<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-05-31 13:52:42 -0600</creation_date>
  <update_date>2015-06-03 15:54:07 -0600</update_date>
  <accession>ECMDB01437</accession>
  <m2m_id>M2MDB000387</m2m_id>
  <name>N-Succinyl-L-glutamate</name>
  <description>N-succinyl-L-glutamate is a member of the chemical class known as Tricarboxylic Acids and Derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof). </description>
  <synonyms>
    <synonym>(2S)-2-(3-Carboxypropanoylamino)pentanedioate</synonym>
    <synonym>(2S)-2-(3-Carboxypropanoylamino)pentanedioic acid</synonym>
    <synonym>N-(3-Carboxy-1-oxopropyl)-L-glutamate</synonym>
    <synonym>N-(3-Carboxy-1-oxopropyl)-L-glutamic acid</synonym>
    <synonym>N-(3-Carboxypropanoyl)-L-glutamate</synonym>
    <synonym>N-(3-Carboxypropanoyl)-L-glutamic acid</synonym>
    <synonym>N-Succinyl-L-glutamate</synonym>
    <synonym>N-Succinyl-L-glutamic acid</synonym>
    <synonym>N2-Succinyl-L-glutamate</synonym>
    <synonym>N2-Succinyl-L-glutamic acid</synonym>
    <synonym>N2SucGlu</synonym>
  </synonyms>
  <chemical_formula>C9H13NO7</chemical_formula>
  <average_molecular_weight>247.202</average_molecular_weight>
  <monisotopic_moleculate_weight>247.069201775</monisotopic_moleculate_weight>
  <iupac_name>(2S)-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanedioic acid</iupac_name>
  <traditional_iupac>(2S)-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanedioic acid</traditional_iupac>
  <cas_registry_number>33981-72-5</cas_registry_number>
  <smiles>[H][C@@](CCC(O)=O)(N=C(O)CCC(O)=O)C(O)=O</smiles>
  <inchi>InChI=1S/C9H13NO7/c11-6(2-4-8(14)15)10-5(9(16)17)1-3-7(12)13/h5H,1-4H2,(H,10,11)(H,12,13)(H,14,15)(H,16,17)/t5-/m0/s1</inchi>
  <inchikey>JCNBNOQGFSXOML-YFKPBYRVSA-N</inchikey>
  <state></state>
  <cellular_locations>
    <cellular_location>Cytosol</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.85</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.90</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.14e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.47</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>3.16</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>0.84</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(2S)-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanedioic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>247.202</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>247.069201775</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>[H][C@@](CCC(O)=O)(N=C(O)CCC(O)=O)C(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C9H13NO7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C9H13NO7/c11-6(2-4-8(14)15)10-5(9(16)17)1-3-7(12)13/h5H,1-4H2,(H,10,11)(H,12,13)(H,14,15)(H,16,17)/t5-/m0/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>JCNBNOQGFSXOML-YFKPBYRVSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>144.49</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>52.15</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>22.53</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
    <pathway>
      <name>Arginine and proline metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00330</kegg_map_id>
      <subject/>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1084526</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>29111</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>29112</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>29113</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>35669</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>35670</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>35671</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id>440847</pubchem_compound_id>
  <chemspider_id>389689</chemspider_id>
  <kegg_id>C05931</kegg_id>
  <chebi_id>48957</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <foodb_id/>
  <general_references>
    <reference>
      <reference_text>Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.</reference_text>
      <pubmed_id>22080510</pubmed_id>
    </reference>
    <reference>
      <reference_text>van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.</reference_text>
      <pubmed_id>17765195</pubmed_id>
    </reference>
  </general_references>
  <synthesis_reference/>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>Succinylglutamate desuccinylase</name>
      <uniprot_id>P76215</uniprot_id>
      <uniprot_name>ASTE_ECOLI</uniprot_name>
      <gene_name>astE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P76215.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>N-succinylglutamate 5-semialdehyde dehydrogenase</name>
      <uniprot_id>P76217</uniprot_id>
      <uniprot_name>ASTD_ECOLI</uniprot_name>
      <gene_name>astD</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P76217.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
  </transporters>
  <reactions>
    <reaction_text>Water + N-Succinyl-L-glutamate &lt;&gt; L-Glutamate + Succinic acid</reaction_text>
    <kegg_reaction_id>R00411</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Water + NAD + N2-Succinyl-L-glutamic acid 5-semialdehyde &lt;&gt;2 Hydrogen ion + NADH + N-Succinyl-L-glutamate</reaction_text>
    <kegg_reaction_id>R05049</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>N2-Succinyl-L-glutamic acid 5-semialdehyde + NAD + Water &lt;&gt; N-Succinyl-L-glutamate + NADH + Hydrogen ion</reaction_text>
    <kegg_reaction_id>R05049</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>N2-Succinyl-L-glutamic acid 5-semialdehyde + NAD + Water &gt; N-Succinyl-L-glutamate + NADH</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>N-Succinyl-L-glutamate + Water &gt; Succinic acid + L-Glutamate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Water + NAD + N2-Succinyl-L-glutamic acid 5-semialdehyde &lt;&gt;2 Hydrogen ion + NADH + N-Succinyl-L-glutamate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
