<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:14:10 UTC</creation_date>
  <update_date>2025-11-19 02:17:18 UTC</update_date>
  <accession>FDB019147</accession>
  <name>Ethoxyquin</name>
  <description>Antioxidant used in animal feeds and for the preservation of colour in the production of chili powder, paprika and ground chilli. Formerly used as an agricultural pesticide/herbicide, now superseded and is) also used as a post-harvest dip for apples and pears to prevent scald</description>
  <synonyms>
    <synonym>(-)-lobeline</synonym>
    <synonym>1,2-Dihydro-2,2,4-trimethyl-6-ethoxyquinoline</synonym>
    <synonym>1,2-Dihydro-6-ethoxy-2,2,4-trimethylquinoline</synonym>
    <synonym>2,2, 4-Trimethyl-6-ethoxy-1,2-dihydroquinoline</synonym>
    <synonym>2,2,4-Trimethyl-6-ethoxy-1,2-dihydroquinoline</synonym>
    <synonym>6-(ethyloxy)-2,2,4-trimethyl-1,2-dihydroquinoline</synonym>
    <synonym>6-Ethoxy-1, 2-dihydro-2,2,4-trimethylquinoline</synonym>
    <synonym>6-Ethoxy-1,2-dihydro-2,2,4-trimethyl-quinoline</synonym>
    <synonym>6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline</synonym>
    <synonym>6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline, 9CI, 8CI</synonym>
    <synonym>6-Ethoxy-2,2,4-trimethyl-1, 2-dihydroquinoline</synonym>
    <synonym>6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline</synonym>
    <synonym>6-ETMDQ</synonym>
    <synonym>Alterungsschutzmittel ec</synonym>
    <synonym>Antage aw</synonym>
    <synonym>Antioxidant ec</synonym>
    <synonym>Antox</synonym>
    <synonym>Aries antox</synonym>
    <synonym>Dawe's nutrigard</synonym>
    <synonym>e 324</synonym>
    <synonym>e324</synonym>
    <synonym>EMQ</synonym>
    <synonym>EQ</synonym>
    <synonym>Ethoxychin</synonym>
    <synonym>Ethoxyquin</synonym>
    <synonym>Ethoxyquin [iso]</synonym>
    <synonym>Ethoxyquine</synonym>
    <synonym>Ethyl 2,2,4-trimethyl-1,2-dihydro-6-quinolinyl ether</synonym>
    <synonym>Lobeline</synonym>
    <synonym>Niflex</synonym>
    <synonym>Niflex d</synonym>
    <synonym>Nix-scald</synonym>
    <synonym>Nocrac aw</synonym>
    <synonym>Nocrack aw</synonym>
    <synonym>Permanax 103</synonym>
    <synonym>Polyflex</synonym>
    <synonym>Quinol ed</synonym>
    <synonym>Quinoline, 6-ethoxy-1, 2-dihydro-2,2,4-trimethyl-</synonym>
    <synonym>Quinoline, 6-ethoxy-1,2-dihydro-2,2,4-trimethyl-</synonym>
    <synonym>Santoflex</synonym>
    <synonym>Santoflex a</synonym>
    <synonym>Santoflex aw</synonym>
    <synonym>Santoquin</synonym>
    <synonym>Santoquine</synonym>
    <synonym>Santoquine (van)</synonym>
    <synonym>Santoquineq</synonym>
    <synonym>Stop-scald</synonym>
  </synonyms>
  <chemical_formula>C14H19NO</chemical_formula>
  <average_molecular_weight>217.3068</average_molecular_weight>
  <monisotopic_moleculate_weight>217.146664235</monisotopic_moleculate_weight>
  <iupac_name>6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline</iupac_name>
  <traditional_iupac>ethoxyquin</traditional_iupac>
  <cas_registry_number>91-53-2</cas_registry_number>
  <smiles>CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1</smiles>
  <inchi>InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3</inchi>
  <inchikey>DECIPOUIJURFOJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.</description>
    <direct_parent>Hydroquinolones</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Quinolines and derivatives</class>
    <sub_class>Quinolones and derivatives</sub_class>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenoids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Hydroquinolines</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Secondary alkylarylamines</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Amine</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Dihydroquinoline</substituent>
      <substituent>Dihydroquinolone</substituent>
      <substituent>Ether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Secondary aliphatic/aromatic amine</substituent>
      <substituent>Secondary amine</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>aromatic ether</external_descriptor>
      <external_descriptor>quinolines</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.01</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.94</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.47e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>5.15</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>217.3068</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>217.146664235</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C14H19NO</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>DECIPOUIJURFOJ-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>21.26</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>69.68</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>25.93</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>1</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2696</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>3385</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>409</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1479</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>21712</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>31660</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>172083</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>63759</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>63760</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>63761</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>120756</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>120757</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>120758</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444608</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444609</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444610</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444611</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444612</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444613</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444614</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444615</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>444616</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2236507</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2236854</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238678</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238913</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2240359</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2240638</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2241042</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2241296</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2241366</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2242457</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB39531</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>48723</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce32781698&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
