Norpsilocin, also known as 4-hydroxy-N-methyltryptamine (4-HO-NMT), is a tryptamine alkaloid recently discovered in 2017 in the psychedelic mushroom Psilocybe cubensis.[1][2] It is hypothesized to be a dephosphorylated metabolite of baeocystin.[2]
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| Formula | C11H14N2O |
| Molar mass | 190.246 g·mol−1 |
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Norpsilocin was found to be a near full agonist of the 5-HT2A receptor and was found to be more potent than psilocin.[3][4] It also has affinity for other serotonin receptors.[5] Moreover, it has been found to cross the blood–brain barrier in animals and to have good metabolic stability similarly to psilocin.[5]
Surprisingly however, norpsilocin failed to induce the head-twitch response, a behavioral proxy of psychedelic effects, in animals.[5] Likewise, norbaeocystin and aeruginascin failed to induce the head-twitch response.[5] Only psilocybin was effective in this regard.[5] In any case, norbaeocystin showed antidepressant-like activity (forced swim test) similarly to psilocybin and fluoxetine in spite of its putative non-hallucinogenic nature.[5] Norpsilocin itself was not tested in this assay.[5]
Norpsilocin is being evaluated under the developmental code name PLZ-1017 for the possible treatment of pervasive developmental disorders in children.[6]
See also
References
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