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22128

Sigma-Aldrich

Cefotaxime sodium salt

≥98.0% (TLC)

Synonym(s):

Cefotaxim sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H16N5NaO7S2
CAS Number:
Molecular Weight:
477.45
Beilstein:
5711411
EC Number:
MDL number:
UNSPSC Code:
51101500

Assay

≥98.0% (TLC)

impurities

≤5% water

solubility

H2O: 50 mg/mL, clear, light yellow

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c3csc(N)n3)C([O-])=O

InChI

1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1

InChI key

AZZMGZXNTDTSME-JUZDKLSSSA-M

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General description

Chemical structure: ß-lactam

Biochem/physiol Actions

Cefotaxim inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs) which inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls. As a result, bacteria lyse due to cell wall autolytic enzymes.

Other Notes

Broad spectrum third generation cephalosporin antibiotic.

replaced by

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Laetitia Betelli et al.
Talanta, 184, 210-218 (2018-04-21)
The accurate identification of β-lactamases produced by Enterobacteriaceae is a major challenge in clinical laboratories in order to optimize antimicrobial treatment and patient care. We describe here a rapid voltammetric-based method to detect and to discriminate β-lactamase activity in Enterobacteriaceae
Carola E H Rosenkilde et al.
Nature communications, 10(1), 618-618 (2019-02-08)
Antibiotic resistance is a major challenge to global public health. Discovery of new antibiotics is slow and to ensure proper treatment of bacterial infections new strategies are needed. One way to curb the development of antibiotic resistance is to design

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