<?xml version="1.0" encoding="UTF-8"?>
<metabolite>
  <version>1.0</version>
  <creation_date>2020-03-31 16:40:18 UTC</creation_date>
  <update_date>2020-06-04 21:44:24 UTC</update_date>
  <accession>BMDB0109626</accession>
  <secondary_accessions>
  </secondary_accessions>
  <name>7Z-Hexadecenoic acid</name>
  <description/>
  <synonyms>
    <synonym>(Z)-7-Hexadecenoic acid</synonym>
    <synonym>16:1 cis7</synonym>
    <synonym>7-Hexadecenoic acid</synonym>
    <synonym>C16:1(N=9)</synonym>
    <synonym>(Z)-7-Hexadecenoate</synonym>
    <synonym>7-Hexadecenoate</synonym>
    <synonym>Hypogeate</synonym>
    <synonym>7Z-Palmitoleate</synonym>
    <synonym>Hypogeic acid</synonym>
  </synonyms>
  <chemical_formula>C16H30O2</chemical_formula>
  <average_molecular_weight>254.4082</average_molecular_weight>
  <monisotopic_moleculate_weight>254.224580204</monisotopic_moleculate_weight>
  <iupac_name>(7Z)-hexadec-7-enoic acid</iupac_name>
  <traditional_iupac>7-hexadecenoic acid</traditional_iupac>
  <cas_registry_number>2416-19-5</cas_registry_number>
  <smiles>CCCCCCCC\C=C/CCCCCC(O)=O</smiles>
  <inchi>InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h9-10H,2-8,11-15H2,1H3,(H,17,18)/b10-9-</inchi>
  <inchikey>PJHOFUXBXJNUAC-KTKRTIGZSA-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>Unsaturated fatty acids</external_descriptor>
      <external_descriptor>hexadecenoic acid</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <experimental_properties>
    <state/>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>6.74</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.77</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>5.89</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>4.89</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>(7Z)-hexadec-7-enoic acid</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>254.4082</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>254.224580204</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCCCCCCC\C=C/CCCCCC(O)=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C16H30O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h9-10H,2-8,11-15H2,1H3,(H,17,18)/b10-9-</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>PJHOFUXBXJNUAC-KTKRTIGZSA-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>78.2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>32.87</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>13</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>10574</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>38304</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>137532</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>145266</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>74784</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>74785</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>74786</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>134265</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>134266</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>134267</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2456883</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2456884</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2456885</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2481403</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2481404</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2481405</spectrum_id>
    </spectrum>
  </spectra>
  <normal_concentrations>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value>5306.43</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>5306.43</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>5424.35</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>5483.31</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>310.84</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>301.56</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>7070.25</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>6819.32</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>6614.68</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>6439.26</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>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Fatty acid of subcutaneous fat from beef steers. Steers were fed grasshay with flaxseed for 205 days.</comment>
      <references>
        <reference>
          <reference_text>Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014.</reference_text>
          <pubmed_id>25093808</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Fatty acid of subcutaneous fat from beef steers. Steers were fed grasshay with sunflower seed for 205 days.</comment>
      <references>
        <reference>
          <reference_text>Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014.</reference_text>
          <pubmed_id>25093808</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Fatty acid of subcutaneous fat from beef steers. Steers were fed red clove silage with flaxseed for 205 days.</comment>
      <references>
        <reference>
          <reference_text>Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014.</reference_text>
          <pubmed_id>25093808</pubmed_id>
        </reference>
      </references>
    </concentration>
    <concentration>
      <biospecimen>Adipose Tissue</biospecimen>
      <concentration_value/>
      <concentration_units/>
      <comment>Fatty acid of subcutaneous fat from beef steers. Steers were fed red clove silage with sunflower seed for 205 days.</comment>
      <references>
        <reference>
          <reference_text>Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014.</reference_text>
          <pubmed_id>25093808</pubmed_id>
        </reference>
      </references>
    </concentration>
  </normal_concentrations>
  <chemspider_id>4476987</chemspider_id>
  <foodb_id>FDB004011</foodb_id>
  <pubchem_compound_id>5318393</pubchem_compound_id>
  <chebi_id>35465</chebi_id>
  <kegg_id/>
  <pdbe_id/>
  <drugbank_id/>
  <phenol_explorer_compound_id/>
  <knapsack_id/>
  <bigg_id/>
  <wikipedia_id/>
  <metlin_id/>
  <meta_cyc_id/>
  <synthesis_reference/>
  <general_references>
  </general_references>
  <protein_associations>
  </protein_associations>
</metabolite>
