Compound ID | 1912

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Cefpodoxime

Synonym(s): U-76252  |  CS-807

Class: Beta-lactam (cephalosporin, third generation)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and against many Enterobacteriaceae but vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporine, derived from Cephalosporin C. Oral application. Fixed combination with the beta-lactamase inhibitor ETX1317 in clinical development; formulations from other pharmaceutical companies have been discontinued
Year first mentioned: 1980
Highest developmental phase: Approved by FDA in 1992
Development status: Approved
Reason Dropped: Formulations from other pharmaceutical companies have been discontinued
Chemical structure(s):
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Molecular weight: 427.46
Iso. SMILES: COCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
InChI Key: WYUSVOMTXWRGEK-HBWVYFAYSA-N
Can. SMILES: COCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\OC)/C3=CSC(=N3)N
InChI: InChI=1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6335986
Guide to Pharmacology: cefpodoxime
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/24214230/
  • https://pubmed.ncbi.nlm.nih.gov/34453533/
  • https://pubmed.ncbi.nlm.nih.gov/31029216/

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