Compound ID | 3113

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Octapeptin C1

Synonym(s): Antibiotic 333-25

Class: Lipopeptide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Membrane-active agent. Binds to phospholipids
Target Pathogen: Active against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Salmonella typhimurium, and Pseudomonas aeruginosa
Description: Natural product from Bacillus circulans; shows therapeutic efficacy in mice infected with Escherichia coli and Klebsiella pneumoniae
Institute where first reported: Shionogi Research Laboratory, Shionogi & Co., Ltd.,
Year first mentioned: 1976
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1030.31
Iso. SMILES: CCC(C)CCC(CC(=O)NC(CCN)C(=O)NC1CCNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CCN)CC2=CC=CC=C2)CC(C)C)CCN)CCN)CC(C)C)O
InChI Key: LXJHAXOSIOZDMJ-UHFFFAOYSA-N
Can. SMILES: CCC(C)CCC(CC(=O)NC(CCN)C(=O)NC1CCNC(=O)C(CC(C)C)NC(=O)C(CCN)NC(=O)C(CCN)NC(=O)C(CC(C)C)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CCN)NC1=O)O
InChI: InChI=1S/C50H87N13O10/c1-7-31(6)13-14-33(64)28-42(65)56-34(15-20-51)44(67)60-38-19-24-55-43(66)39(25-29(2)3)61-46(69)36(17-22-53)57-45(68)35(16-21-52)59-49(72)40(26-30(4)5)62-50(73)41(27-32-11-9-8-10-12-32)63-47(70)37(18-23-54)58-48(38)71/h8-12,29-31,33-41,64H,7,13-28,51-54H2,1-6H3,(H,55,66)(H,56,65)(H,57,68)(H,58,71)(H,59,72)(H,60,67)(H,61,69)(H,62,73)(H,63,70)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3042226
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5802877/
  • https://www.jstage.jst.go.jp/article/antibiotics1968/29/5/29_5_516/_article/-char/en

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