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

• ChemBase ID: 73172
• Molecular Formular: C16H18N3NaO5S
• Molecular Mass: 387.38599
• Monoisotopic Mass: 387.08648597
• SMILES: c1(ccc(cc1)[C@H](C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)[O-])N)O.[Na+]
• Canonical SMILES: N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C.[Na+]
• 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
• InChIKey: BYHDFCISJXIVBV-YWUHCJSESA-M

NAMES AND DATABASE IDS

Names

• 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
• IUPAC Traditional name: sodium amoxicillin(1-)
• Synonyms: Amox; Amoxycillin; Amoxicillin

Database IDs

• CAS Number: 34642-77-8
• PubChem SID: 162038092
• PubChem CID: 23663126

CALCULATED PROPERTIES

• Acid pKa: 3.2314606
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.3092988
• LogD (pH = 7.4): -2.5697672
• Log P: -2.3101761
• Molar Refractivity: 100.3415 cm^3
• Polarizability: 35.41004 Å^3
• Polar Surface Area: 135.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Sodium salt

DETAILS

Selleck Chemicals - S2565

Research Area: Infection
Biological Activity:
Amoxicillin sodium (Amox) is a moderate- spectrum, bacteriolytic, β-lactam antibiotic. Amoxicillin sodium (Amox) is used to treat bacterial infections caused by susceptible microorganisms. Amoxicillin sodium (Amox) is usually the drug of choice within the class because it is better absorbed, following oral administration, than other β-lactam antibiotics. Amoxicillin sodium (Amox) is susceptible to degradation by β-lactamase-producing bacteria, which are resistant to a broad spectrum of β-lactam antibiotics, such as penicillin. For this reason, it is often combined with clavulanic acid. Amoxicillin sodium (Amox) acts by inhibiting the synthesis of bacterial cell walls. Amoxicillin sodium (Amox) inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell walls of both Gram-positive and Gram-negative bacteria. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Amoxicillin