<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">195</id>
  <title>T3D0194</title>
  <common-name>Bis(2-methoxyethyl) phthalate</common-name>
  <description>Bis(2-methoxyethyl) phthalate (DMEP) is a specialty plasticiser, used in cellulose ester plastics, and can also be used as a solvent. This compound can form peroxides. (L1210)</description>
  <cas>34006-76-3</cas>
  <pubchem-id>36655</pubchem-id>
  <chemical-formula>C13H16O4</chemical-formula>
  <weight>236.104860</weight>
  <appearance>Light coloured, clear liquid, with a mild aromatic odour. (L1210)</appearance>
  <melting-point>-40°C</melting-point>
  <boiling-point>340 °C</boiling-point>
  <density>1170 kg/m3 (at 15°C)</density>
  <solubility>0.9 g/L (20°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point>194°C  (open cup)</flash-point>
  <vapour-pressure>&lt;0.013 kPa (20°C)</vapour-pressure>
  <route-of-exposure>Oral (L1903) ; inhalation (L1903) ; dermal (L1903)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (A2883)</mechanism-of-toxicity>
  <metabolism>In pregnant rat, DMEP rapidly undergoes hydrolysis to 2-methoxyethanol (2-ME) and mono-2-methoxyethyl phthalate (MMEP). 2-ME is then oxidised to methoxyacetic acid (MAA). The rat foetus has little or no ability to hydrolyse DMEP to the monoester and intact DMEP is rapidly transferred across the placenta into the foetus. (L1210)</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Bis(2-methoxyethyl) phthalate (DMEP) is a specialty plasticizer, used in cellulose ester plastics, and can also be used as a solvent. (L1210)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Phthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’. (A2883)</health-effects>
  <symptoms>Phthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-03-06T18:58:15Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:21:18Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Bis(2-methoxyethyl) phthalate</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>CCCCOC(=O)C1=CC=CC=C1C(=O)OC</moldb-smiles>
  <moldb-formula>C13H16O4</moldb-formula>
  <moldb-inchi>InChI=1S/C13H16O4/c1-3-4-9-17-13(15)11-8-6-5-7-10(11)12(14)16-2/h5-8H,3-4,9H2,1-2H3</moldb-inchi>
  <moldb-inchikey>InChIKey=XXFSYINDUHLBIL-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">236.2637</moldb-average-mass>
  <moldb-mono-mass type="decimal">236.104859</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>33674</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"/>
</compound>
