C4895

Cephalexin hydrate

first-generation cephalosporin antibiotic

• Empirical Formula (Hill Notation): C₁₆H₁₇N₃O₄S · xH₂O
• CAS Number: 1820673-23-1
• Molecular Weight: 347.39 (anhydrous basis)
• PubChem Substance ID: 24278316
• UNSPSC Code: 51282503
• NACRES: NA.85
• EC Number: 239-773-6
• MDL number: MFCD00056877
• Beilstein/REAXYS Number: 965503

Properties

• Quality Segment: 200
• form: powder
• pKa: 7.3, 5.2
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria
• mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: S1C2N(C(=C(C1)C)C(=O)O)C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3.O
• InChI: 1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15?;/m1./s1
• InChI key: AVGYWQBCYZHHPN-FNOHQHCYSA-N

Description

General description

Chemical structure: β-lactam

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.

Other Notes

Storage of this product should be in airtight containers and protected from light.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves