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 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Chemical analysis Peer reviewed |
|---|---|
| Topics | Psilocybin |
| Keywords | Hallucinogen Stereochemistry Agonist Mushroom Pharmacology Receptor Biochemistry Alkaloids |
| Citations | 56 |
| Key points | 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.
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- Structure–Activity Relationships for Psilocybin, Baeocystin, Aeruginascin, and Related Analogues to Produce Pharmacological Effects in Mice ACS Pharmacology & Translational Science November 2, 2022
- Simultaneous Production of Psilocybin and a Cocktail of β‐Carboline Monoamine Oxidase Inhibitors in “Magic” Mushrooms Chemistry - A European Journal November 14, 2019
and 35 more in the library
Cites 4
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- Tryptamines as Ligands and Modulators of the Serotonin 5‑HT2A Receptor and the Isolation of Aeruginascin from the Hallucinogenic Mushroom Inocybe aeruginascens 2005