<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4610</id>
  <title>T3D4556</title>
  <common-name>Guaifenesin</common-name>
  <description>An expectorant that also has some muscle relaxing action. It is used in many cough preparations. [PubChem]</description>
  <cas>93-14-1</cas>
  <pubchem-id>3516</pubchem-id>
  <chemical-formula>C10H14O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>78.5-79°C</melting-point>
  <boiling-point>215 °C at 1.90E+01 mm Hg</boiling-point>
  <density nil="true"/>
  <solubility>highly water-soluble</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapidly absorbed from the GI tract</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Guaifenesin may act as an irritant to gastric vagal receptors, and recruit efferent parasympathetic reflexes that cause glandular exocytosis of a less viscous mucus mixture. Cough may be provoked. This combination may flush tenacious, congealed mucopurulent material from obstructed small airways and lead to a temporary improvement in dyspnea or the work of breathing.</mechanism-of-toxicity>
  <metabolism>Rapidly hydrolyzed (60% within seven hours) and then excreted in the urine, with beta-(2-methoxyphenoxy)-lactic acid as its major urinary metabolite.Half Life: 1 hour</metabolism>
  <toxicity>Oral, Rat: LD&lt;sub&gt;50&lt;/sub&gt; 1510 mg/kg</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used to assist the expectoration of phlegm from the airways in acute respiratory tract infections.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-30T21:03:55Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Guaifenesin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00874</drugbank-id>
  <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>COC1=CC=CC=C1OCC(O)CO</moldb-smiles>
  <moldb-formula>C10H14O4</moldb-formula>
  <moldb-inchi>InChI=1/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3</moldb-inchi>
  <moldb-inchikey>InChIKey=HSRJKNPTNIJEKV-UHFFFAOYNA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">198.2158</moldb-average-mass>
  <moldb-mono-mass type="decimal">198.089208936</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.39</logp>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL980</chembl-id>
  <chemspider-id>3396</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;Wilfred P. Shum, Harry Mazurek, Jian Chen, &amp;#8220;Process for producing enantiomerically enriched guaifenesin.&amp;#8221; U.S. Patent US5495052, issued August, 1949.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
