CHEBI:85264 - potassium clavulanate

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ChEBI Name potassium clavulanate
ChEBI ID CHEBI:85264
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H8KNO5
Net Charge 0
Average Mass 237.25110
Monoisotopic Mass 237.00395
InChI InChI=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
InChIKey ABVRVIZBZKUTMK-JSYANWSFSA-M
SMILES [K+].OC\C=C1/O[C@@H]2CC(=O)N2[C@H]1C([O-])=O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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 beta-lactamase (EC 3.5.2.6).
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing 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 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 Sources
Clavulanate potassium KEGG DRUG
CVA KEGG DRUG
Manual Xrefs Databases
Clavulanic_Acid Wikipedia
D02370 KEGG DRUG
DB00766 DrugBank
View more database links
Registry Numbers Types Sources
4773605 Reaxys Registry Number Reaxys
61177-45-5 CAS Registry Number ChemIDplus
61177-45-5 CAS Registry Number KEGG DRUG
Last Modified
14 March 2016