<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2909</id>
  <title>T3D2867</title>
  <common-name>Apomorphine</common-name>
  <description>A derivative of morphine that is a dopamine D2 agonist. It is a powerful emetic and has been used for that effect in acute poisoning. It has also been used in the diagnosis and treatment of parkinsonism, but its adverse effects limit its use. [PubChem]</description>
  <cas>41372-20-7</cas>
  <pubchem-id>6005</pubchem-id>
  <chemical-formula>C17H17NO2</chemical-formula>
  <weight>267.125930</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1.66E+004 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>100% following subcutaneous administration</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The precise mechanism of action of apomorphine as a treatment for Parkinson's disease is unknown, although it is believed to be due to stimulation of post-synaptic dopamine D2-type receptors within the brain. Apomorphine has been shown to improve motor function in an animal model of Parkinson's disease. In particular, apomorphine attenuates the motor deficits induced by lesions in the ascending nigrostriatal dopaminergic pathway with the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) in primates.</mechanism-of-toxicity>
  <metabolism>HepaticHalf Life: 40 minutes (range 30 - 60 minutes)</metabolism>
  <toxicity>LD50: 0.6 mmoles/kg (Intraperitoneal, Mouse) (A308)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the acute, intermittent treatment of hypomobility, off episodes (end-of-dose wearing off and unpredictable on/off episodes) associated with advanced Parkinson's disease.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms></symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:27:28Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Apomorphine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>48538</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Apomorphine</stitch-id>
  <drugbank-id>DB00714</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@]12CC3=C(C(O)=C(O)C=C3)C3=CC=CC(CCN1C)=C23</moldb-smiles>
  <moldb-formula>C17H17NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/t13-/m1/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=VMWNQDUVQKEIOC-CYBMUJFWSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">267.3224</moldb-average-mass>
  <moldb-mono-mass type="decimal">267.125928793</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.1</logp>
  <hmdb-id>HMDB14852</hmdb-id>
  <chembl-id>CHEMBL53</chembl-id>
  <chemspider-id>5783</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>&lt;p&gt;Narayanasamy Gurusamy, &amp;#8220;Process for Making Apomorphine and Apocodeine.&amp;#8221; U.S. Patent US20100228032, issued September 09, 2010.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
