Compound ID | 1143

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Chalcomycin

Class: Macrolide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against staphylococci
Description: Miller, M, B et al. "In vitro antibacterial potency of chalcomycin." Program and Abstracts of the interscience science Conference on Antimicrobial Agents and Chemotherapy. 1961.
Institute where first reported: University of Utah
Year first mentioned: 1961
Development status: Experimental
Chemical structure(s):
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Molecular weight: 700.81
Iso. SMILES: CC1CC(C(C(O1)OC2C(CC(C(=O)/C=C/C3C(O3)C(C(OC(=O)/C=C/C2C)C)COC4C(C(C(C(O4)C)O)OC)OC)(C)O)C)O)OC
InChI Key: KLGADJPDTCIJLO-JASOSIDASA-N
Can. SMILES: CC1/C=C/C(=O)OC(C)C(COC2C(C(C(C(C)O2)O)OC)OC)C3C(/C=C/C(=O)C(C)(CC(C)C1OC4C(C(CC(C)O4)OC)O)O)O3
InChI: InChI=1S/C35H56O14/c1-17-10-13-26(37)46-20(4)22(16-44-34-32(43-9)31(42-8)27(38)21(5)47-34)30-23(48-30)11-12-25(36)35(6,40)15-18(2)29(17)49-33-28(39)24(41-7)14-19(3)45-33/h10-13,17-24,27-34,38-40H,14-16H2,1-9H3/b12-11+,13-10+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5382748
Guide to Pharmacology: chalcomycin
Citations:
  • https://cdnsciencepub.com/doi/10.1139/m63-088
  • https://doi.org/10.1128/AAC.48.12.4703-4712.2004

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