Aeruginascin, a Trimethylammonium Analogue of Psilocybin from the Hallucinogenic MushroomInocybe aeruginascens
Niels Jensen, Jochen Gartz, Hartmut Laatsch
Planta Medica April 1, 2006 DOI: 10.1055/s-2006-931576 via OpenAlex
Summary
AI-generated from the abstractThe hallucinogenic mushroom Inocybe aeruginascens contains typical Psilocybe alkaloids such as psilocybin. Researchers have now determined the structure of an additional indole derivative, aeruginascin, which is 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 so far been found exclusively in Inocybe aeruginascens.
Study at a glance
| Characteristics | Chemical analysis Peer reviewed |
|---|---|
| Topics | Psilocybin |
| Keywords | Hallucinogen Stereochemistry Agonist Mushroom |
| Citations | 56 |
| Key finding | The structure of aeruginascin, a quaternary ammonium compound related to bufotenidine, has been elucidated in Inocybe aeruginascens. |
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.