Clavulanic Acid Methyl-d3 Ester

• CAT Number: C000109
• CAS Number: 1821757-56-5
• Molecular Formula: C₉H₈D₃NO₅
• Molecular Weight: 216.21
• Purity: ≥95%
• Synonyms: (2R,3Z,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Methyl-d3 Ester; [2R-(2α,3Z,5α)]- 3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Methyl-d3 Ester; Methyl-d3 Clavulanate
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Appearance: Pale Yellow to Light Yellow Thick Oil
• Storage: -20°C
• IUPAC Name: trideuteriomethyl (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate
• InChI: InChI=1S/C9H11NO5/c1-14-9(13)8-5(2-3-11)15-7-4-6(12)10(7)8/h2,7-8,11H,3-4H2,1H3/b5-2-/t7-,8-/m1/s1/i1D3
• InChIKey: HTABQNQMGKGBDT-QEYUTSQOSA-N
• SMILES: [2H]C([2H])([2H])OC(=O)[C@H]1/C(=C/CO)/O[C@H]2N1C(=O)C2

Clavulanic Acid Methyl-d3 Ester(CAT: C000109) is a deuterated derivative of Clavulanic Acid Methyl Ester. Its primary pharmacologic action lies in its role as a β-lactamase inhibitor. By irreversibly binding to bacterial β-lactamase enzymes, it effectively protects β-lactam antibiotics, such as penicillins and cephalosporins, from degradation by these enzymes. This action enhances the antibiotics’ efficacy against a wide range of bacteria, making it a crucial component of many antibiotic formulations.

Reference

Reading, C., et al.: J. Enzyme Inhibition, 1, 83 (1986),