API reference

Cefotaxime

CAS number
63527-52-6
Molecular formula
C16H17N5O7S2
Molecular weight
455.5 g/mol
Cefotaxime — 2D structure
2D structure (PubChem)

About this molecule

Cefotaxime is a third generation semisynthetic cephalosporin antibiotic with bactericidal activity. Cefotaxime inhibits mucopeptide synthesis by binding to and inactivating penicillin binding proteins thereby interfering with the final transpeptidation step required for cross-linking of peptidoglycan units which are a component of bacterial cell walls. This results in a reduction of cell wall stability and causes cell lysis.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
(6R,7R)-3-(acetyloxymethyl)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChIKey
GPRBEKHLDVQUJE-QSWIMTSFSA-N
SMILES
CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
Other CAS numbers recorded
60846-21-1 · 1056874-43-1 · 219827-56-2
PubChem CID
5742673

Also known as

cefotaxime · Cephotaxime · Cefotaxima · Cefotaximum · Cefotaxim Hikma · Cephotaxim · Klaforan · Primafen

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