CHEBI:472657 - cefixime

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ChEBI Name cefixime
ChEBI ID CHEBI:472657
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3487
Supplier Information ChemicalBook:CB51270100, ChemicalBook:CB4210362, ZINC000004468778
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Formula C16H15N5O7S2
Net Charge 0
Average Mass 453.45000
Monoisotopic Mass 453.04129
InChI InChI=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
InChIKey OKBVVJOGVLARMR-QSWIMTSFSA-N
SMILES [H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\c1csc(N)n1)C(O)=O
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
cefixima ChemIDplus
cefixime ChemIDplus
cefiximum ChemIDplus
Synonyms Sources
(−)-cefixim ChemIDplus
(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 acid IUPAC
Manual Xrefs Databases
537 DrugCentral
C06881 KEGG COMPOUND
D00258 KEGG DRUG
DB00671 DrugBank
EP30630 Patent
US4409214 Patent
View more database links
Registry Numbers Types Sources
6025058 Beilstein Registry Number Beilstein
79350-37-1 CAS Registry Number KEGG COMPOUND
79350-37-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
06 March 2018