Compound ID | 2628

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Multhiomycin

Synonym(s): Nosiheptide  |  RP 9671

Class: Antimicrobial peptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Staphylococcus epidermidis, Clostridium difficile, Corynebacterium xerosis, Pseudomonas solanacearum, and Shigella sonnei
Description: Natural product from Streptomyces antibioticus (also by Streptomyces actuosus); a thiopeptide
Year first mentioned: 1970
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1222.37
Iso. SMILES: C/C=C\1/C2=NC(=CS2)C(=O)NC3CC(C(=O)OCC4=C5C(=C(C(=O)SCC(C6=NC(=CS6)C7=NC(=C(C=C7C8=NC(=CS8)C(=O)NC(C(=O)N1)C(C)O)O)C9=NC(=CS9)C(=O)NC(=C)C(=O)N)NC(=O)C%10=CSC3=N%10)NC5=CC=C4)C)O
InChI Key: OQAOHXRUMXWDLQ-FPQMYIDKSA-N
Can. SMILES: C/C=C\1/C2=NC(=CS2)C(=O)NC3CC(C(=O)OCC4=CC=CC5=C4C(=C(C(=O)SCC(C6=NC(=CS6)C7=NC(=C(C=C7C8=NC(=CS8)C(=O)NC(C(C)O)C(=O)N1)O)C9=NC(=CS9)C(=O)NC(=C)C(=O)N)NC(=O)C%10=CSC3=N%10)N5)C)O
InChI: InChI=1S/C51H43N13O12S6/c1-5-23-46-60-28(14-79-46)41(70)56-25-10-33(67)50(74)76-11-21-7-6-8-24-34(21)18(2)35(54-24)51(75)82-17-31(57-42(71)29-15-80-47(25)61-29)48-58-26(12-78-48)37-22(45-59-30(13-77-45)43(72)64-36(20(4)65)44(73)55-23)9-32(66)38(63-37)49-62-27(16-81-49)40(69)53-19(3)39(52)68/h5-9,12-16,20,25,31,33,36,54,65-67H,3,10-11,17H2,1-2,4H3,(H2,52,68)(H,53,69)(H,55,73)(H,56,70)(H,57,71)(H,64,72)/b23-5-
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/16129696
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/7038038/
  • https://pubs.acs.org/doi/10.1021/cb900133x
  • https://www.jstage.jst.go.jp/article/antibiotics1968/23/5/23_5_231/_pdf/-char/en
    • Patent: US4229535A

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