CHEBI:553473 - ceftizoxime

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ChEBI Name ceftizoxime
ChEBI ID CHEBI:553473
Definition A parenteral third-generation cephalosporin, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7β-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3511, CHEBI:112105
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Formula C13H13N5O5S2
Net Charge 0
Average Mass 383.40300
Monoisotopic Mass 383.036
InChI InChI=1S/C13H13N5O5S2/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22)/b17-7-/t8-,11-/m1/s1
InChIKey NNULBSISHYWZJU-LLKWHZGFSA-N
SMILES [H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ceftizoxime (CHEBI:553473) has role antibacterial drug (CHEBI:36047)
ceftizoxime (CHEBI:553473) is a cephalosporin (CHEBI:23066)
ceftizoxime (CHEBI:553473) is conjugate acid of ceftizoxime(1−) (CHEBI:55498)
Incoming ceftizoxime(1−) (CHEBI:55498) is conjugate base of ceftizoxime (CHEBI:553473)
IUPAC Names
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2,3-didehydropenam-2-carboxylic acid
INNs Sources
ceftizoxima ChemIDplus
ceftizoxime ChemIDplus
ceftizoximum ChemIDplus
Synonyms Sources
7-[2-(2-Amino-thiazol-4-yl)-2-methoxyimino-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChEMBL
CEFIZOX ChEMBL
CEFTIZOXIME ChEMBL
Ceftizoxime KEGG COMPOUND
syn-7-(2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carboxylic acid ChemIDplus
Manual Xrefs Databases
563 DrugCentral
C06890 KEGG COMPOUND
Ceftizoxime Wikipedia
D07658 KEGG DRUG
DB01332 DrugBank
View more database links
Registry Numbers Types Sources
5777502 Beilstein Registry Number Beilstein
5777502 Reaxys Registry Number Reaxys
68401-81-0 CAS Registry Number KEGG COMPOUND
68401-81-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11452157 PubMed citation Europe PMC
11711261 PubMed citation Europe PMC
1384868 PubMed citation Europe PMC
15716453 PubMed citation Europe PMC
22726927 PubMed citation Europe PMC
23394621 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
Last Modified
06 March 2018