Compound ID | 128

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Fusidic acid

Synonym(s): CEM-10 in USA

Class: Fusidane

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Elongation factor G (EF-G) inhibitor
Target Pathogen: Active against prosthetic joint infections and acute bacterial skin and skin structure infections (ABSSSI)
Description: Natural product from Fusidium sp.; approved to use in some European countries
Institute where first reported: Laboratories of Leo Pharmaceutical Products, Copenhagen, Denmark; Cempra Inc.,USA
Year first mentioned: 2010
Highest developmental phase: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 516.71
Iso. SMILES: C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]4[C@@]3(C[C@@H](C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C
InChI Key: IECPWNUMDGFDKC-WGFOVTNPSA-N
Can. SMILES: CC(=CCCC(=C1[C@@H]2C[C@H]([C@H]3[C@@]4(C)CC[C@H]([C@@H](C)[C@@H]4CC[C@]3(C)[C@@]2(C)C[C@@H]1OC(=O)C)O)O)C(=O)O)C
InChI: InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3000226
Guide to Pharmacology: fusidic acid
Citations:
  • http://aac.asm.org/content/57/9/4535.full
  • https://www.ncbi.nlm.nih.gov/pubmed/20159376
  • https://www.sciencedirect.com/science/article/pii/S0140673662919682?via%3Dihub
    • Patent: US8247394B2

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