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Science 15 May 1970:
Vol. 168. no. 3933, pp. 844 - 845
DOI: 10.1126/science.168.3933.844
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Articles

Metabolite of (—)-trans-Dgr8-Tetrahydrocannabinol: Identification and Synthesis

R. L. Foltz 1, A. F. Fentiman Jr. 1, E. G. Leighty 1, J. L. Walter 1, H. R. Drewes 1, W. E. Schwartz 1, T. F. Page Jr. 1, and E. B. Truitt Jr. 1

1 Battelle Memorial Institute, Columbus Laboratories, Columbus, Ohio 43201

The major metabolite of (—)-trans-Dgr8-tetrahydrocannabinol observed in vivo and formed by hepatic microsomes in vitro is 11-hydroxy-trans-Dgr8-tetrahydrocannabinol. The metabolite was identified spectroscopically and was synthesized from trans-Dgr8-tetrahydrocannabinol. In tests with rats, the metabolite produced behavioral effects similar to those imparted by Dgr8- and Dgr9-tetrahydrocannabinol.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Major Cytochrome P450 Enzyme Responsible for Oxidation of Secondary Alcohols to the Corresponding Ketones in Mouse Hepatic Microsomes. Oxidation of 7-Hydroxy-Delta 8-tetrahydrocannabinol to 7-Oxo-Delta 8-tetrahydrocannabinol.
T. Matsunaga, N. Kishi, H. Tanaka, K. Watanabe, H. Yoshimura, and I. Yamamoto (1998)
Drug Metab. Dispos. 26, 1045-1047
   Abstract »    Full Text »
Delta-9-Tetrahydrocannabinol: Localization in Body Fat.
D. S. Kreuz and J. Axelrod (1973)
Science 179, 391-393
   Abstract »    PDF »
Isolation and Characterization of Two Major Urinary Metabolites of Dgr1-Tetrahydrocannabinol.
S. Burstein, J. Rosenfeld, and T. Wittstruck (1972)
Science 176, 422-423
   Abstract »    PDF »
Activity of Dgr8-and Dgr9-Tetrahydrocannabinol and Related Compounds in the Mouse.
H. D. Christensen, R. I. Freudenthal, J. T. Gidley, R. Rosenfeld, G. Boegli, L. Testino, D. R. Brine, C. G. Pitt, and M. E. Wall (1971)
Science 172, 165-167
   Abstract »    PDF »
Marihuana in Man: Three Years Later.
L. E. Hollister (1971)
Science 172, 21-29
   Abstract »    PDF »


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