Cephalotin

Class: Beta-lactam (cephalosporin, first generation)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae
Description:	Semisynthetic Cephalosporin, derived from Cephalosporin C
Year first mentioned:	1962
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)CC3=CC=CS3
Isomeric SMILES:	CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
InChI:	InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
InChI Key:	XIURVHNZVLADCM-IUODEOHRSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6024

External links:
Guide to Pharmacology:	cefalotin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1516027/
Citation:	https://www.niid.go.jp/niid/images/JJID/65-1/7.pdf