CHEBI:3508 - ceftazidime

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ChEBI Name ceftazidime
ChEBI ID CHEBI:3508
Definition A third-generation cephalosporin antibiotic bearing pyridinium-1-ylmethyl and {[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H22N6O7S2
Net Charge 0
Average Mass 546.57600
Monoisotopic Mass 546.09914
InChI InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1
InChIKey ORFOPKXBNMVMKC-DWVKKRMSSA-N
SMILES [H][C@]12SCC(C[n+]3ccccc3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC(C)(C)C(O)=O)\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 )
EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor
An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the action of peptidoglycan glycosyltransferase (EC 2.4.1.129).
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 ceftazidime (CHEBI:3508) has role antibacterial drug (CHEBI:36047)
ceftazidime (CHEBI:3508) has role drug allergen (CHEBI:88188)
ceftazidime (CHEBI:3508) has role EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor (CHEBI:50696)
ceftazidime (CHEBI:3508) is a cephalosporin (CHEBI:23066)
ceftazidime (CHEBI:3508) is a oxime O-ether (CHEBI:36816)
ceftazidime (CHEBI:3508) is conjugate acid of ceftazidime(1−) (CHEBI:53676)
Incoming ceftazidime pentahydrate (CHEBI:3509) has part ceftazidime (CHEBI:3508)
ceftazidime sodium (CHEBI:53675) has part ceftazidime (CHEBI:3508)
ceftazidime(1−) (CHEBI:53676) is conjugate base of ceftazidime (CHEBI:3508)
IUPAC Name
7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-3-(pyridinium-1-ylmethyl)-3,4-didehydrocepham-4-carboxylate
INNs Sources
ceftazidima DrugBank
ceftazidime KEGG DRUG
ceftazidimum DrugBank
Synonyms Sources
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate IUPAC
CAZ KEGG DRUG
Ceftazidime anhydrous ChemIDplus
Manual Xrefs Databases
C06889 KEGG COMPOUND
Ceftazidime Wikipedia
D07654 KEGG DRUG
DB00438 DrugBank
DE2921316 Patent
US4258041 Patent
View more database links
Registry Numbers Types Sources
5475149 Beilstein Registry Number Beilstein
5475149 Reaxys Registry Number Reaxys
72558-82-8 CAS Registry Number ChemIDplus
72558-82-8 CAS Registry Number KEGG DRUG
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Last Modified
06 March 2018