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Clavulanate

Catalog No. DB00766 Name DrugBank
CAS Number 58001-44-8 Website http://www.ualberta.ca/
M. F. C8H9NO5 Telephone (780) 492-3111
M. W. 199.16076 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 646

SYNONYMS

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
Synonyms
Clavulanic Acid

DATABASE IDS

PubChem SID 46508845
CAS Number 58001-44-8
PubChem CID 5280980

PROPERTIES

Hydrophobicity(logP) -1.5
Solubility 300 mg/mL (potassium salt)

DETAILS

Description (English)
Item Information
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
Wikipedia

REFERENCES