Psychedelic Research Chemicals or RC Chems are new synthetic substances which are structurally similar to the original drug, while being functional analogs. Data on their effects limited due as they’re fairly new and do not have a lot of human consumption history.

Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.

This is an Experimental Substance with little data. This is most likely because the substance is is not very old. Information is limite and incomplete.

Disclaimer: Psychedelic drugs offer some of the most powerful and intense psychological experiences. Additionally these substances are illegal in many places. We understand that even though these substances are illegal, their use occurs frequently. We do not condone breaking of the law. By providing accurate information about these substances, we encourage the user to make responsible decisions and practice harm reduction.

Read the full disclaimer here.

Description

Psilocin Also known as:

  • 1H-Indol-4-ol, 3-[2-(dimethylamino)ethyl]-[ACD/Index Name]
  • 3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol[ACD/IUPAC Name]
  • 3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol[German][ACD/IUPAC Name]
  • 3-[2-(Diméthylamino)éthyl]-1H-indol-4-ol[French][ACD/IUPAC Name]
  • 4-hydroxy DMT
  • 4-HYDROXY-N,N-DIMETHYLTRYPTAMINE
  • 4-OH-DMT
  • CMS88KUW0G
  • MFCD00079228
  • NM2625000
  • Psilocine
  • Psilocyn
  • Psilotsin
  • [520-53-6]
  • 3-(2-(dimethylamino)ethyl)-1H-indol-4-ol
  • 3-(2-(Dimethylamino)ethyl)indol-4-ol
  • 3-(2-dimethylaminoethyl)-1H-indol-4-ol
  • 3-(2-Dimethylaminoethyl)-4-hydroxyindole, N,N-Dimethyl-4-hydroxytryptamine
  • 3-[2-(Dimethylamino)ethyl]-Indol-4-ol
  • 5-22-12-00014 (Beilstein Handbook Reference)[Beilstein]
  • 6-(1H-IMIDAZOL-1-YL)-7-NITRO-2,3-(1H,4H)-QUINOXALINEDIONE
  • CHEMBL65547
  • CX 59
  • EINECS 208-296-5
  • Indol-4-ol, 3-(2-(dimethylamino)ethyl)-
  • Indol-4-ol, 3-[2-(dimethylamino)ethyl]-
  • N,N-dimethyl-4-hydroxytryptamine
  • NM 2625000
  • P-7800
  • PSILOCIN-D10
  • UNII:CMS88KUW0G
  • UNII-CMS88KUW0G

Psilocin is a substutued tryptamine alkaloid, that is present in most psychedelic mushrooms. It is relatively unstable in solution due to the -OH group.

Summary

Psilocin is the primary psychoactive constituent in certain species of mushrooms, and as a closely related structural analog of the powerful visionary entheogen DMT (also known as N,N-dimethyltryptamine). Psilocin was first isolated and named by Albert Hofmann in 1958. Its psychoactivity is thought to emerge from the close chemical similarities with the neurotransmitter serotonin, which enables it to interact with a range of serotonin receptor sites throughout the brain that are integral for sensory and cognitive processes.

Notably, while psilocin naturally co-occurs with psilocybin in significant amounts of most psilocybin-containing mushrooms, it is only ever rarely encountered in its synthetic form. Anecdotal reports describe pure psilocin as a more lucid and aggressive version of psilocybin mushrooms. Unlike other highly prohibited substances, psilocin is not considered to be addictive or physiologically toxic.

Nevertheless, adverse psychological reactions such as severe anxiety, paranoia and psychosis are always possible, particularly among those predisposed to mental illness. It is highly advised to use harm reduction practices if using this substance.

History

Psilocin and its phosphorylated inactive precursor (i.e. prodrug) psilocybin were first isolated and named in 1958 by Swiss chemist Albert Hofmann. Hofmann obtained the chemicals from laboratory-grown specimens of the entheogenic mushroom Psilocybe mexicana before proceeding to find their synthetic routes.

