Psilocin

4-HO-DMT4-hydroxy-DMT (psilocin)4-HO-DMT (Psilocin)psilocin (4-HO-DMT)psilocine
Psilocin (also known as 4-HO-DMT, 4-hydroxy DMT, psilocine, psilocyn, or psilotsin) is a substituted tryptamine alkaloid and a serotonergic psychedelic substance.wikipedia
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Psilocybin mushroom

Psilocybin mushroomsmagic mushroomspsychedelic mushroom
It is present in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin.
A psilocybin mushroom, also known as magic mushroom or psychedelic mushroom, is one of a polyphyletic group of fungi that contain psilocybin and psilocin.

Psilocybin

Psilocybine4-PO-DMT (Psilocybin)magic mushroom
It is present in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin. Psilocin and its phosphorylated cousin, psilocybin, were first isolated and named in 1958 by Swiss chemist Albert Hofmann.
As a prodrug, psilocybin is quickly converted by the body to psilocin, which has mind-altering effects similar, in some aspects, to those of LSD, mescaline, and DMT.

Alkaloid

alkaloidspurine alkaloidalkaloid biosynthesis
Psilocin (also known as 4-HO-DMT, 4-hydroxy DMT, psilocine, psilocyn, or psilotsin) is a substituted tryptamine alkaloid and a serotonergic psychedelic substance.
Other alkaloids possess psychotropic (e.g. psilocin) and stimulant activities (e.g. cocaine, caffeine, nicotine, theobromine), and have been used in entheogenic rituals or as recreational drugs.

N,N-Dimethyltryptamine

DMTdimethyltryptamineN'',''N''-Dimethyltryptamine
The mind-altering effects of psilocin are highly variable, subjective and resemble those of LSD and DMT.
DMT is a functional analog and structural analog of other psychedelic tryptamines such as O-Acetylpsilocin (4-AcO-DMT), 5-MeO-DMT, bufotenin (5-HO-DMT), psilocybin (4-PO-DMT), and psilocin (4-HO-DMT).

Albert Hofmann

Albert HoffmanHofmannAlbert Hofmann Foundation
Psilocin and its phosphorylated cousin, psilocybin, were first isolated and named in 1958 by Swiss chemist Albert Hofmann.
Hofmann was also the first person to isolate, synthesize, and name the principal psychedelic mushroom compounds psilocybin and psilocin.

Psilocybe mexicana

P. mexicanaPsilocybe'' ''mexicanateonanácatl
Hofmann obtained the chemicals from laboratory-grown specimens of the entheogenic mushroom Psilocybe mexicana.
It was from this species that Dr. Albert Hofmann, working with specimens grown in his Sandoz laboratory, first isolated and named the active entheogenic compounds psilocybin and psilocin.

Substituted tryptamine

tryptaminestryptamineList of substituted tryptamines
Psilocin (also known as 4-HO-DMT, 4-hydroxy DMT, psilocine, psilocyn, or psilotsin) is a substituted tryptamine alkaloid and a serotonergic psychedelic substance.

O-Acetylpsilocin

4-AcO-DMTO''-Acetylpsilocin4-Acetoxy-DMT
O-Acetylpsilocin (4-AcO-DMT) is an acetylated analog of psilocin.
O-Acetylpsilocin (also known as psilacetin, 4-acetoxy-DMT, or 4-AcO-DMT) is a semi-synthetic psychoactive drug and has been suggested by David Nichols to be a potentially useful alternative to psilocybin for pharmacological studies, as they are both believed to be prodrugs of psilocin.

4-HO-MiPT

Miprocin
Additionally, replacement of a methyl group at the dimethylated nitrogen with an isopropyl or ethyl group yields 4-HO-MIPT (4-hydroxy-N-methyl-N-isopropyltryptamine) and 4-HO-MET (4-hydroxy-N-methyl-N-ethyltryptamine), respectively.
Its molecular structure and pharmacological effects somewhat resemble those of the tryptamine psilocin, which is the primary psychoactive chemical in magic mushrooms.

4-HO-MET

Metocin
Additionally, replacement of a methyl group at the dimethylated nitrogen with an isopropyl or ethyl group yields 4-HO-MIPT (4-hydroxy-N-methyl-N-isopropyltryptamine) and 4-HO-MET (4-hydroxy-N-methyl-N-ethyltryptamine), respectively.
It is a structural− and functional analog of psilocin as well as the 4-hydroxyl analog of methylethyltryptamine (MET).

5-HT2A receptor

5-HT 2A 5-HT 2A receptor5HT 2A
Psilocybin is rapidly dephosphorylated in the body to psilocin which acts as a 5-HT 2A, 5-HT 2C and 5-HT 1A agonist or partial agonist.
Activation of the 5-HT 2A receptor is necessary for the effects of the "classic" psychedelics like LSD, psilocin and mescaline, which act as full or partial agonists at this receptor, and represent the three main classes of 5-HT 2A agonists, the ergolines, tryptamines and phenethylamines, respectively.

5-HT2C receptor

5-HT 2C 5-HT 2C receptor5HT 2C
Psilocybin is rapidly dephosphorylated in the body to psilocin which acts as a 5-HT 2A, 5-HT 2C and 5-HT 1A agonist or partial agonist. 1-Methylpsilocin is a functionally 5-HT 2C receptor preferring agonist.

Serotonin

5-HTserotonergic5-hydroxytryptamine
Psilocin is structurally similar to serotonin (5-HT), differing only by the hydroxyl group being on the 4-position rather than the 5 and the dimethyl groups on the nitrogen.
The serotonergic psychedelic drugs psilocin/psilocybin, DMT, mescaline, psychedelic mushroom and LSD are agonists, primarily at 5HT 2A /2C receptors.

5-HT1A receptor

5-HT 1A 5-HT 1A receptor5-HT1A
Psilocybin is rapidly dephosphorylated in the body to psilocin which acts as a 5-HT 2A, 5-HT 2C and 5-HT 1A agonist or partial agonist.

5-HT receptor

serotonin receptorserotoninserotonin receptors
Its effects are thought to come from its partial agonist activity at 5-HT 2A serotonin receptors in the prefrontal cortex.

TiHKAL

Standard for the Uniform Scheduling of Medicines and Poisons

Poisons StandardSchedule 8Schedule 9
Psilocin is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (October 2015).

Serotonergic psychedelic

serotonergic psychedelicspsychedelicclassical hallucinogens
Psilocin (also known as 4-HO-DMT, 4-hydroxy DMT, psilocine, psilocyn, or psilotsin) is a substituted tryptamine alkaloid and a serotonergic psychedelic substance.

Phosphorylation

phosphorylatedphosphorylatephosphorylates
It is present in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin.

Entheogen

entheogensentheogenicspiritual
Hofmann obtained the chemicals from laboratory-grown specimens of the entheogenic mushroom Psilocybe mexicana.

Mushroom

mushroomstoadstoolmacrofungi
Hofmann obtained the chemicals from laboratory-grown specimens of the entheogenic mushroom Psilocybe mexicana.

Dephosphorylation

dephosphorylateddephosphorylatedephosphorylates
Psilocin can be obtained by dephosphorylation of natural psilocybin under strongly acidic or under alkaline conditions (hydrolysis).

Acid

acidicacidityacids
Psilocin can be obtained by dephosphorylation of natural psilocybin under strongly acidic or under alkaline conditions (hydrolysis).

Base (chemistry)

basebasicbases
Psilocin can be obtained by dephosphorylation of natural psilocybin under strongly acidic or under alkaline conditions (hydrolysis).