@@H](CCCN(C=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)NC(=O)[C@H](CCCN(C=O)O)NC(=O)[C@@H](CO)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](CO)NC(=O)C2CCNC3C(=CC4=C(C=C(C(=C4)O)O)N23)NC(=O)CCC(=O)O)O
InChI: InChI=1S/C55H85N17O22/c1-27(77)43-53(91)59-15-4-3-8-30(46(84)63-33(11-7-19-71(94)26-76)49(87)68-44(28(2)78)54(92)69-43)62-47(85)32(10-6-18-70(93)25-75)65-50(88)35(23-73)66-48(86)31(9-5-16-60-55(56)57)64-51(89)36(24-74)67-52(90)37-14-17-58-45-34(61-41(81)12-13-42(82)83)20-29-21-39(79)40(80)22-38(29)72(37)45/h20-22,25-28,30-33,35-37,43-45,58,73-74,77-80,93-94H,3-19,23-24H2,1-2H3,(H,59,91)(H,61,81)(H,62,85)(H,63,84)(H,64,89)(H,65,88)(H,66,86)(H,67,90)(H,68,87)(H,69,92)(H,82,83)(H4,56,57,60)/t27-,28-,30+,31+,32+,33+,35-,36-,37?,43+,44+,45?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5289234
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/3156815/
  • https://elifesciences.org/reviewed-preprints/92493#s2

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