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14-Hydroxy-LSD

Pharmaceutical compound From Wikipedia, the free encyclopedia

14-Hydroxy-LSD
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14-Hydroxy-LSD is a lysergamide and a metabolite of the psychedelic drug lysergic acid diethylamide (LSD).[1][2][3][4][5][6] It is formed via aromatic hydroxylation at position 14 of the lysergic acid moiety and is subsequently excreted as a glucuronide conjugate.[1][2][3][6]

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14-Hydroxy-LSD is a major metabolite of LSD in rats and guinea pigs, where it is excreted predominantly as a glucuronide in bile and urine.[1][2][7][5][8][9][10] In contrast, it appears only as a minor metabolite in rhesus monkeys and humans.[1][2][7][5][8][9] Studies using human liver microsomes and urine samples have confirmed its presence in humans, but in low concentrations that are often below quantification limits.[7][3][6]

The specific enzymes involved in the formation of hydroxylated LSD metabolites like 14-hydroxy-LSD remain unidentified.[5] As of 2016, David E. Nichols noted that the pharmacology of hydroxylated LSD metabolites, including 14-hydroxy-LSD, had not been studied.[11] Notably, 14-hydroxy-LSD does not induce LSD-like changes in the EEG of rabbits, in contrast to LSD and 13-hydroxy-LSD.[10]

14-Hydroxy-LSD was first reported in the scientific literature by at least 1975.[1][12][13][14]

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