Amoxicillin sodiumProduct ingredient for Amoxicillin
- Name
- Amoxicillin sodium
- Drug Entry
- Amoxicillin
Amoxicillin, or BRL-2333, is a penicillin G derivative first described in the literature in 1972.6 Amoxicillin has similar activity to penicillin and ampicillin, but leads to higher serum concentrations than ampicillin.6
Amoxicillin was granted FDA approval on 18 January 1974.12
- Accession Number
- DBSALT000868
- Structure
Structure for Amoxicillin sodium (DBSALT000868)
- Synonyms
- Amoxicillin natrium
- UNII
- 544Y3D6MYH
- CAS Number
- 34642-77-8
- Weight
- Average: 387.39
Monoisotopic: 387.08648615 - Chemical Formula
- C16H18N3NaO5S
- InChI Key
- BYHDFCISJXIVBV-YWUHCJSESA-M
- InChI
- InChI=1S/C16H19N3O5S.Na/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
- IUPAC Name
- sodium (2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- SMILES
- [Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C([O-])=O
- External Links
- PubChem Compound
- 23663126
- ChemSpider
- 82723
- ChEBI
- 51255
- ChEMBL
- CHEMBL2105950
- Wikipedia
- Amoxicillin
- Predicted Properties
Property Value Source Water Solubility 1.99 mg/mL ALOGPS logP 0.76 ALOGPS logP -2.3 Chemaxon logS -2.3 ALOGPS pKa (Strongest Acidic) 3.23 Chemaxon pKa (Strongest Basic) 7.22 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 135.79 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 100.34 m3·mol-1 Chemaxon Polarizability 35.56 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon