@article {CHATTERJIE401, author = {NITHIANANDA CHATTERJIE and JAMES M. FUJIMOTO and CHARLES E. INTURRISI and SANDRA ROERIG and RICHARD I. H. WANG and DAVID V. BOWEN and FRANK H. FIELD and DONALD D. CLARKE}, title = {ISOLATION AND STEREOCHEMICAL IDENTIFICATION OF A METABOLITE OF NALTREXONE FROM HUMAN URINE}, volume = {2}, number = {5}, pages = {401--405}, year = {1974}, publisher = {American Society for Pharmacology and Experimental Therapeutics}, abstract = {Pooled urine samples from patients receiving 100-200 mg of naltrexone per day orally were extracted; the basic (alkaloid) compounds derived were isolated by preparative thin-layer chromatography. The major metabolite of naltrexone was found to be an epimer of N-cyclopropylmethyl-14-hydroxy-7,8-dihydronormorphine wherein the 6-keto group of naltrexone had been reduced to yield the 6β-hydroxy epimer (an isomorphine). This conclusion was based on infrared, mass, and nuclear magnetic resonance spectra studies. Furthermore, the reduction product formed in vitro in a soluble chicken liver enzyme system from naltrexone and an in vivo metabolite of naloxone derived from the chicken were found to have the more commonly expected 6α-hydroxy orientation. Copyright {\textcopyright} 1974 by The American Society for Pharmacology and Experimental Therapeutics}, issn = {0090-9556}, URL = {https://dmd.aspetjournals.org/content/2/5/401}, eprint = {https://dmd.aspetjournals.org/content/2/5/401.full.pdf}, journal = {Drug Metabolism and Disposition} }