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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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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).
antibacterial drug  A drug used to treat or prevent bacterial infections.
Application:
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 drug (CHEBI:36047)
potassium clavulanate (CHEBI:85264) has role antimicrobial agent (CHEBI:33281)
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
CVAKEGG DRUG
Clavulanate potassiumKEGG DRUG
Manual XrefsDatabases
D02370KEGG DRUG
DB00766DrugBank
Clavulanic_AcidWikipedia
Registry NumbersSources
Reaxys:4773605Reaxys
CAS:61177-45-5KEGG DRUG
CAS:61177-45-5ChemIDplus