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CHEBI:9421 - tazobactam

ChEBI IDCHEBI:9421
ChEBI Nametazobactam
Stars
DefinitionA member of the class of penicillanic acids that is sulbactam in which one of the exocyclic methyl hydrogens is replaced by a 1,2,3-triazol-1-yl group; used (in the form of its sodium salt) in combination with ceftolozane sulfate for treatment of complicated intra-abdominal infections and complicated urinary tract infections.
Secondary ChEBI IDCHEBI:45973
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H12N4O5S
Net Charge0
Average Mass300.296
Monoisotopic Mass300.05284
SMILES[H][C@@]12CC(=O)N1[C@@H](C(=O)O)[C@](C)(Cn1ccnn1)S2(=O)=O
InChIInChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1
InChIKeyLPQZKKCYTLCDGQ-WEDXCCLWSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 3.5.2.6 (beta-lactamase) inhibitor  An EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor that interferes with the action of β-lactamase (EC 3.5.2.6).
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.
Application:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
tazobactam (CHEBI:9421) has functional parent sulbactam (CHEBI:9321)
tazobactam (CHEBI:9421) has role antiinfective agent (CHEBI:35441)
tazobactam (CHEBI:9421) has role antimicrobial agent (CHEBI:33281)
tazobactam (CHEBI:9421) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
tazobactam (CHEBI:9421) is a penicillanic acids (CHEBI:25865)
tazobactam (CHEBI:9421) is a triazoles (CHEBI:35727)
tazobactam (CHEBI:9421) is conjugate acid of tazobactam(1−) (CHEBI:85193)
Incoming Relation(s)
tazobactam(1−) (CHEBI:85193) is conjugate base of tazobactam (CHEBI:9421)
IUPAC Name 
(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
INNs  Source
tazobactamChemIDplus
tazobactamumChemIDplus
Synonym  Source
(2S,3S,5S)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxideChemIDplus
Manual XrefsDatabases
C07771KEGG COMPOUND
TAZPDBeChem
D00660KEGG DRUG
DB01606DrugBank
TazobactamWikipedia
LSM-5323LINCS
2572DrugCentral
Registry NumbersSources
Reaxys:4787944Reaxys
CAS:89786-04-9KEGG COMPOUND
CAS:89786-04-9ChemIDplus
Citations