<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:11:28 UTC</creation_date>
  <update_date>2019-11-26 03:10:45 UTC</update_date>
  <accession>FDB014789</accession>
  <name>(S)-Perillaldehyde</name>
  <description>Constituent of  Perilla nankinensis and gingergrass oils

Perillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the annual herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group.; Perillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the perennial herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group. (S)-Perillaldehyde is found in herbs and spices.</description>
  <synonyms>
    <synonym>(-)-perillaldehyde</synonym>
    <synonym>(4S)-p-Mentha-1,8-dien-7-al</synonym>
    <synonym>(S)-(-)-Perillaldehyde</synonym>
    <synonym>(S)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde</synonym>
    <synonym>1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-</synonym>
    <synonym>1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (4S)-</synonym>
    <synonym>1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-</synonym>
    <synonym>1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-</synonym>
    <synonym>1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-, (S)-(-)-</synonym>
    <synonym>1-Perillaldehyde</synonym>
    <synonym>1,8-p-Menthadien-7-al</synonym>
    <synonym>4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehyde</synonym>
    <synonym>4-(1-methylethenyl)-1-cyclohexene1-carboxyaldehyde</synonym>
    <synonym>4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde</synonym>
    <synonym>4-Isopropenyl-1-cyclohexene-1-carbaldehyde</synonym>
    <synonym>4-Isopropenylcyclohex-1-enecarbaldehyde</synonym>
    <synonym>4-mentha-1,8-dien-7-al</synonym>
    <synonym>Dihydrocuminyl aldehyde</synonym>
    <synonym>DL-perillaldehyde(for perfumery)</synonym>
    <synonym>FEMA no. 3557</synonym>
    <synonym>L-perillaldehyde</synonym>
    <synonym>L-perrillaldehyde</synonym>
    <synonym>p-Mentha-1,8-dien-7-al</synonym>
    <synonym>P-Mentha-1,8-dien-7-al (natural)</synonym>
    <synonym>para-Mentha-1,8-dien-7-al</synonym>
    <synonym>Perilla aldehyde</synonym>
    <synonym>Perillal</synonym>
    <synonym>Perillaldehyde, (+)-isomer</synonym>
    <synonym>Perillic aldehyde</synonym>
    <synonym>Perillyl aldehyde</synonym>
    <synonym>Perillylaldehyde</synonym>
  </synonyms>
  <chemical_formula>C10H14O</chemical_formula>
  <average_molecular_weight>150.221</average_molecular_weight>
  <monisotopic_moleculate_weight>150.104465071</monisotopic_moleculate_weight>
  <iupac_name>(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde</iupac_name>
  <traditional_iupac>(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde</traditional_iupac>
  <cas_registry_number>2111-75-3</cas_registry_number>
  <smiles>[H]C(=O)C1=CCC(CC1)C(C)=C</smiles>
  <inchi>InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3</inchi>
  <inchikey>RUMOYJJNUMEFDD-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.</description>
    <direct_parent>Menthane monoterpenoids</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Prenol lipids</class>
    <sub_class>Monoterpenoids</sub_class>
    <molecular_framework>Aliphatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Aldehydes</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocyclic monoterpenoids</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aldehyde</substituent>
      <substituent>Aliphatic homomonocyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic monoterpenoid</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>P-menthane monoterpenoid</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>p-menthane monoterpenoid</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>&lt; 25 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>2.25</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-4.3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>150.221</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>150.104465071</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>[H]C(=O)C1=CCC(CC1)C(C)=C</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C10H14O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>RUMOYJJNUMEFDD-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>17.07</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>47.27</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>17.62</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>1</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>79074</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>79075</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>79076</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>139584</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>139585</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>139586</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB03647</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>15421</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
  </general_references>
  <foods>
    <food>
      <name>Herbs and Spices</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
    <flavor>
      <name>cherry</name>
    </flavor>
    <flavor>
      <name>fat</name>
    </flavor>
    <flavor>
      <name>fatty</name>
    </flavor>
    <flavor>
      <name>fresh</name>
    </flavor>
    <flavor>
      <name>grassy</name>
    </flavor>
    <flavor>
      <name>green</name>
    </flavor>
    <flavor>
      <name>mint</name>
    </flavor>
    <flavor>
      <name>oily</name>
    </flavor>
    <flavor>
      <name>spice</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