Chemistry

Tryptamines share a core structure comprised of a bicyclic indole heterocycle attached at R3 to an amino group via an ethyl side chain.

4-HO-DMT is substituted at R4 of its indole heterocycle with an hydroxyl (-OH) functional group; it also contains two methyl groups CH3- bound to the terminal amine RN of the ethyl side chain.

This makes psilocin the 4-hydroxy structural analog of DMT, and dephosphorylated analog of psilocybin. Psilocin can be obtained by dephosphorylation of natural psilocybin under strongly acidic or under alkaline conditions via hydrolysis, which is how it becomes metabolically active in the human body as well. In terms of its physical properties, 4-HO-DMT is relatively unstable in solution due to its phenolic hydroxy (-OH) group.

In the presence of oxygen it readily forms bluish and dark black degradation products.

For this reason it is recommended to store it in optimal chemical storage conditions (i.e.

cool, dry, away from light) to avoid excessive degradation.

Common NamePsilocin
Systematic namePsilocin
FormulaC_{12}H_{16}N_{2}O
SMILESCN(C)CCc1c[nH]c2c1c(ccc2)O
Std. InChiInChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3
Std. InChiKeySPCIYGNTAMCTRO-UHFFFAOYSA-N
Avg. Mass204.2682 Da
Molecular Weight204.2682
Monoisotopic Mass204.126266 Da
Nominal Mass204
ChemSpider ID4807

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Dose Chart

Oral
Light5-10mg
Common10-15mg
Strong15-25mg
Insufflated
Light2.5-5mg
Common5-10mg
Strong10-15mg

Duration Chart

Oral
Onset15-30 minutes
Duration3-6 hours
After-effects3-12 hours

Legal Status

Psilocin is a Schedule I drug under the Convention on Psychotropic Substances, meaning the possession and sale of it (including psilocin and psilocybin-containing mushrooms) is prohibited in most countries.

  • Belgium: Possession and sale of mushrooms have been illegal since 1988.

  • Brazil: Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344, but mushrooms fall under religious use laws.
  • British Virgin Isles: The sale of mushrooms is illegal, but possession and consumption is legal.
  • Bulgaria: The sale of mushrooms is illegal, but possession and consumption is legal.
  • Canada: Psilocybin and psilocin are illegal to possess, obtain or produce without a prescription or license as they are Schedule III under the Controlled Drugs and Substances Act.
  • Cyprus The possession, sale and consumption of mushrooms is illegal.
  • Czech Republic: The distribution (including sale) of mushrooms is illegal, but consumption is legal. The possession of over 40 hallucinogenic caps is considered a crime if they contain more than 50mg of psilocin or the corresponding amount of psilocybin. The possession of more than 40g of hallucinogenic mycelium is considered a crime. If these limits are not exceeded, the act is considered a minor offence and a fine of up to 15 thousand CZK may be imposed.
  • Denmark: The possession, growth, sale and consumption of mushrooms is illegal.
  • Finland: The possession, growth, sale and consumption of mushrooms is illegal.
  • Germany: Psilocin is controlled under Anlage I BtMG (Narcotics Act, Schedule I), former: Opiumgesetz (Opium Act) as of February 25, 1967. It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.
  • Greece: The possession, growth, sale and consumption of mushrooms is illegal.
  • Ireland: The possession, growth, sale and consumption of mushrooms is illegal.
  • Japan: The possession, growth, sale and consumption of mushrooms is illegal.
  • Latvia: Hallucinogenic mushrooms, psilocin and psilocibyn are Schedule I controlled substances.
  • Mexico: The possession, growth, sale and consumption of mushrooms is illegal. Rules are relaxed regarding religious use however.
  • The Netherlands: The possession, growth, sale and consumption of mushrooms is illegal. However, due to a legal loophole, psilocybin truffles can be legally possessed, grown, sold and consumed.
  • New Zealand: Psilocybin is Class A.
  • Norway: Possession, growth, sale and consumption of mushrooms is illegal. Spores, even though not containing psilocybin, are also illegal.
  • Turkey: The possession, growth, sale and consumption of mushrooms is illegal.
  • United Kingdom: According to the 2005 Drugs Act, fresh and prepared psilocybin mushrooms are Class A.
  • United States: Psilocybin and psilocin are illegal Schedule I drugs.

