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CHEBI:472657 - cefixime

ChEBI IDCHEBI:472657
ChEBI Namecefixime
Stars
DefinitionA third-generation cephalosporin antibiotic bearing vinyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It is used in the treatment of gonorrhoea, tonsilitis, pharyngitis, bronchitis, and urinary tract infections.
Secondary ChEBI IDCHEBI:3487
Last Modified6 March 2018
DownloadsMolfile
FormulaC16H15N5O7S2
Net Charge0
Average Mass453.458
Monoisotopic Mass453.04129
SMILES[H][C@]12SCC(C=C)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OCC(=O)O)c1csc(N)n1
InChIInChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
InChIKeyOKBVVJOGVLARMR-QSWIMTSFSA-N
Roles Classification
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.
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefixime (CHEBI:472657) has role antibacterial drug (CHEBI:36047)
cefixime (CHEBI:472657) has role drug allergen (CHEBI:88188)
cefixime (CHEBI:472657) is a cephalosporin (CHEBI:23066)
IUPAC Name 
7β-{(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido}-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
cefiximeChemIDplus
cefiximaChemIDplus
cefiximumChemIDplus
Synonyms  Source
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
(−)-cefiximChemIDplus
Manual XrefsDatabases
C06881KEGG COMPOUND
D00258KEGG DRUG
DB00671DrugBank
EP30630Patent
US4409214Patent
537DrugCentral
Registry NumbersSources
Beilstein:6025058Beilstein
CAS:79350-37-1KEGG COMPOUND
CAS:79350-37-1ChemIDplus
Citations