Substance

ID:648

Names and Identifiers
Synonyms
Clavulanic AcidClavulanate
IUPAC name
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
clavulanate
Registration numbers
PubChem CID
CAS Number
PubChem SID
Properties
Physical Property
Hydrophobicity(logP)
-1.5
Solubility
300 mg/mL (potassium salt)
Molecule Details
Drug Groups
approved
Description
Clavulanic acid and its salts and esters. The acid is a suicide inhibitor of bacterial beta-lactamase enzymes from Streptomyces clavuligerus. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with beta-lactam antibiotics prevents antibiotic inactivation by microbial lactamase. [PubChem]
Indication
For use with Amoxicillin, clavulanic acid is suitable for the treatment of infections with Staph. aureus and Bacteroides fragilis, or with beta-lactamase producing H. influenzae and E. coli.
Pharmacology
Clavulanic acid, produced by the fermentation of Streptomyces Clavuligerus, is a beta-lactam structurally related to the penicillins. Clavulanic acid is used in conjunction with amoxicillin for the treatment of bronchitis and urinary tract, skin, and soft tissue infections caused by beta-lactamase producing organisms.
Toxicity
Gastrointestinal symptoms including stomach and abdominal pain, vomiting, and diarrhea. Rash, hyperactivity, or drowsiness have also been observed in a small number of patients
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation
Hepatic
Absorption
75%
Half Life
1.0 hour
Protein Binding
Low (22 to 30%)
External Links
Molecular Spectra
No Data Available
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References
No Data Available
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