L-Cephalexin

CAS: 34632-04-7

Ref. TR-C256805

Product Information

• Name: L-Cephalexin
• Synonyms: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2S)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-, (6R,7R)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-methyl-8-oxo-, [6R-[6a,7ß(S*)]]-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2S)-aminophenylacetyl]amino]-3-methyl-8-oxo-, (6R,7R)- (9CI), (6R,7R)-7-[[(2S)-2-Amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-(a-Amino-L-phenylacetamido)-3-deacetoxycephalosporanic acid, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[(aminophenylacetyl)amino]-3-methyl-8-oxo-, [6R-[6a,7b(S*)]]-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2S)-aminophenylacetyl]amino]-3-methyl-8-oxo-, (6R,7R)- (9CI), 7-(a-Amino-L-phenylacetamido)-3-deacetoxycephalosporanicacid

Description

Stability Hygroscopic
Applications The L-diastereomer of the β-lactam antibiotic Cephalexin (C256800). It is transported by PEPT1 (the oligopeptide transporter responsible for absorption of peptide nutrients in the small intestine) with high affinity, but is not metabolized by PEPT1 itself.
References Mitsuoka, K. et al.: Biol. Pharmac. Bull., 32, 1459 (2009); Snyder, N.J. et al.: Antimicrob. Agents Chemother., 41, 1649 (1997);

• Brand: TRC

Chemical properties

• Molecular weight: 347.39
• Formula: C₁₆H₁₇N₃O₄S
• Color/Form: Neat
• InChI: InChI=1S/C16H17N3O4S/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)/t10-,11+,15+/m0/s1
• InChI key: InChIKey=ZAIPMKNFIOOWCQ-FIXISWKDSA-N
• SMILES: CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](N)c3ccccc3)[C@H]2SC1