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Lysergic acid hydroxyethylamide
Systematic (IUPAC) name
9,10- didehydro- N- (1-hydroxyethyl)- 6- methylergoline- 8- carboxamide
CAS number 3343-15-5
ATC code  ?
PubChem 134553
Chemical data
Formula C 18H21N3O2  
Mol. mass 311.378 g/mol
SMILES eMolecules & PubChem
Synonyms D-lysergic acid methyl carbinolamide
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status Legal
Routes  ?

D-Lysergic acid α-hydroxyethylamide (LSH, LAH), also known as D-lysergic acid methyl carbinolamide, is an alkaloid of the ergoline family, and occurs in various species of vines of the Convolvulaceae and some species of fungi.



The structure is similar to LSD, with the N,N- diethylamide group replaced by an N- (1- hydroxyethyl)amide in D-lysergic acid α-hydroxyethylamide.


While animal data involving D-lysergic acid α-hydroxyethylamide exists, the physiological and pharmacological actions in humans are unknown. Animal studies do suggest the alkaloid may have some toxic effects at high levels.


The dominant alkaloids in the seeds of Rivea corymbosa (Ololiuhqui), Argyreia nervosa (Hawaiian Baby Woodrose), and Ipomoea violacea (Tlitliltzin) are ergine (LSA) and isoergine (its epimer). The human activity of D-lysergic acid α-hydroxyethylamide is unknown.


D-lysergic acid α-hydroxyethylamide is unscheduled and uncontrolled in the United States, but possession and sales of it could be prosecuted under the Federal Analog Act because of its structural similarities to LSD and ergine. The legality of this drug, and other related substances, is under scrutiny as of July 2004, due to Operation Web Tryp.

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