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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:
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.
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)
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