Identification and determination of 8α,9α-epoxyhexahydrocannabinol as a metabolite of δ⁸-tetrahydrocannabinol of mice in vitro

S. Narimatsu School of Pharmacy, Hokuriku University, Kanazawa, 920-11, Japan

K. Watanabe School of Pharmacy, Hokuriku University, Kanazawa, 920-11, Japan

I. Yamamoto School of Pharmacy, Hokuriku University, Kanazawa, 920-11, Japan

H. Yoshimura Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, 812, Japan

Abstract

1. 8α,9α-Epoxyhexahydrocannabinol (8α,9α-EHHC) was formed from δ8-tetrahydro-cannabinol (δ8-THC) by mouse liver microsomal preparation in the presence of an Nadph-generating system.

2. The epoxide was identified by t.l.c., g.l.c. and g.l.c.-mass spectrometry and, together with 11-hydroxy-δ8-THC (11-OH-δ⁸-THC), was determined by g.l.c.

3. When δ⁸-THC was incubated with mouse liver microsomal preparation, 8α,9α-EHHC and 11-OH-δ⁸-THC was formed to the extents of 14% and 23%, respectively, of the added δ⁸-THC.

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Identification and determination of 8α,9α-epoxyhexahydrocannabinol as a metabolite of δ⁸-tetrahydrocannabinol of mice in vitro

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Identification and determination of 8α,9α-epoxyhexahydrocannabinol as a metabolite of δ8-tetrahydrocannabinol of mice in vitro

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Identification and determination of 8α,9α-epoxyhexahydrocannabinol as a metabolite of δ⁸-tetrahydrocannabinol of mice in vitro