Compound ID | 2655

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Oxamicetin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive, Gram-negative & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Escherichia coli, Salmonella typhosa, Staphylococcus aureus, Streptococcus pyogenes, and Mycobacterium sp.
Description: Natural product from Arthrobacter oxamicetus; structurally resembles amicetin; protects mice from Staphylococcus aureus when administered subcutaneously but not when given orally
Institute where first reported: Bristol-Banyu Research Institute, Ltd., Meguro, Tokyo, Japan
Year first mentioned: 1973
Development status: Experimental
Chemical structure(s):
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Molecular weight: 634.68
Iso. SMILES: CC1C(C(C(C(O1)OC2C(OC(CC2O)N3C=CC(=NC3=O)NC(=O)C4=CC=C(C=C4)NC(=O)C(C)(CO)N)C)O)O)N(C)C
InChI Key: UWVPICJGEAEOKF-UHFFFAOYSA-N
Can. SMILES: CC1C(C(C(C(O1)OC2C(C)OC(CC2O)N3C=CC(=NC3=O)NC(=O)C4=CC=C(C=C4)NC(=O)C(C)(CO)N)O)O)N(C)C
InChI: InChI=1S/C29H42N6O10/c1-14-21(34(4)5)22(38)23(39)26(44-14)45-24-15(2)43-20(12-18(24)37)35-11-10-19(33-28(35)42)32-25(40)16-6-8-17(9-7-16)31-27(41)29(3,30)13-36/h6-11,14-15,18,20-24,26,36-39H,12-13,30H2,1-5H3,(H,31,41)(H,32,33,40,42)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/198286
Citations:
  • https://core.ac.uk/download/pdf/81970387.pdf
  • https://www.jstage.jst.go.jp/article/antibiotics1968/26/12/26_12_752/_pdf/-char/en

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