Cefaloglycin

Cefaloglycin INN (also spelled cephaloglycin) is a first-generation cephalosporin antibiotic.

Cefaloglycin
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • (6R,7R)-3-[(acetyloxy)methyl]-7-{[(2R)-2-amino-2-phenylacetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.020.633
Chemical and physical data
FormulaC18H19N3O6S
Molar mass405.43 g·mol−1
3D model (JSmol)
SMILES
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccccc3)N)COC(=O)C)C(=O)O
InChI
  • InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1 Y
  • Key:FUBBGQLTSCSAON-PBFPGSCMSA-N Y
 NY (what is this?)  (verify)
  • Tune B, Hsu C (1990). "The renal mitochondrial toxicity of beta-lactam antibiotics: in vitro effects of cephaloglycin and imipenem". J Am Soc Nephrol. 1 (5): 815–21. doi:10.1681/ASN.V15815. PMID 2133431.
  • Tune B, Fravert D, Hsu C (1989). "Oxidative and mitochondrial toxic effects of cephalosporin antibiotics in the kidney. A comparative study of cephaloridine and cephaloglycin". Biochem Pharmacol. 38 (5): 795–802. doi:10.1016/0006-2952(89)90233-5. PMID 2930580.


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