Biotransformation of ketamine, (Z)-6-hydroxyketamine, and (E)-6-hydroxyketamine by rat, rabbit, and human liver microsomal preparations

Xenobiotica. 1987 Jul;17(7):839-47. doi: 10.3109/00498258709043993.

Abstract

1. (Z)- and (E)-6-Hydroxyketamine have been synthesized and their metabolism by hepatic microsomal preparations studied to elucidate the metabolism of ketamine. 2. Both 6-hydroxyketamines are exclusively converted to 6-hydroxy-norketamines by N-demethylation. The g.l.c. retention properties and mass spectral characteristics of these 6-hydroxy-norketamines were used to confirm the structures of ketamine metabolites. 3. Ketamine is converted to norketamine, 4-, 5- and 6-hydroxynorketamines and possibly 4- and 6-hydroxyketamines in hepatic microsomal preparations from rats, rabbits and man. Norketamine is the major metabolite in all species tested. 4. 6-Hydroxynorketamine is the major hydroxylated metabolite and is found only in the (Z)-form in the species examined. 5. The metabolism of ketamine and the 6-hydroxy-ketamines is greatly increased after phenobarbital pretreatment of rats and rabbits.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Biotransformation
  • Chromatography, Gas
  • Humans
  • In Vitro Techniques
  • Ketamine / analogs & derivatives*
  • Ketamine / analysis
  • Ketamine / metabolism*
  • Male
  • Microsomes, Liver / metabolism*
  • Rabbits
  • Rats
  • Rats, Inbred Strains
  • Spectrum Analysis
  • Stereoisomerism

Substances

  • Ketamine
  • 6-hydroxyketamine
  • norketamine