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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:
drug allergen  Any drug which causes the onset of an allergic reaction.
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:
drug allergen  Any drug which causes the onset of an allergic reaction.
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)
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