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CHEBI:3508 - ceftazidime

Default Structure
ChEBI IDCHEBI:3508
ChEBI Nameceftazidime
Stars
DefinitionA 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.
Last Modified6 March 2018
DownloadsMolfile
FormulaC22H22N6O7S2
Net Charge0
Average Mass546.587
Monoisotopic Mass546.09914
SMILES[H][C@]12SCC(C[n+]3ccccc3)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OC(C)(C)C(=O)O)c1csc(N)n1
InChIInChI=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
InChIKeyORFOPKXBNMVMKC-DWVKKRMSSA-N
Wikipedia
Roles Classification
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
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).
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)
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 Relation(s)
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  Source
ceftazidimaDrugBank
ceftazidimeKEGG DRUG
ceftazidimumDrugBank
Synonyms  Source
(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-carboxylateIUPAC
CAZKEGG DRUG
Ceftazidime anhydrousChemIDplus
Manual XrefsDatabases
C06889KEGG COMPOUND
CeftazidimeWikipedia
D07654KEGG DRUG
DB00438DrugBank
DE2921316Patent
US4258041Patent
Registry NumbersSources
Reaxys:5475149Reaxys
CAS:72558-82-8KEGG COMPOUND
CAS:72558-82-8KEGG DRUG
CAS:72558-82-8ChemIDplus
Citations