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CHEBI:3504 - cefpodoxime

ChEBI IDCHEBI:3504
ChEBI Namecefpodoxime
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:606443
Last Modified6 March 2018
DownloadsMolfile
FormulaC15H17N5O6S2
Net Charge0
Average Mass427.464
Monoisotopic Mass427.06203
SMILES[H][C@]12SCC(COC)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1
InChIInChI=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
InChIKeyWYUSVOMTXWRGEK-HBWVYFAYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefpodoxime (CHEBI:3504) has role antibacterial drug (CHEBI:36047)
cefpodoxime (CHEBI:3504) is a carboxylic acid (CHEBI:33575)
cefpodoxime (CHEBI:3504) is a cephalosporin (CHEBI:23066)
Incoming Relation(s)
cefpodoxime proxetil (CHEBI:3505) has functional parent cefpodoxime (CHEBI:3504)
IUPAC Name 
7β-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-(methoxymethyl)-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
cefpodoximeChemIDplus
cefpodoximumChemIDplus
cefpodoximaChemIDplus
Synonym  Source
(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 acidIUPAC
Manual XrefsDatabases
C08114KEGG COMPOUND
D07650KEGG DRUG
DB01416DrugBank
CefpodoximeWikipedia
2968VSDB
Registry NumbersSources
Reaxys:6021381Reaxys
CAS:80210-62-4KEGG COMPOUND
CAS:80210-62-4ChemIDplus
Citations