    • Sources

    References

    1. Lüscher, C., & Ungless, M. A. (2006). The Mechanistic Classification of Addictive Drugs, 3(11). https://doi.org/10.1371/journal.pmed.0030437
    2. Nichols, D. E. (2016). "Psychedelics." Pharmacological Reviews, 68(2), 264-355. https://doi.org/10.1124/pr.115.011478
    3. Strassman, R. J. (1984). Adverse Reactions to Psychedelic Drugs: A Review of the Literature. The Journal of Nervous and Mental Disease, 172(10), 577-595. PMID: 6384428
    4. Hofmann, A., Heim, R., Brack, A., Kobel, H., Frey, A., Ott, H., Petrzilka, Th. and Troxler, F. (1959), Psilocybin und Psilocin, zwei psychotrope Wirkstoffe aus mexikanischen Rauschpilzen. HCA, 42: 1557–1572. https://doi.org/10.1002/hlca.19590420518
    5. Petri, G., Expert, P., Turkheimer, F., Nutt, D., Hellyer, P. J., & Vaccarino, F. (2014). Homological scaffolds of brain functional networks, 14–18. https://doi.org/10.1098/rsif.2014.0873
    6. Psilocybin Investigator’s Brochure | http://www.maps.org/research-archive/psilo/psilo_ib.pdf
    7. Johnson, M. W., Garcia-Romeu, A., Cosimano, M. P., & Griffiths, R. R. (2014). Pilot study of the 5-HT2AR agonist psilocybin in the treatment of tobacco addiction. Journal of Psychopharmacology, 28(11), 983-992. https://doi.org/10.1177/0269881114548296
    8. Armstrong, B. D., Paik, E., Chhith, S., Lelievre, V., Waschek, J. A., & Howard, S. G. (2004). Potentiation of (DL)‐3, 4‐methylenedioxymethamphetamine (MDMA)‐induced toxicity by the serotonin 2A receptior partial agonist d‐lysergic acid diethylamide (LSD), and the protection of same by the serotonin 2A/2C receptor antagonist MDL 11,939. Neuroscience Research Communications, 35(2), 83-95. https://doi.org/10.1002/nrc.20023
    9. Potentiation of MDMA-induced dopamine release and serotonin neurotoxicity by 5-HT2 receptor agonists | https://indiana.pure.elsevier.com/en/publications/potentiation-of-34-methylenedioxymethamphetamine-induced-dopamine
    10. Ecstasy induces apoptosis via 5-HT(2A)-receptor stimulation in cortical neurons. | https://www.ncbi.nlm.nih.gov/pubmed/17572501
    11. Grob, C. S., Danforth, A. L., Chopra, G. S., Hagerty, M., McKay, C. R., Halberstadt, A. L., & Greer, G. R. (2011). Pilot study of psilocybin treatment for anxiety in patients with advanced-stage cancer. Archives of General Psychiatry, 68(1), 71-78. https://doi.org/10.1001/archgenpsychiatry.2010.116
    12. Carhart-Harris, R. L., Bolstridge, M., Rucker, J., Day, C. M., Erritzoe, D., Kaelen, M., ... & Taylor, D. (2016). Psilocybin with psychological support for treatment-resistant depression: an open-label feasibility study. The Lancet Psychiatry, 3(7), 619-627. https://doi.org/10.1016/S2215-0366(16)30065
    13. Carhart-Harris, R. L., Erritzoe, D., Williams, T., Stone, J. M., Reed, L. J., Colasanti, A., ... & Hobden, P. (2012). Neural correlates of the psychedelic state as determined by fMRI studies with psilocybin. Proceedings of the National Academy of Sciences, 109(6), 2138-2143. https://doi.org/10.1073/pnas.1119598109
    14. Farb, N. A. S., Anderson, A. K., Bloch, R. T., & Segal, Z. V. (2011). Mood Linked Responses in Medial Prefrontal Cortex Predict Relapse in Patients with Recurrent Unipolar Depression. Biological Psychiatry, 70(4), 366–372. https://doi.org/10.1016/j.biopsych.2011.03.009
    15. Bhagwagar, Z., Hinz, R., Taylor, M., Fancy, S., Cowen, P., & Grasby, P. (2006). Increased 5-HT 2A receptor binding in euthymic, medication-free patients recovered from depression: a positron emission study with [11 C] MDL 100,907. American Journal of Psychiatry, 163(9), 1580-1587. http://dx.doi.org/10.1176/ajp.2006.163.9.1580
    16. Meyer, J. H., McMain, S., Kennedy, S. H., Korman, L., Brown, G. M., DaSilva, J. N., ... & Houle, S. (2003). Dysfunctional attitudes and 5-HT2 receptors during depression and self-harm. American Journal of Psychiatry, 160(1), 90-99. https://www.doi.org/10.1176/appi.ajp.160.1.90
    17. "Green list" (PDF). INCB. Retrieved 2017-10-11.
    18. http://portal.anvisa.gov.br/documents/10181/3115436/(1)RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
    19. Controlled Drugs and Substances Act of Canada
    20. "Vierte Verordnung über die den Betäubungsmitteln gleichgestellten Stoffe" (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    21. "Anlage I BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    22. "§ 29 BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    23. Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (I saraksts) | http://likumi.lv/doc.php?id=121086
    24. Legislation - Drugs Act 2005| http://www.legislation.gov.uk/ukpga/2005/17/contents
    25. FDA - Controlled Substances Act| http://www.fda.gov/regulatoryinformation/legislation/ucm148726.htm

