CHEBI:85264 - potassium clavulanate

ChEBI IDCHEBI:85264
ChEBI Namepotassium clavulanate
Stars
DefinitionA potassium salt having clavulanate as the counterion. It acts as a suicide inhibitor of bacterial β-lactamase enzymes and has only weak anitbiotic activity when administered alone. However it can be used in combination with amoxicillin trihydrate (under the trade name Augmentin) for treatment of a variety of bacterial infections, where it prevents antibiotic inactivation by microbial lactamases.
Last Modified14 March 2016
SubmitterSteve
DownloadsMolfile
FormulaC8H8NO5.K
Net Charge0
Average Mass237.252
Monoisotopic Mass237.00395
SMILES[H][C@@]12CC(=O)N1[C@@H](C(=O)[O-])/C(=C/CO)O2.[K+]
InChIInChI=1S/C8H9NO5.K/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h1,6-7,10H,2-3H2,(H,12,13);/q;+1/p-1/b4-1-;/t6-,7-;/m1./s1
InChIKeyABVRVIZBZKUTMK-JSYANWSFSA-M
Wikipedia
Roles Classification
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).
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antibacterial drug  A drug used to treat or prevent bacterial infections.
Applications:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
potassium clavulanate (CHEBI:85264) has part clavulanate (CHEBI:487869)
potassium clavulanate (CHEBI:85264) has role antibacterial agent (CHEBI:33282)
potassium clavulanate (CHEBI:85264) has role antibacterial drug (CHEBI:36047)
potassium clavulanate (CHEBI:85264) has role antiinfective agent (CHEBI:35441)
potassium clavulanate (CHEBI:85264) has role antimicrobial agent (CHEBI:33281)
potassium clavulanate (CHEBI:85264) has role antimicrobial agent (CHEBI:33281)
potassium clavulanate (CHEBI:85264) has role antitubercular agent (CHEBI:33231)
potassium clavulanate (CHEBI:85264) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
potassium clavulanate (CHEBI:85264) is a potassium salt (CHEBI:26218)
Incoming Relation(s)
Augmentin (CHEBI:2677) has part potassium clavulanate (CHEBI:85264)
IUPAC Name 
potassium (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate
Synonyms  Source
BRL 14151KChEMBL
BRL-14151KChEMBL
clavulanate potassiumChEMBL
Clavulanate potassiumKEGG DRUG
CVAKEGG DRUG
Potassium clavulanateChEMBL
Brand Names  Source
Clavulanate potassium component of augmentinChEMBL
Clavulanate potassium component of clavuloxChEMBL
Clavulanate potassium component of timentinChEMBL
Manual XrefsDatabases
Clavulanic_AcidWikipedia
D02370KEGG DRUG
DB00766DrugBank
Registry NumbersSources
Reaxys:4773605Reaxys
CAS:61177-45-5ChemIDplus
CAS:61177-45-5KEGG DRUG
Citations