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Sigma-Aldrich®Amoxicillin, 95.0-102.0% anhydrous basis

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Empirical Formula (Hill Notation):  C16H19N3O5S

CAS Number:  26787-78-0

Molecular Weight:  365.40

Beilstein:  7507120

EC Number:  248-003-8

MDL number:  MFCD00056860

UNSPSC Code:  51102829

PubChem Substance ID:  329770960

NACRES:  NA.85

Quality Level:  200

Assay:  95.0-102.0% anhydrous basis

Form:  powder

antibiotic activity spectrum:

Gram-negative bacteria

Gram-positive bacteria

Mode of action:  cell wall synthesis | interferes

storage temp.:  2-8°C

SMILES string:  CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(O)=O

InChI:

1S/C16H19N3O5S/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)/t9-,10-,11+,14-/m1/s1

InChI key:  LSQZJLSUYDQPKJ-NJBDSQKTSA-N

General description

Chemical structure: ß-lactam

Application

Amoxicillin is used to study the oxygen dependent antimicrobial systems of polymorphonuclear leukocytes (PMNLs), the risk of resistance development in Helicobacter pylori, and various dosing strategies against Streptococcus pneumoniae and Pneumococcal pneumonia [1][2][3][4]. It is also used to study the synthesis of bacterial cell walls at the level of peptidoglycan polymer chain cross-linking involving bacterial transpeptidase.

Biochem/physiol Actions

Amoxicillin is a broad-spectrum, β-lactam antibiotic. It is a 4-hydroxy analog of ampicillin with similar ranges of actions and utility to ampicillin. Amoxicillin inhibits the cross-linkage between linear peptidoglycan polymer chains that are the major component of both Gram-positive and Gram-negative bacteria.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.