    Resources

    1. 1717 CheMall HE005333
    2. 1717 CheMall HE348021
    3. A&J Pharmtech AJ-143348
    4. ACToR: Aggregated Computational Toxicology Resource 520-53-6
    5. Advanced Technology & Industrial 3539063
    6. AKos AKOS022505992
    7. American Custom Chemicals Corp API0015023
    8. American Custom Chemicals Corp PXT0001714
    9. American Custom Chemicals Corp PXT0002129
    10. American Custom Chemicals Corp RDL0008111
    11. ApexBio B5583
    12. Aurora Fine Chemicals A02.559.183
    13. Aurora Fine Chemicals K02.114.844
    14. BindingDB 50081701
    15. Biosynth P-7800
    16. Biosynth Carbosynth FP27258
    17. Cayman Chemical 11864
    18. Cayman Chemical 11864.0
    19. Cayman Chemical 15696
    20. Cayman Chemical 15696.0
    21. ChEBI
    22. ChEBI CHEBI:8613
    23. ChEMBL CHEMBL65547
    24. ChemDB 3968309
    25. ChemIDplus 000520536
    26. ChemIDplus 520536
    27. Chemspace CSC000178430
    28. Collaborative Drug Discovery 41500
    29. DiscoveryGate 4980
    30. DSigDB d4ttd_10378
    31. eMolecules 593357
    32. EPA DSSTox DTXCID5028825
    33. FDA UNII - NLM CMS88KUW0G
    34. FDA UNII - NLM UNII: CMS88KUW0G
    35. Finetech Industry FT-0674147
    36. Glentham Life Sciences GP1958
    37. Human Metabolome Database HMDB0042000
    38. Human Metabolome Database HMDB42000
    39. iChemical EBD71183
    40. Jean-Claude Bradley Open Melting Point Dataset 21589
    41. Journal of Heterocyclic Chemistry 19810175_12A
    42. KEGG C08312
    43. LabNetwork LN01303176
    44. Laboratory Chemical Safety Summary 4980
    45. LeadScope LS-83676
    46. MassBank JP003736
    47. MuseChem I010951
    48. Natural Product Updates NPU1101059222
    49. NIST Chemistry WebBook 3519396488
    50. NIST Spectra mainlib_247861
    51. NIST Spectra nist ri
    52. NIST Spectra replib_250577
    53. NIST Spectra replib_313177
    54. NIST Spectra replib_335391
    55. NMRShiftDB 20191658
    56. NPAtlas NPA009691
    57. PubChem 4980
    58. PubMed 10077856
    59. PubMed 100806
    60. PubMed 10510769
    61. PubMed 10514296
    62. PubMed 10572973
    63. PubMed 1063421
    64. PubMed 10774258
    65. PubMed 10978653
    66. PubMed 10978655
    67. PubMed 11061684
    68. PubMed 11092582
    69. PubMed 11101361
    70. PubMed 11104939
    71. PubMed 11373000
    72. PubMed 116288
    73. PubMed 11824592
    74. PubMed 11897967
    75. PubMed 11962085
    76. PubMed 12191719
    77. PubMed 12356281
    78. PubMed 12749196
    79. PubMed 13652944
    80. PubMed 13715851
    81. PubMed 13715852
    82. PubMed 13859403
    83. PubMed 13867140
    84. PubMed 14007905
    85. PubMed 14008293
    86. PubMed 14015664
    87. PubMed 14453239
    88. PubMed 14581081
    89. PubMed 14631713
    90. PubMed 14642723
    91. PubMed 15036436
    92. PubMed 1548895
    93. PubMed 15526212
    94. PubMed 15813544
