<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 03:04:35 UTC</creation_date>
  <update_date>2026-05-14 17:26:31 UTC</update_date>
  <accession/>
  <common_name>2,5,8,11-Tetraoxadodecane</common_name>
  <class>SmallMolecule</class>
  <description>2,5,8,11-Tetraoxadodecane is an organic compound with the chemical formula C8H18O4 and an average molecular weight of 178.23 g/mol. 2,5,8,11-Tetraoxadodecane belongs to the ethers, a subclass of organooxygen compounds within the organic compounds.

The compound is found in or released from 24 recorded sources. Within the category of electrical and electronic equipment, it is associated with antennas, coils, conductors or conductive bodies characterised by the conductive materials, cores yokes or armatures, discharge lamps, and 10 additional sources. In the sector of food, food processing and cookware, it is found in the treatment of hops, fermentation processes for beer, food preservation, and the processing of meats. Regarding household cleaning and consumer products, the compound is linked to soap detergents, bleaching agents, perfumes within detergents and soaps, and tobacco smoke filters. Additionally, it is found in drinking water and water supply. The recorded exposure route for this compound is oral.

Biologically, 2,5,8,11-Tetraoxadodecane interacts with nine recorded protein targets. It acts as an inhibitor of the outer-membrane lipoprotein LolB (lolB). Other protein targets include Profilin-2 (PFN2), serine acetyltransferase (cysE), and an endoribonuclease L-PSP/chorismate mutase-like domain-containing protein, along with five other proteins.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>1,2-bis(2-methoxyethoxy)ethane</synonym>
    <synonym>Triethylene glycol dimethyl ether</synonym>
  </synonyms>
  <chemical_formula>C8H18O4</chemical_formula>
  <average_molecular_weight>178.2261</average_molecular_weight>
  <monisotopic_moleculate_weight>178.120509064</monisotopic_moleculate_weight>
  <iupac_name>2,5,8,11-tetraoxadodecane</iupac_name>
  <traditional_iupac>triglyme</traditional_iupac>
  <cas_registry_number>112-49-2</cas_registry_number>
  <smiles>COCCOCCOCCOC</smiles>
  <inchi>InChI=1S/C8H18O4/c1-9-3-5-11-7-8-12-6-4-10-2/h3-8H2,1-2H3</inchi>
  <inchikey>YFNKIDBQEZZDLK-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Ethers</sub_class>
    <direct_parent>Dialkyl ethers</direct_parent>
    <alternate_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Dialkyl ether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
    </substituents>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>polyether</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-0.016</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.09</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.03</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.67e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-0.016</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-3.5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2,5,8,11-tetraoxadodecane</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>178.2261</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>178.120509064</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>COCCOCCOCCOC</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C8H18O4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C8H18O4/c1-9-3-5-11-7-8-12-6-4-10-2/h3-8H2,1-2H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>YFNKIDBQEZZDLK-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>36.92</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>46.14</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>20.81</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>9</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
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  <lethaldose/>
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  <use_source/>
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  <symptoms/>
  <treatment/>
  <drugbank_id>DB02078</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>8189</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>13835222</chemspider_id>
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