<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2492</id>
  <title>T3D2452</title>
  <common-name>(2S,4R,5S)-Muscarine</common-name>
  <description>Main toxic constituent of the fly fungus Amanita muscaria and various Inocybe species(2S,4R,5S)-Muscarine belongs to the family of Oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms.</description>
  <cas>300-54-9</cas>
  <pubchem-id>5079496</pubchem-id>
  <chemical-formula>C9H20NO2</chemical-formula>
  <weight></weight>
  <appearance>White powder.</appearance>
  <melting-point></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>Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011)</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>Muscarine is only a trace compound in the fly agaric Amanita muscaria; the pharmacologically more relevant compound from this mushroom is muscimol.

Mushrooms in the genera Entoloma and Mycena have also been found to contain levels of muscarine which can be dangerous if ingested. Muscarine has been found in harmless trace amounts in Boletus, Hygrocybe, Lactarius and Russula. (L1011)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Intoxication generally subsides within 2 hours. Death is rare, but may result from cardiac or respiratory failure in severe cases. (L1011)</health-effects>
  <symptoms>Muscarine poisoning is characterized by increased salivation, sweating (perspiration), and tearflow (lacrimation) within 15 to 30 minutes after ingestion of the mushroom. With large doses, these symptoms may be followed by abdominal pain, severe nausea, diarrhea, blurred vision, and labored breathing. (L1011)</symptoms>
  <treatment>The specific antidote is atropine. (L1011)</treatment>
  <created-at type="dateTime">2009-07-03T20:53:35Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:31Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Muscarine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C07473</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>522933</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>D009116</ctd-id>
  <stitch-id>Muscarine</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>[H][C@@]1(C)O[C@]([H])(C[N+](C)(C)C)C[C@@]1([H])O</moldb-smiles>
  <moldb-formula>C9H20NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=UQOFGTXDASPNLL-XHNCKOQMSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">174.2601</moldb-average-mass>
  <moldb-mono-mass type="decimal">174.148855309</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB29936</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>4255959</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"/>
</compound>
