Compound ID | 2235

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Venturicidin A

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting; Antibiotic adjuvant;
Spectrum of activity: Gram-positive
Mechanism of action: Membrane-active agent. Facilitates intracellular accumulation of gentamicin as a result of membrane depolarisation
Target Pathogen: Potentiates gentamicin against ESKAPE and Micrococcus luteus
Description: Natural product from soil-isolated actinomycete, WAC 9126; previously reported as ATP synthase inhibitor
Year first mentioned: 1989
Development status: Experimental
Chemical structure(s):
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Molecular weight: 749.97
Iso. SMILES: CCC(=O)[C@@H](C)[C@H]([C@H](C)C[C@@H](C)[C@@H]1[C@@H](C[C@H](/C=C/[C@@H](CCC/C=C(/[C@@H]2C(=CC[C@@](O2)(CC(=O)O1)O)C)\C)O[C@H]3C[C@H]([C@@H]([C@H](O3)C)O)OC(=O)N)C)C)O
InChI Key: HHQKNFDAEDTRJK-LIOWZGMGSA-N
Can. SMILES: CCC(=O)[C@@H](C)[C@H]([C@H](C)C[C@@H](C)[C@@H]1[C@H](C)C[C@@H](C)/C=C/[C@@H](CCC/C=C(\C)/[C@@H]2C(=CC[C@@](CC(=O)O1)(O)O2)C)O[C@H]3C[C@H]([C@@H]([C@@H](C)O3)O)OC(=O)N)O
InChI: InChI=1S/C41H67NO11/c1-10-32(43)29(8)36(45)26(5)20-28(7)38-27(6)19-23(2)15-16-31(50-35-21-33(51-40(42)47)37(46)30(9)49-35)14-12-11-13-24(3)39-25(4)17-18-41(48,53-39)22-34(44)52-38/h13,15-17,23,26-31,33,35-39,45-46,48H,10-12,14,18-22H2,1-9H3,(H2,42,47)/b16-15+,24-13+/t23-,26+,27+,28+,29+,30+,31+,33+,35-,36-,37+,38-,39+,41+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10055855
Citations:
  • https://febs.onlinelibrary.wiley.com/doi/abs/10.1016/0014-5793%2889%2980653-2
  • https://www.nature.com/articles/s41598-020-64756-0

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