    95. PubMed 16018591
    96. PubMed 16061378
    97. PubMed 16401965
    98. PubMed 16423222
    99. PubMed 17002211
    100. PubMed 17159796
    101. PubMed 17221430
    102. PubMed 17340315
    103. PubMed 17340325
    104. PubMed 17342589
    105. PubMed 17618679
    106. PubMed 17688928
    107. PubMed 17907620
    108. PubMed 17988464
    109. PubMed 2094720
    110. PubMed 238721
    111. PubMed 272982
    112. PubMed 3006088
    113. PubMed 30911
    114. PubMed 3430170
    115. PubMed 3631327
    116. PubMed 3952123
    117. PubMed 4038992
    118. PubMed 4040953
    119. PubMed 4788158
    120. PubMed 4800137
    121. PubMed 481115
    122. PubMed 556766
    123. PubMed 559753
    124. PubMed 560306
    125. PubMed 5641719
    126. PubMed 5922147
    127. PubMed 600026
    128. PubMed 6109775
    129. PubMed 6114779
    130. PubMed 6259355
    131. PubMed 6694110
    132. PubMed 6805022
    133. PubMed 7194879
    134. PubMed 7201053
    135. PubMed 7201054
    136. PubMed 731434
    137. PubMed 8207663
    138. PubMed 8246528
    139. PubMed 882579
    140. PubMed 9511859
    141. PubMed 9657222
    142. Sabio-RK 10411
    143. Santa Cruz Biotechnology sc-219670
    144. Sigma-Aldrich CERILLIAN-P-098
    145. Sigma-Aldrich SIAL-P4054
    146. Sigma-Aldrich SIGMA-P2279
    147. Springer Nature A characteristic effect of hallucinogens on investigatory responding in rats
    148. Springer Nature A qualitative/quantitative approach for the detection of 37 tryptamine-derived designer drugs, 5 ??-carbolines, ibogaine, and yohimbine in human urine and plasma using standard urine screening and multi-analyte approaches
    149. Springer Nature A validated method for quantitation of psilocin in plasma by LCu2013MS/MS and study of stability
    150. Springer Nature Acute psychological and physiological effects of psilocybin in healthy humans: a double-blind, placebo-controlled dose?effect study
    151. Springer Nature Autoradiographic studies on the distribution of psychoactive drugs in the rat brain
    152. Springer Nature Bestimmung von Nicotins??ure und Nicotins??ureamid in pharmazeutischen Pr??paraten
    153. Springer Nature Chromosomendefekte bei Psilocybin-Patienten
    154. Springer Nature Comparison of psilocin with psilocybin, mescaline and LSD-25
    155. Springer Nature Determination of psilocin, bufotenine, LSD and its metabolites in serum, plasma and urine by SPE-LC-MS/MS
    156. Springer Nature Development of a psilocin immunoassay for serum and blood samples
    157. Springer Nature Direct detection of serum psilocin glucuronide by LC/MS and LC/MS/MS: time-courses of total and free (unconjugated) psilocin concentrations in serum specimens of a u201cmagic mushroomu201d user
    158. Springer Nature Effects of mescaline and psilocin on acquisition, consolidation, and performance of light-dark discrimination in two inbred strains of mice
