Mescaline Mescaline Mescaline (3,4,5-trimethoxyphenethylamine) is a naturally occurring psychedelic alkaloid of the phenethylamine class, known for its hallucinogenic effects comparable to those of LSD and psilocybin. It occurs naturally in the peyote cactus ("Lophophora williamsii"), the San Pedro cactus ("Echinopsis pachanoi"), the Peruvian torch ("Echinopsis peruviana"), and other members of the Cactaceae plant family. It is also found in small amounts in certain members of the Fabaceae (bean) family, including "Acacia berlandieri". However those claims concerning Acacia species have been challenged and have been unsupported in additional analysis. Peyote has been used for at least 5,700 years by Native Americans in
Mescaline biosynthetic pathway involving "m"-"O"-methylation and aromatic hydroxylation. Tyrosine and phenylalanine serve as the metabolic precursors to synthesis of mescaline. Tyrosine can either undergo a decarboxylation via tyrosine decarboxylase to generate tyramine and subsequently undergo an oxidation at carbon 3 by a monophenol hydroxylase or first be hydroxylated by tyrosine hydroxylase to form L-DOPA and decarboxylated by DOPA decarboxylase. These create dopamine, which then experiences methylation by a catechol-O-methyltransferase (COMT) by an "S"-adenosyl methionine (SAM)-dependent mechanism. The resulting intermediate is then oxidized again by a hydroxylase enzyme, likely monophenol hydroxylase again, at carbon 5, and methylated by COMT. The product, methylated