<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2495</id>
  <title>T3D2454</title>
  <common-name>L-Coprine</common-name>
  <description>L-Coprine is found in mushrooms. L-Coprine is present in the moderately toxic ink cap mushroom Coprinus atramentarius (common ink cap). Produces an oversensitivity to ethanol in some people.L-Coprine belongs to the family of Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)[1]. (Reference: [1] Amino Acid: http://en.wikipedia.org/wiki/Amino_acid).</description>
  <cas>58919-61-2</cas>
  <pubchem-id>4479242</pubchem-id>
  <chemical-formula>C8H14N2O4</chemical-formula>
  <weight>202.095360</weight>
  <appearance>White powder.</appearance>
  <melting-point>197 - 199°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>It metabolises to 1-aminocyclopropanol, a closely-related chemical to Disulfiram and exhibits the same mechanism of action: inhibition of the enzyme acetaldehyde dehydrogenase, which is required for alchohol metabolism. (L1015)</mechanism-of-toxicity>
  <metabolism>Metabolises to 1-aminocyclopropanol. (L1015)</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Coprine occurs naturally in the otherwise edible mushroom, the common ink cap (Coprinopsis atramentaria). (L1015)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Coprine interferes with the bodys ability to metabolize alcohol. This causes the build of of acetaldehyde in the body. (L1671)</health-effects>
  <symptoms>Coprine may cause symptoms such as flushing, headache, nausea, palpitations, dyspnea, dizziness. (L1671)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-03T20:58:42Z</created-at>
  <updated-at type="dateTime">2026-04-06T12:32:55Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Coprine#Similarly_acting_substances</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C08271</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Coprine</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>NC(CCC(O)=NC1(O)CC1)C(O)=O</moldb-smiles>
  <moldb-formula>C8H14N2O4</moldb-formula>
  <moldb-inchi>InChI=1S/C8H14N2O4/c9-5(7(12)13)1-2-6(11)10-8(14)3-4-8/h5,14H,1-4,9H2,(H,10,11)(H,12,13)</moldb-inchi>
  <moldb-inchikey>OEEZRBUCLFMTLD-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">202.2078</moldb-average-mass>
  <moldb-mono-mass type="decimal">202.095356946</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB34266</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>3677218</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></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002043</chemdb-id>
  <dsstox-id>DTXSID00974419</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00123998</susdat-id>
  <iupac>2-amino-4-[(1-hydroxycyclopropyl)-C-hydroxycarbonimidoyl]butanoic acid</iupac>
</compound>