    159. Springer Nature High-affinity 3H-serotonin binding to caudate: Inhibition by hallucinogens and serotoninergic drugs
    160. Springer Nature Honey with Psilocybe mushrooms: a revival of a very old preparation on the drug market?
    161. Springer Nature Identifizierung von Psilocin
    162. Springer Nature Indolealkylamines: Biotransformations and Potential Drugu2013Drug Interactions
    163. Springer Nature Induction of multipolar spindles by single X-irradiated sperm
    164. Springer Nature Metabolism and toxicological analyses of hallucinogenic tryptamine analogues being abused in Japan
    165. Springer Nature Pharmacokinetics of Escalating Doses of Oral Psilocybin in Healthy Adults
    166. Springer Nature Pharmacological actions of 4-hydroxytryptamine and 4-hydroxytryptophan
    167. Springer Nature Platinbromwasserstoffs??ure, H2PtBr6 als neues Reagens f??r den mikrochemischen Nachweis von organischen Basen und Alkaloiden
    168. Springer Nature Psilocybin as a discriminative stimulus: Lack of specificity in an animal behavior model for u2018hallucinogensu2019
    169. Springer Nature Psilocybin disrupts sensory and higher order cognitive processing but not pre-attentive cognitive processing?study on P300 and mismatch negativity in healthy volunteers
    170. Springer Nature Psilocybin, ein psychotroper Wirkstoff aus dem mexikanischen RauschpilzPsilocybe mexicana Heim
    171. Springer Nature Psychoactive tryptamines from basidiomycetes
    172. Springer Nature Pyrazincarbons??ureamid
    173. Springer Nature Researches on imidazole derivatives XL. Synthesis of benzimidazole derivatives of psilocine
    174. Springer Nature Screening hallucinogenic drugs
    175. Springer Nature Severe aggression in rats induced by mescaline but not other hallucinogens
    176. Springer Nature Temperatur als wesentlicher Parameter f??r die Gr??ssenabh??ngigkeit von Lebensvorg??ngen
    177. Springer Nature The action of tryptamine on the dog spinal cord and its relationship to the agonistic actions of LSD-like psychotogens
    178. Springer Nature The fate of 4-hydroxytryptophan in the rat organism
    179. Springer Nature The hallucinogenic world of tryptamines: an updated review
    180. Springer Nature Zur Identifizierung von Psilocin, einem psychotropen Inhaltstoff mexikanischer Rauschpilze der Gattungen Psilocybe und Stropharia
    181. The Merck Index Online cs000000015556
    182. Thieme Chemistry 10.1055/s-0028-1087386
    183. Thomson Pharma 00058470
    184. Tocris Bioscience 4412
    185. Toxin, Toxin-Target Database T3D2458
    186. Wikidata Q409150
    187. Wikipedia Psilocin

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    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
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