<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2497</id>
  <title>T3D2456</title>
  <common-name>Muscimol</common-name>
  <description>Muscimol (Agarin, Pantherine) is the major psychoactive alkaloid present in many mushrooms of the Amanita genus. Unlike psilocybin, a tryptamine, muscimol is a potent, selective agonist of the GABAA receptor. Amanita muscaria contains two main active ingredients, Ibotenic acid and its derivative Muscimol. Muscimol is the product of the decarboxylation or drying of ibotenic acid and it is thought that muscimol is as much as ten times more potent than ibotenic acid. (L1142)</description>
  <cas>18174-72-6</cas>
  <pubchem-id>205536</pubchem-id>
  <chemical-formula>C4H6N2O2</chemical-formula>
  <weight>193.969090</weight>
  <appearance>White powder.</appearance>
  <melting-point>184-185°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>Solubility in water: very soluble
Solubility in ethanol: slightly soluble
Solubility in methanol:	very soluble</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>Muscimol is a potent GABAA agonist, activating the receptor for the brain's major inhibitory neurotransmitter, GABA. Muscimol actually binds to the same binding site on the GABAA receptor complex as GABA itself, as opposed to other GABAergic drugs such as barbiturates and benzodiazepines which bind to separate regulatory sites. GABAA receptors are widely distributed in the brain, and so when muscimol is administered, it alters neuronal activity in multiple regions including the cerebral cortex, hippocampus, and cerebellum. However while muscimol is conventionally thought of as a selective GABAA agonist, it is also a potent partial agonist at the GABAC receptor, and so its effects profile results from a combined action at both targets. (L1142)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity>LD50: 3.8 mg/kg (Subcutaneous, Mouse) (L1142)
LD50: 2.5 mg/kg (Intraperitoneal, Mouse) (L1142)
LD50: 4.5 mg/kg (Intravenous, Rat) (L1142) 
LD50: 45 mg/kg (Oral, Rat) (L1142)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Muscimol is produced naturally in the mushrooms Amanita muscaria, Amanita pantherina, and Amanita gemmata, along with muscarine, muscazone, and ibotenic acid. (L1142)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Muscimol is neurotoxic and produces hallucinations.  (L1142)</health-effects>
  <symptoms>Muscimol is hallucinogenic. (L1142)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-03T21:01:06Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:31Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Muscimol</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>25520</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Muscimol</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>NCC1=CC(O)=NO1</moldb-smiles>
  <moldb-formula>C4H6N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C4H6N2O2/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)</moldb-inchi>
  <moldb-inchikey>InChIKey=ZJQHPWUVQPJPQT-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">114.1026</moldb-average-mass>
  <moldb-mono-mass type="decimal">114.042927446</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id nil="true"/>
  <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></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
