<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:04:44 UTC</creation_date>
  <update_date>2025-11-18 22:24:36 UTC</update_date>
  <accession>FDB000841</accession>
  <name>Ethyl vanillin</name>
  <description>Flavouring agent with flavouring power 2-4 times greater than vanillin. It is used especies in cocoa products.</description>
  <synonyms>
    <synonym>2-Ethoxy-4-formylphenol</synonym>
    <synonym>3-ETHOXY-4-HYDROXY-BENZALDEHYDE</synonym>
    <synonym>3-Ethoxy-4-hydroxybenzaldehyde</synonym>
    <synonym>3-Ethoxyprotocatechualdehyde</synonym>
    <synonym>4-Hydroxy-3-ethoxybenzaldehyde</synonym>
    <synonym>Aethylvanillin</synonym>
    <synonym>Benzaldehyde, 3-ethoxy-4-hydroxy-</synonym>
    <synonym>Bourbonal</synonym>
    <synonym>Ethavan</synonym>
    <synonym>Ethovan</synonym>
    <synonym>Ethyl protal</synonym>
    <synonym>Ethyl proto-catechualdehyde-3-ethyl ether</synonym>
    <synonym>Ethyl protocatechualdehyde</synonym>
    <synonym>Ethyl vanillin</synonym>
    <synonym>Ethyl vanillin (NF)</synonym>
    <synonym>Ethyl vanillin, USAN?</synonym>
    <synonym>Ethyl-vanillin</synonym>
    <synonym>Ethylprotal</synonym>
    <synonym>Ethylprotocatechualdehyde-3-ethyl ether</synonym>
    <synonym>Ethylprotocatechuic aldehyde</synonym>
    <synonym>Ethylvanillin</synonym>
    <synonym>FEMA 2464</synonym>
    <synonym>Protocatechuic aldehyde 3-ethyl ether</synonym>
    <synonym>Protocatechuic aldehyde ethyl ether</synonym>
    <synonym>Quantrovanil</synonym>
    <synonym>Quantrovanil, vanillal</synonym>
    <synonym>Rhodiarome</synonym>
    <synonym>Vanbeenol</synonym>
    <synonym>Vanilal</synonym>
    <synonym>Vanillal</synonym>
    <synonym>Vanillin, ethyl-</synonym>
    <synonym>Vanirom</synonym>
    <synonym>Vanirome</synonym>
  </synonyms>
  <chemical_formula>C9H10O3</chemical_formula>
  <average_molecular_weight>166.1739</average_molecular_weight>
  <monisotopic_moleculate_weight>166.062994186</monisotopic_moleculate_weight>
  <iupac_name>3-ethoxy-4-hydroxybenzaldehyde</iupac_name>
  <traditional_iupac>ethyl vanillin</traditional_iupac>
  <cas_registry_number>121-32-4</cas_registry_number>
  <smiles>CCOC1=C(O)C=CC(C=O)=C1</smiles>
  <inchi>InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3</inchi>
  <inchikey>CBOQJANXLMLOSS-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.</description>
    <direct_parent>Hydroxybenzaldehydes</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Carbonyl compounds</sub_class>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>1-hydroxy-2-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Benzoyl derivatives</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Phenol ethers</alternative_parent>
      <alternative_parent>Phenoxy compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Benzoyl</substituent>
      <substituent>Ether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydroxybenzaldehyde</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Phenol</substituent>
      <substituent>Phenol ether</substituent>
      <substituent>Phenoxy compound</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>aromatic ether</external_descriptor>
      <external_descriptor>benzaldehydes</external_descriptor>
      <external_descriptor>phenols</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.82</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.79</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.72e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 76-78°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>1.58</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>7.79</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-4.9</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>3-ethoxy-4-hydroxybenzaldehyde</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>166.1739</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>166.062994186</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CCOC1=C(O)C=CC(C=O)=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C9H10O3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>CBOQJANXLMLOSS-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>46.53</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>45.83</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>17</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>3</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>
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  <hmdb_id>HMDB29665</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>48408</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
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    <reference>#&lt;Reference:0x000055ce31ed5440&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31ed5288&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31ed50a8&gt;</reference>
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    <reference>#&lt;Reference:0x000055ce31ed3ed8&gt;</reference>
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    <reference>#&lt;Reference:0x000055ce31ed3b18&gt;</reference>
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    <reference>#&lt;Reference:0x000055ce31ed3550&gt;</reference>
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    <reference>#&lt;Reference:0x000055ce31ed2f88&gt;</reference>
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  <foods>
  </foods>
  <flavors>
    <flavor>
      <name>caramel</name>
    </flavor>
    <flavor>
      <name>creamy</name>
    </flavor>
    <flavor>
      <name>sweet</name>
    </flavor>
    <flavor>
      <name>vanilla</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
