Aeruginascin, a Trimethylammonium Analogue of Psilocybin from the Hallucinogenic MushroomInocybe aeruginascens
Planta Medica – April 01, 2006
Source: OpenAlex
Summary
A novel alkaloid, aeruginascin, has been discovered in the hallucinogenic *Inocybe aeruginascens* mushroom, which also produces psilocybin. Its unique chemical structure, N, N, N-trimethyl-4-phosphoryloxytryptamine, reveals a close relationship to bufotenidine, a potent 5-HT3 receptor agonist. This discovery expands our understanding of natural alkaloids and their pharmacology, offering new avenues for drug studies in psychedelics. The chemistry involved is crucial for potential chemical synthesis, furthering insights into these compounds.
Abstract
The hallucinogenic mushroom Inocybe aeruginascens contains several typical Psilocybe alkaloids including psilocybin. We have now elucidated the structure of a further indole derivative named aeruginascin as the quaternary ammonium compound N, N, N-trimethyl-4-phosphoryloxytryptamine. Aeruginascin is closely related to the frog skin toxin bufotenidine (5-HTQ), a potent 5-HT3 receptor agonist, and has been found exclusively in Inocybe aeruginascens so far.