Compound ID | 3227

Update compound information

Empedopeptin

Synonym(s): BMY-28117  |  BMY 28117  |  BMY28117

Class: Lipodepsipeptide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, Bacillus anthracis, Clostridium perfringens, Clostridium difficile, Propionibacterium acnes, and Listeria monocytogenes ; cell wall synthesis inhibitor (binds to the lipid II)
Propensity to select resistant mutants: Yes
Description: Natural product from Empedobacter haloabium; inferior to vancomycin and superior to amphomycin in protecting mice against Gram-positive infections; a lipodepsipeptide
Institute where first reported: Tokyo Research Center, Bristol-Myers Research Institute, Ltd.
Year first mentioned: 1984
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1126.22
Iso. SMILES: CCCCCCCCCCCC1CC(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N4CCC(C4C(=O)NC(C(=O)O1)C(C(=O)O)O)O)CO)C(C(=O)O)O)CCCN=C(N)N)CO
InChI Key: WSCOCOSDPASNLN-UHFFFAOYSA-N
Can. SMILES: CCCCCCCCCCCC1CC(=O)N2CCCC2C(=O)NC(CO)C(=O)N3CCCC3C(=O)NC(CCCN=C(N)N)C(=O)NC(C(C(=O)O)O)C(=O)NC(CO)C(=O)N4CCC(C4C(=O)NC(C(C(=O)O)O)C(=O)O1)O
InChI: InChI=1S/C49H79N11O19/c1-2-3-4-5-6-7-8-9-10-14-26-23-33(64)58-20-12-16-30(58)40(68)54-28(24-61)44(72)59-21-13-17-31(59)41(69)53-27(15-11-19-52-49(50)51)39(67)56-34(37(65)46(74)75)42(70)55-29(25-62)45(73)60-22-18-32(63)36(60)43(71)57-35(48(78)79-26)38(66)47(76)77/h26-32,34-38,61-63,65-66H,2-25H2,1H3,(H,53,69)(H,54,68)(H,55,70)(H,56,67)(H,57,71)(H,74,75)(H,76,77)(H4,50,51,52)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/160292
Citations:
  • https://linkinghub.elsevier.com/retrieve/pii/S0021-9258(20)49896-5
  • https://www.jstage.jst.go.jp/article/antibiotics1968/37/9/37_9_949/_article/-char/en

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