Chloramphenicol 3-Acetate

For research use only. Not for therapeutic Use.

  • CAT Number: R032047
  • CAS Number: 10318-16-8
  • Molecular Formula: C13H14Cl2N2O6
  • Molecular Weight: 365.163
  • Purity: 99%
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Chloramphenicol 3-Acetate (Cat. No: R032047) is a chloramphenicol derivative found in the metabolic decomposition of chloramphenicol by Alcaligenes faecalis. At the same time, chloramphenicol acetate, as the main product of chloramphenicol acetyltransferase, is involved in the main resistance mechanism of chloramphenicol.


Catalog Number R032047
CAS Number 10318-16-8
Synonyms

3-Acetoxychloramphenicol; 3-Acetylchloramphenicol; 3-O-Monoacetylchloramphenicol; [R-(R*,R*)]-N-[1-[(acetyloxy)methyl]-2-hydroxy-2-(4-nitrophenyl)ethyl]-2,2-dichloroacetamide; D-threo-(-)-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]

Molecular Formula C13H14Cl2N2O6
Purity 99%
Appearance White solid
Storage Store at -20°C
Analysis method HPLC
IUPAC Name [(2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] acetate
InChI InChI=1S/C13H14Cl2N2O6/c1-7(18)23-6-10(16-13(20)12(14)15)11(19)8-2-4-9(5-3-8)17(21)22/h2-5,10-12,19H,6H2,1H3,(H,16,20)/t10-,11-/m1/s1
InChIKey VVOIFRARHIZCJD-GHMZBOCLSA-N
SMILES CC(=O)OCC(C(C1=CC=C(C=C1)[N+](=O)[O-])O)NC(=O)C(Cl)Cl
Reference

Isolation of 3&prime;-O-acetylchloramphenicol: A possible intermediate in chloramphenicol biosynthesis. Gross F. et al. Bioorg. Med. Chem. Letters 2002, 12, 283.<br />
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Chloramphenicol acetyltransferase Shaw W.V. &amp; Leslie A.G.W. Ann. Rev. Biophys. Biophys. Chem. 1991, 20, 363.
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