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L-Iso-LSD
l-Iso-LSD, also known as (–)-iso-LSD or (5S,8R)-iso-LSD, as well as l-isolysergic acid diethylamide, is a lysergamide and one of four possible stereoisomers of the lysergic acid diethylamide (LSD) molecule (with the psychedelic drug actually being the enantiopure d-isomer).
The LSD molecule has two chiral centers at carbons 5 and 8 of the ergoline ring system and hence there are four possible enantiomeric stereoisomers of LSD. l-Iso-LSD, also known as (–)-iso-LSD or (5S,8R)-iso-LSD, is one of four possible stereoisomers. The other isomers are LSD (d-LSD, (+)-LSD, or (5R,8R)-LSD), iso-LSD (d-iso-LSD, (+)-iso-LSD, or (5R-8S)-LSD), and l-LSD ((–)-LSD or (5S,8S)-LSD). None of them are known to have significant psychoactivity in humans besides LSD.
l-Iso-LSD showed only 0.1% of the antiserotonergic activity of LSD in the isolated rat uterus. Hence, it was about 1,000-fold less potent than LSD in this assay and was regarded as essentially inactive.
l-Iso-LSD showed no psychedelic effects in humans at a dose of up to 500 μg orally or up to 20 times the minimum effective dose of LSD (~25 μg). According to Albert Hofmann, the only effect of l-iso-LSD at a dose of 500 μg was mild nausea.
l-Iso-LSD was first described in the scientific literature by at least the 1950s.
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L-Iso-LSD
l-Iso-LSD, also known as (–)-iso-LSD or (5S,8R)-iso-LSD, as well as l-isolysergic acid diethylamide, is a lysergamide and one of four possible stereoisomers of the lysergic acid diethylamide (LSD) molecule (with the psychedelic drug actually being the enantiopure d-isomer).
The LSD molecule has two chiral centers at carbons 5 and 8 of the ergoline ring system and hence there are four possible enantiomeric stereoisomers of LSD. l-Iso-LSD, also known as (–)-iso-LSD or (5S,8R)-iso-LSD, is one of four possible stereoisomers. The other isomers are LSD (d-LSD, (+)-LSD, or (5R,8R)-LSD), iso-LSD (d-iso-LSD, (+)-iso-LSD, or (5R-8S)-LSD), and l-LSD ((–)-LSD or (5S,8S)-LSD). None of them are known to have significant psychoactivity in humans besides LSD.
l-Iso-LSD showed only 0.1% of the antiserotonergic activity of LSD in the isolated rat uterus. Hence, it was about 1,000-fold less potent than LSD in this assay and was regarded as essentially inactive.
l-Iso-LSD showed no psychedelic effects in humans at a dose of up to 500 μg orally or up to 20 times the minimum effective dose of LSD (~25 μg). According to Albert Hofmann, the only effect of l-iso-LSD at a dose of 500 μg was mild nausea.
l-Iso-LSD was first described in the scientific literature by at least the 1950s.