clavulanic acid
Also known as clavulonic acid, (Z)-(2R,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Β-lactam molecule used as β-lactamase inhibitor to overcome antibiotic resistance in bacteria
Chemical data
- Formula
- C8H9NO5
- Molecular weight
- 199.16 g/mol
- IUPAC name
- (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- SMILES
- C1[C@@H]2N(C1=O)[C@H](/C(=C/CO)/O2)C(=O)O
- InChIKey
- HZZVJAQRINQKSD-PBFISZAISA-N
- XLogP
- -1.2
- Polar surface area
- 87.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
10,059 papersConnections
Categories
AzetidinesBeta-lactamase inhibitorsCarboxylic acidsDrugboxes which contain changes to watched fieldsDrugs with non-standard legal statusDrugs with unknown mechanisms of actionECHA InfoCard ID from WikidataExperimental antidepressantsExperimental anxiolyticsExperimental drugsHeterocyclic compounds with 2 ringsNeuroprotective agents