-Lysergic acid α-hydroxyethylamide (LSH, LAH), also known as -lysergic acid methyl carbinolamide, is an

alkaloid Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...

of the

ergoline Ergoline is a chemical compound whose structural skeleton is contained in a variety of alkaloids, referred to as ergoline derivatives or ergoline alkaloids. Ergoline alkaloids, one being ergine, were initially characterized in ergot. Some of thes ...

family, believed to be present in small amounts in various species in the ''

Convolvulaceae Convolvulaceae (), commonly called the bindweeds or morning glories, is a family of about 60 genera and more than 1,650 species. These species are primarily herbaceous vines, but also include trees, shrubs and herbs. The tubers of several spe ...

'' (morning glory), as well as some species of

fungi A fungus ( : fungi or funguses) is any member of the group of eukaryotic organisms that includes microorganisms such as yeasts and molds, as well as the more familiar mushrooms. These organisms are classified as a kingdom, separately from ...

Chemistry

The structure is similar to

LSD Lysergic acid diethylamide (LSD), also known colloquially as acid, is a potent psychedelic drug. Effects typically include intensified thoughts, emotions, and sensory perception. At sufficiently high dosages LSD manifests primarily mental, vi ...

, with the N,N- diethylamide group replaced by an ''N''- (1- hydroxyethyl)amide in -lysergic acid α-hydroxyethylamide.

Pharmacology

Effects

One of the alkaloids in the seeds of ''

Rivea corymbosa ''Ipomoea corymbosa'' is a species of morning glory, native throughout Latin America from Mexico as far south as Peru and widely naturalised elsewhere. Its common names include Christmasvine, Christmaspops, and snakeplant. Description and names ...

'' (Ololiuhqui), ''

Argyreia nervosa ''Argyreia nervosa'' is a perennial climbing vine native to the Indian subcontinent and introduced to numerous areas worldwide, including Hawaii, Africa, and the Caribbean. Though it can be invasive, it is often prized for its aesthetic and me ...

'' (Hawaiian Baby Woodrose), and ''

Ipomoea violacea ''Ipomoea violacea'' is a perennial species of ''Ipomoea'' that occurs throughout the world with the exception of the European continent. It is most commonly called beach moonflower or sea moonflower as the flowers open at night. Description The ...

'' (Tlitliltzin) are

ergine Ergine, also known as d-lysergic acid amide (LSA) and d-lysergamide, is an ergoline alkaloid that occurs in various species of vines of the Convolvulaceae and some species of fungi. The psychedelic properties in the seeds of ololiuhqui, Hawai ...

(LSA) and isoergine (its

epimer In stereochemistry, an epimer is one of a pair of diastereomers. The two epimers have opposite configuration at only one stereogenic center out of at least two. All other stereogenic centers in the molecules are the same in each. Epimerization i ...

). The human activity of -lysergic acid α-hydroxyethylamide is unknown.

Legality

-lysergic acid α-hydroxyethylamide is unscheduled and uncontrolled in the United States, but possession and sales of it for human consumption could potentially be prosecuted under the

Federal Analog Act The Federal Analogue Act, , is a section of the United States Controlled Substances Act passed in 1986 which allows any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were listed in ...

because of its structural similarities to

References

External links

Ergot - A Rich Source of Pharmacologically Active Substances
by Albert Hofmann {{DEFAULTSORT:Lysergic Acid hydroxyethylamide Lysergamides Secondary alcohols Ergot alkaloids