<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:05:35 UTC</creation_date>
  <update_date>2019-11-26 02:58:10 UTC</update_date>
  <accession>FDB002929</accession>
  <name>(2E,4E)-Decadienoic isobutylamide</name>
  <description>Constituent of Achillea millefolium (yarrow). (2E,4E)-Decadienoic isobutylamide is found in tarragon, herbs and spices, and pepper (spice).</description>
  <synonyms>
    <synonym>(2E,4E)-N-isobutyl-2,4-decadienamide</synonym>
    <synonym>(E,E)-N-(2-Methylpropyl)-2,4-decadienamide</synonym>
    <synonym>(E,E)-N-Isobutyl-2,4-decadienamide</synonym>
    <synonym>2,4-Decadienamide, N-(2-methylpropyl)-, (2E,4E)-</synonym>
    <synonym>2,4-Decadienamide, N-(2-methylpropyl)-, (E,E)-</synonym>
    <synonym>2,4-Decadienamide, N-isobutyl-, (E,E)-</synonym>
    <synonym>N-(2-Methylpropyl)-(2e,4e)-2,4-decadienamide</synonym>
    <synonym>N-(2-Methylpropyl)-(e,e)-2,4-decadienamide</synonym>
    <synonym>N-(2-Methylpropyl)-2,4-Decadienamide</synonym>
    <synonym>N-Isobutyl-(e,e)-2,4-decadienamide</synonym>
    <synonym>N-Isobutyldeca-trans-2-trans-4-dienamide</synonym>
    <synonym>N-Isobutyldeca-trans-2,trans-4-dienamide</synonym>
    <synonym>Pellitorin</synonym>
    <synonym>Pellitorine</synonym>
    <synonym>Pellitorine (6ci)</synonym>
    <synonym>trans-Pellitorin</synonym>
  </synonyms>
  <chemical_formula>C14H25NO</chemical_formula>
  <average_molecular_weight>223.3544</average_molecular_weight>
  <monisotopic_moleculate_weight>223.193614427</monisotopic_moleculate_weight>
  <iupac_name>(Z,2E,4Z)-N-(2-methylpropyl)deca-2,4-dienimidic acid</iupac_name>
  <traditional_iupac>(Z,2E,4Z)-N-(2-methylpropyl)deca-2,4-dienimidic acid</traditional_iupac>
  <cas_registry_number>18836-52-7</cas_registry_number>
  <smiles>CCCCC\C=C/C=C/C(/O)=N/CC(C)C</smiles>
  <inchi>InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8-,11-10+</inchi>
  <inchikey>MAGQQZHFHJDIRE-QNRZBPGKSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.</description>
    <direct_parent>N-acyl amines</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Fatty Acyls</class>
    <sub_class>Fatty amides</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Secondary carboxylic acid amides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxamide group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>N-acyl-amine</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Secondary carboxylic acid amide</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.98</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.87</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.98e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 90-95°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>4.71</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>8.54</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>5.94</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(Z,2E,4Z)-N-(2-methylpropyl)deca-2,4-dienimidic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>223.3544</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>223.193614427</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CCCCC\C=C/C=C/C(/O)=N/CC(C)C</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C14H25NO</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8-,11-10+</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>MAGQQZHFHJDIRE-QNRZBPGKSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>32.59</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>72.67</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>28.43</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>8</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::CMs</type>
      <spectrum_id>19922</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>42264</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>172509</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>58359</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>58360</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>58361</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>114285</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>114286</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>114287</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2788894</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2788895</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2788896</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2920756</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2920757</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2920758</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB30951</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce331148b8&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Herbs and Spices</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Pepper (Spice)</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Piper nigrum</name_scientific>
      <ncbi_taxonomy_id>13216</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Tarragon</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Artemisia dracunculus</name_scientific>
      <ncbi_taxonomy_id>72341</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
    <flavor>
      <name>herbal</name>
    </flavor>
    <flavor>
      <name>spicy</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
    <health_effect>
      <name>Cyclooxygenase inhibitor</name>
      <id>849</id>
      <definition>A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.</definition>
    </health_effect>
    <health_effect>
      <name>Cyclooxygenase-1 inhibitor</name>
      <id>840</id>
      <definition>A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.</definition>
    </health_effect>
  </health_effects>
</compound>
