cefpodoxime
A third-generation cephalosporin antibiotic with methoxymethyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamino substituents at positions 3 and 7, respectively, of the cephem skeleton. Given by mouth as its proxetil ester prodrug, it is used to treat acute otitis media, pharyngitis, and sinusitis.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
cephalosporinARO:0000032
- cephalosporin
CHEBI:23066 -
CHEBI:33575 - cephalosporin
ARO:0000032
Chemical structure
| Molecular formula | C15H17N5O6S2 |
|---|---|
| Charge | 0 |
| Average mass | 427.464 Da |
| Monoisotopic mass | 427.06203 Da |
| Source | ChEBI |
| InChIKey | WYUSVOMTXWRGEK-HBWVYFAYSA-N |
[H][C@]12SCC(COC)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1
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
Also called
- cefpodoxima
- cefpodoximum
- 7β-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-(methoxymethyl)-3,4-didehydrocepham-4-carboxylic acid
- (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- CPD
Cross-references
- cefpodoxime
ARO:3000647 - cas:80210-62-4
- kegg.compound:C08114
- reaxys:6021381
- vsdb:2968
- chembl:CHEMBL1672
- pubchem.compound:6335986
Drug registries
Patents and articles
Activity roles
- antimicrobial agent
CHEBI:33281 - antibacterial drug
CHEBI:36047
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:3000647 |
cefpodoxime | antibioticmech:aro-632373ed4d |
2026-08-30 |
| CHEBI | CHEBI:3504 |
cefpodoxime | antibioticmech:chebi-74109e8f89 |
2026-08-30 |
Molecular targets
beta-lactam sensitive penicillin-binding protein PROTEIN DIRECT_BINDING_TARGET
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO, CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories