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Cephalexin hydrate

Catalog No. C4895 Name Sigma Aldrich
CAS Number 15686-71-2 Website http://www.sigmaaldrich.com
M. F. C16H19N3O5S Telephone 1-800-521-8956
M. W. 365.40416 Fax
Purity Email
Storage Chembase ID: 134172

SYNONYMS

IUPAC name
(7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
IUPAC Traditional name
(7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate

DATABASE IDS

PubChem SID 24278316
EC Number 239-773-6
CAS Number 15686-71-2
MDL Number MFCD00167148
Beilstein Number 965503

PROPERTIES

GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H317-H334
European Hazard Symbols Harmful Harmful (Xn)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
GHS Precautionary statements P261-P280-P342 + P311
Risk Statements 42/43
Safety Statements 22-36/37-45
Storage Temperature 2-8°C
German water hazard class 2

DETAILS

Description (English)
Application
Cephalexin is a cephalosporin antibiotic used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.
Biochem/physiol Actions
Cephalexin disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cephalexin antibiotics mimic the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan.

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