Compound ID | 3091

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Myomycin

Class: Aminoglycoside

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, Salmonella typhimurium, and Shigella sonnei; protein synthesis inhibitor (targets poly U-directed phenylalanine synthesis on E. coli ribosome)
Propensity to select resistant mutants: Yes
Description: Natural product from Nocardia sp.; aminoglycoside-aminocyclitol antibiotic
Institute where first reported: Biological Research and Development Department. Research and Development Division, Parke, Davis and Company
Year first mentioned: 1973
Development status: Experimental
Chemical structure(s):
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Molecular weight: 725.75
Iso. SMILES: C(CC(CC(=O)NCCCC(CC(=O)O[C@H]1[C@H]([C@@H]([C@H]([C@@H]([C@H]1OC(=O)N)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)N=C(N)N)O)O)O)OC(=O)N)N)N)CN
InChI Key: FWIWJTXEUZDJRI-WVLIOWMCSA-N
Can. SMILES: C(CC(CC(=O)NCCCC(CC(=O)O[C@H]1[C@H]([C@@H]([C@H]([C@@H]([C@H]1OC(=O)N)O[C@@H]2[C@H]([C@H]([C@@H]([C@@H](CO)O2)O)N=C(N)N)O)O)O)OC(=O)N)N)N)CN
InChI: InChI=1S/C27H51N9O14/c28-5-1-3-10(29)7-13(38)35-6-2-4-11(30)8-14(39)47-22-21(49-26(33)44)19(43)18(42)20(23(22)50-27(34)45)48-24-17(41)15(36-25(31)32)16(40)12(9-37)46-24/h10-12,15-24,37,40-43H,1-9,28-30H2,(H2,33,44)(H2,34,45)(H,35,38)(H4,31,32,36)/t10?,11?,12-,15+,16-,17+,18-,19-,20+,21+,22+,23-,24-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3084953
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/41/3/41_3_366/_article
  • https://www.jstage.jst.go.jp/article/antibiotics1968/26/5/26_5_272/_article/-char/ja

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