<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2499</id>
  <title>T3D2458</title>
  <common-name>Psilocin</common-name>
  <description>Psilocin (4-OH-DMT), an aromatic compound, sometimes also spelled psilocine, psilocyn, or psilotsin, is a psychedelic mushroom alkaloid. It is found in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin. Psilocin is a Schedule I drug under the Convention on Psychotropic Substances. The mind-altering effects of psilocin are highly variable and subjective, but resemble those caused by LSD and mescaline. The effects typically last anywhere from three to eight hours depending on certain variables (such as metabolism, food interaction); however the effects can seem to last much longer due to psilocin's ability to distort the perception of time. Sulfur analogs are known with a benzothienyl replacement as well as 4-SH-DMT. N1-methylpsilocin is a functionally 5-HT2C receptor preferring agonists. 4-fluoro-N,N-dimethyltryptamine is known. O-Acetylpsilocin is an acetylized analog of psilocin, also known as 4-AcO-DMT. Additionally, substitution 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.</description>
  <cas>520-53-6</cas>
  <pubchem-id>4980</pubchem-id>
  <chemical-formula>C12H16N2O</chemical-formula>
  <weight>204.126260</weight>
  <appearance>White powder.</appearance>
  <melting-point>174.5°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility></solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Psilocin acts as a partial agonist at the 5-HT2A serotonin receptor in the brain where it mimics the effects of serotonin (5-HT). It is an 5-HT1A and 5-HT2A/2C agonist. (L1673)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Psilocin is a psychedelic (hallucinogenic) mushroom alkaloid. It is found in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin. Psilocin is the pharmacologically active agent in the body after ingestion of psilocybin or psychedelic mushrooms. (L1673)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Psilocin is neurotoxic and can cause hallucinations. (L1673)</health-effects>
  <symptoms>Psilocin may cause tachycardia, dilated pupils, restlessness or arousal, euphoria, open and closed eye visuals, synesthesia, increased body temperature, headache, sweating and chills, and nausea. (L1673)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-03T21:03:18Z</created-at>
  <updated-at type="dateTime">2026-03-26T20:38:35Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Psilocin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C08312</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>8613</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>C009105</ctd-id>
  <stitch-id>Psilocin</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN(C)CCC1=CNC2=C1C(O)=CC=C2</moldb-smiles>
  <moldb-formula>C12H16N2O</moldb-formula>
  <moldb-inchi>InChI=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</moldb-inchi>
  <moldb-inchikey>SPCIYGNTAMCTRO-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">204.2682</moldb-average-mass>
  <moldb-mono-mass type="decimal">204.126263144</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB42000</hmdb-id>
  <chembl-id>CHEMBL65547</chembl-id>
  <chemspider-id>4807</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002047</chemdb-id>
  <dsstox-id>DTXSID5048899</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00002925</susdat-id>
  <iupac>3-[2-(dimethylamino)ethyl]-1H-indol-4-ol</iupac>
</compound>
