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
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
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).
antibacterial drug  A drug used to treat or prevent bacterial infections.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
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.
ChEBI Ontology
Outgoing Relation(s)
aztreonam (CHEBI:161680) has role antibacterial drug (CHEBI:36047)
aztreonam (CHEBI:161680) has role drug allergen (CHEBI:88188)
aztreonam (CHEBI:161680) has role EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor (CHEBI:50696)
aztreonam (CHEBI:161680) is a monobactam (CHEBI:50695)
aztreonam (CHEBI:161680) is a β-lactam antibiotic allergen (CHEBI:88225)
Incoming Relation(s)
aztreonyl-L-lysine (CHEBI:139368) has functional parent aztreonam (CHEBI:161680)
aztreonyl group (CHEBI:60429) is substituent group from aztreonam (CHEBI:161680)
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
aztreonamChEBI
aztréonamChEBI
aztreonamumChemIDplus
Synonyms  Source
AZTChEBI
(Z,)-2-((((2-Amino-4-thiazolyl)(((2S,3S,)-2-methyl-4-oxo-1-sulfo-3-azetidinyl)carbamoyl)methylene)amino)oxy)-2-methylpropionic acidChemIDplus
Brand Names  Source
AzactamDrugBank
PrimbactamDrugBank
Manual XrefsDatabases
279DrugCentral
AZRPDBeChem
AztreonamWikipedia
C06840KEGG COMPOUND
D00240KEGG DRUG
DB00355DrugBank
NL8100571Patent
Registry NumbersSources
Beilstein:3577211Beilstein
Reaxys:3577211Reaxys
CAS:78110-38-0ChemIDplus
Citations