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- W2000713905 abstract "1. After i.v. injections to the mouse, both 8α,9β- and 8β,9β-epoxyhexahydro-cannabinols (EHHCs) were easily hydrolysed to 8$b,9α-dihydroxyhexahydrocannabinol (dihydroxy-HHC) rather than 8α,9β-dihydroxy-HHC in the liver.2. 8,9-Dihydroxy-HHCs hydroxylated at the 2′ or 3′ position of a pentyl side-chain were identified in vivo as liver metabolites of the epoxides.3. The same stereospecific hydrolysis of 8,9-EHHCs were observed in vitro using liver-microsomal fractions of mice, though both epoxides were resistant to enzymic hydrolysis.4. Several monohydroxylated 8,9-EHHCs, together with small amounts of 8,9-dihydroxy-HHCs were identified as in vitro liver metabolites of the epoxides. These metabolites could be formed not only by epoxide hydrolase but also by a mono-oxygenase system involving cytochrome P-450.5. The magnitude of the binding affinities of cannabinoids to cytochrome P-450 was ranked in the following order: δ8-tetrahydrocannabinol (spectral dissociation constant Ks = 9.4 μM) > 8β,9β-EHHC (13.3 μM) > 8α,9α-EHHC (34.5 μM)." @default.
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- W2000713905 title "Stereospecific hydrolysis of 8α,9α- and 8β,9β-epoxyhexahydrocannabinols in the mouse invivoandin vitro" @default.
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- W2000713905 doi "https://doi.org/10.3109/00498258509045353" @default.
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