<?xml version="1.0" encoding="UTF-8"?>
<metabolite>
  <version>1.0</version>
  <creation_date>2020-03-31 16:40:38 UTC</creation_date>
  <update_date>2020-06-04 22:56:57 UTC</update_date>
  <accession>BMDB0109639</accession>
  <secondary_accessions>
  </secondary_accessions>
  <name>trans-Vaccenic acid</name>
  <description/>
  <synonyms>
    <synonym>(11E)-Octadecenoic acid</synonym>
    <synonym>(e)-11-Octadecenoic acid</synonym>
    <synonym>11(e)-Vaccenic acid</synonym>
    <synonym>18:1 trans-11</synonym>
    <synonym>C18:1 trans-11</synonym>
    <synonym>Octadec-11(e)-enoic acid</synonym>
    <synonym>trans-11-Octadecenoic acid</synonym>
    <synonym>trans-11-Octadecensaeure</synonym>
    <synonym>trans-Octadec-11-enoic acid</synonym>
    <synonym>TVA</synonym>
    <synonym>(11E)-Octadecenoate</synonym>
    <synonym>(e)-11-Octadecenoate</synonym>
    <synonym>11(e)-Vaccenate</synonym>
    <synonym>Octadec-11(e)-enoate</synonym>
    <synonym>trans-11-Octadecenoate</synonym>
    <synonym>trans-Octadec-11-enoate</synonym>
    <synonym>Vaccenate</synonym>
    <synonym>(e)-Octadec-11-enoate</synonym>
    <synonym>11-Octadecenoic acid, (e)-isomer</synonym>
    <synonym>11-Octadecenoic acid</synonym>
    <synonym>trans-Vaccenic acid</synonym>
    <synonym>FA(18:1(11Z))</synonym>
    <synonym>FA(18:1n7)</synonym>
    <synonym>Vaccenic acid</synonym>
  </synonyms>
  <chemical_formula>C18H34O2</chemical_formula>
  <average_molecular_weight>282.468</average_molecular_weight>
  <monisotopic_moleculate_weight>282.255880335</monisotopic_moleculate_weight>
  <iupac_name>(11E)-octadec-11-enoic acid</iupac_name>
  <traditional_iupac>trans-vaccenic acid</traditional_iupac>
  <cas_registry_number>693-72-1</cas_registry_number>
  <smiles>CCCCCC\C=C\CCCCCCCCCC(O)=O</smiles>
  <inchi>InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+</inchi>
  <inchikey>UWHZIFQPPBDJPM-BQYQJAHWSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.</description>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Fatty Acyls</class>
    <sub_class>Fatty acids and conjugates</sub_class>
    <direct_parent>Long-chain fatty acids</direct_parent>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Straight chain fatty acids</alternative_parent>
      <alternative_parent>Unsaturated fatty acids</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Long-chain fatty acid</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Straight chain fatty acid</substituent>
      <substituent>Unsaturated fatty acid</substituent>
    </substituents>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <external_descriptors>
      <external_descriptor>Monounsaturated fatty acids</external_descriptor>
      <external_descriptor>Unsaturated fatty acids</external_descriptor>
      <external_descriptor>Unsaturated fatty acids</external_descriptor>
      <external_descriptor>vaccenic acid</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <experimental_properties>
    <state/>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>7.67</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-6.36</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>6.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>4.95</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>(11E)-octadec-11-enoic acid</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>282.468</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>282.255880335</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCCCCC\C=C\CCCCCCCCCC(O)=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C18H34O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>UWHZIFQPPBDJPM-BQYQJAHWSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>37.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>87.4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>37.62</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>15</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>-1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>number_of_rings</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>bioavailability</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rule_of_five</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>ghose_filter</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>veber_rule</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mddr_like_rule</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>168436</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>2022</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>1994</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1218150</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1218151</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1218152</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1234045</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1234046</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1234047</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1349542</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1349543</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1349544</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2226267</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2228664</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2230763</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2795483</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2795484</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2795485</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2886692</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2886693</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2886694</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>5185</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>166378</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>166664</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342528</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342529</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342530</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342531</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342532</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342533</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342534</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342535</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342536</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342537</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342538</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342539</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342540</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342541</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342542</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342543</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342544</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342545</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342546</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>342547</spectrum_id>
    </spectrum>
  </spectra>
  <normal_concentrations>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Intramuscular (IMF) fat of beef steers fed red clover silage with flaxseed.. Duplicate concentration unexported by An Chi.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Intramuscular (IMF) fat of beef steers fed red clover silage without flaxseed.. Duplicate concentration unexported by An Chi.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Perirenal (PF) fat of beef steers fed red clover silage with flaxseed.. Duplicate concentration unexported by An Chi.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Perirenal (PF) fat of beef steers fed red clover silage without flaxseed.. Duplicate concentration unexported by An Chi.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Subcutaneous (SF) fat of beef steers fed red clover silage with flaxseed.. Duplicate concentration unexported by An Chi.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Subcutaneous (SF) fat of beef steers fed red clover silage without flaxseed.. Duplicate concentration unexported by An Chi.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>21347.55</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Fatty acid of subcutaneous fat. Calf-finished</comment>
      <references>
        <reference>
          <reference_text>Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41.</reference_text>
          <pubmed_id>24188642</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>19435.83</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Fatty acid of subcutaneous fat. With growth promoting implants</comment>
      <references>
        <reference>
          <reference_text>Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41.</reference_text>
          <pubmed_id>24188642</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>19542.04</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Fatty acid of subcutaneous fat. Without growth promoting implants</comment>
      <references>
        <reference>
          <reference_text>Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41.</reference_text>
          <pubmed_id>24188642</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>17779.01</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Fatty acid of subcutaneous fat. Yearling-finished</comment>
      <references>
        <reference>
          <reference_text>Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41.</reference_text>
          <pubmed_id>24188642</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>14861.26</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Intramuscular (IMF) fat of beef steers fed red clover silage with flaxseed.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>2153.45</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Intramuscular (IMF) fat of beef steers fed red clover silage without flaxseed.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>319735.97</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Perirenal (PF) fat of beef steers fed red clover silage with flaxseed.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>76935.37</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Perirenal (PF) fat of beef steers fed red clover silage without flaxseed.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>183744.78</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Subcutaneous (SF) fat of beef steers fed red clover silage with flaxseed.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>39437.25</concentration_value>
      <concentration_units>nmol/g of tissue</concentration_units>
      <comment>Subcutaneous (SF) fat of beef steers fed red clover silage without flaxseed.</comment>
      <references>
        <reference>
          <reference_text>C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20.</reference_text>
          <pubmed_id/>
        </reference>
      </references>
    </concentration>
  </normal_concentrations>
  <kegg_id>C08367</kegg_id>
  <foodb_id>FDB002952</foodb_id>
  <chemspider_id>4444571</chemspider_id>
  <pubchem_compound_id>5281127</pubchem_compound_id>
  <drugbank_id/>
  <pdbe_id/>
  <chebi_id>28727</chebi_id>
  <knapsack_id>C00052543</knapsack_id>
  <meta_cyc_id/>
  <phenol_explorer_compound_id/>
  <bigg_id>2217962</bigg_id>
  <wikipedia_id>Vaccenic acid</wikipedia_id>
  <metlin_id>3407</metlin_id>
  <synthesis_reference/>
  <general_references>
  </general_references>
  <protein_associations>
  </protein_associations>
</metabolite>
