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CHEBI:161680 - aztreonam

ChEBI IDCHEBI:161680
ChEBI Nameaztreonam
Stars
DefinitionA synthetic monocyclic β-lactam antibiotic (monobactam), used primarily to treat infections caused by Gram-negative bacteria. It inhibits mucopeptide synthesis in the bacterial cell wall, thereby blocking peptidoglycan crosslinking.
Secondary ChEBI IDsCHEBI:2960, CHEBI:41008
Last Modified4 March 2019
DownloadsMolfile

FormulaC13H17N5O8S2
Net Charge0
Average Mass435.440
Monoisotopic Mass435.05185
SMILESC[C@H]1[C@H](NC(=O)/C(=N\OC(C)(C)C(=O)O)c2csc([NH3+])n2)C(=O)N1S(=O)(=O)[O-]
InChIInChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1
InChIKeyWZPBZJONDBGPKJ-VEHQQRBSSA-N

Wikipedia
Roles Classification

ChEBI Ontology
IUPAC Name 
(2S,3S)-3-{(2Z)-2-(2-ammonio-1,3-thiazol-4-yl)-2-[(2-carboxypropan-2-yloxy)imino]acetamido}-2-methyl-4-oxoazetidine-1-sulfonate
INNs  Source
aztreonamum  laChemIDplus
aztréonam  frChEBI
aztreonam  esChEBI
Synonyms  Source
(Z,)-2-((((2-Amino-4-thiazolyl)(((2S,3S,)-2-methyl-4-oxo-1-sulfo-3-azetidinyl)carbamoyl)methylene)amino)oxy)-2-methylpropionic acidChemIDplus
AZTChEBI
Brand Names  Source
AzactamDrugBank
PrimbactamDrugBank
Manual XrefsDatabases
C06840KEGG COMPOUND
AZRPDBeChem
D00240KEGG DRUG
DB00355DrugBank
NL8100571Patent
AztreonamWikipedia
279DrugCentral
Registry NumbersSources
Beilstein:3577211Beilstein
Reaxys:3577211Reaxys
CAS:78110-38-0ChemIDplus
Citations