<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-08-15 08:51:30 -0600</creation_date>
  <update_date>2015-06-03 17:22:00 -0600</update_date>
  <accession>ECMDB21645</accession>
  <m2m_id>M2MDB002039</m2m_id>
  <name>3-Phospho-D-glycerate</name>
  <description>3-phospho-D-glycerate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.</description>
  <synonyms>
    <synonym>(2R)-2-hydroxy-3-(phosphonooxy)propanoate</synonym>
    <synonym>(2R)-2-hydroxy-3-(phosphonooxy)propanoic acid</synonym>
    <synonym>3-Phospho-(R)-glycerate</synonym>
    <synonym>3-Phospho-(R)-glyceric acid</synonym>
    <synonym>3-Phospho-D-glycerate</synonym>
    <synonym>3-Phospho-D-glyceric acid</synonym>
    <synonym>3-Phosphoglycerate</synonym>
    <synonym>3-Phosphoglyceric acid</synonym>
    <synonym>D-Glycerate 3-phosphate</synonym>
    <synonym>D-Glyceric acid 3-phosphate</synonym>
    <synonym>D-Glyceric acid 3-phosphoric acid</synonym>
  </synonyms>
  <chemical_formula>C3H7O7P</chemical_formula>
  <average_molecular_weight>186.0572</average_molecular_weight>
  <monisotopic_moleculate_weight>185.99293909</monisotopic_moleculate_weight>
  <iupac_name>(2R)-2-hydroxy-3-(phosphonooxy)propanoic acid</iupac_name>
  <traditional_iupac>D-glycerate 3-phosphate</traditional_iupac>
  <cas_registry_number/>
  <smiles>O[C@H](COP(O)(O)=O)C(O)=O</smiles>
  <inchi>InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1</inchi>
  <inchikey>OSJPPGNTCRNQQC-UWTATZPHSA-N</inchikey>
  <state/>
  <cellular_locations>
    <cellular_location>Cytoplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-2.26</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.95</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.10e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-1.6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>1.3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-4.2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(2R)-2-hydroxy-3-(phosphonooxy)propanoic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>186.0572</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>185.99293909</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>O[C@H](COP(O)(O)=O)C(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C3H7O7P</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>OSJPPGNTCRNQQC-UWTATZPHSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>124.29</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>31.26</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>13.54</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>6</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>Carbon fixation in photosynthetic organisms</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00710</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Glycine, serine and threonine metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00260</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Glycolysis / Gluconeogenesis</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00010</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Methane metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00680</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Glyoxylate and dicarboxylate metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00630</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Glycerolipid metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00561</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Microbial metabolism in diverse environments</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec01120</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Metabolic pathways</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>eco01100</kegg_map_id>
      <subject/>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>3382</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>48103</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>167786</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>4958</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>4959</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56402</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56403</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56404</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56405</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56406</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56407</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56408</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56409</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56410</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56411</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56412</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56413</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56414</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56415</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56416</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56417</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56418</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56419</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56420</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>56421</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>26036</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>26037</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>26038</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>32594</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>32595</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>32596</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>438911</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3224776</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3224777</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3224778</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3224779</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3224780</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3224781</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id>439183</pubchem_compound_id>
  <chemspider_id>388326</chemspider_id>
  <kegg_id>C00197</kegg_id>
  <chebi_id>17794</chebi_id>
  <biocyc_id/>
  <het_id>MP3</het_id>
  <wikipidia/>
  <foodb_id/>
  <general_references>
  </general_references>
  <synthesis_reference/>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>Phosphoglycerate kinase</name>
      <uniprot_id>P0A799</uniprot_id>
      <uniprot_name>PGK_ECOLI</uniprot_name>
      <gene_name>pgk</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A799.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Probable phosphoglycerate mutase gpmB</name>
      <uniprot_id>P0A7A2</uniprot_id>
      <uniprot_name>GPMB_ECOLI</uniprot_name>
      <gene_name>gpmB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A7A2.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>D-3-phosphoglycerate dehydrogenase</name>
      <uniprot_id>P0A9T0</uniprot_id>
      <uniprot_name>SERA_ECOLI</uniprot_name>
      <gene_name>serA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A9T0.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Acylphosphatase</name>
      <uniprot_id>P0AB65</uniprot_id>
      <uniprot_name>ACYP_ECOLI</uniprot_name>
      <gene_name>yccX</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0AB65.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Glycerate kinase 2</name>
      <uniprot_id>P23524</uniprot_id>
      <uniprot_name>GLXK2_ECOLI</uniprot_name>
      <gene_name>garK</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P23524.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>2,3-bisphosphoglycerate-independent phosphoglycerate mutase</name>
      <uniprot_id>P37689</uniprot_id>
      <uniprot_name>GPMI_ECOLI</uniprot_name>
      <gene_name>gpmI</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P37689.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>2,3-bisphosphoglycerate-dependent phosphoglycerate mutase</name>
      <uniprot_id>P62707</uniprot_id>
      <uniprot_name>GPMA_ECOLI</uniprot_name>
      <gene_name>gpmA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P62707.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Glycerate kinase 1</name>
      <uniprot_id>P77364</uniprot_id>
      <uniprot_name>GLXK1_ECOLI</uniprot_name>
      <gene_name>glxK</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77364.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
  </transporters>
  <reactions>
    <reaction_text>Adenosine triphosphate + 3-Phospho-D-glycerate &lt;&gt; ADP + Glyceric acid 1,3-biphosphate + 3-phospho-D-glyceroyl phosphate</reaction_text>
    <kegg_reaction_id>R01512</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>3-Phospho-D-glycerate + NAD &lt;&gt; Phosphohydroxypyruvic acid + NADH + Hydrogen ion</reaction_text>
    <kegg_reaction_id>R01513</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Glyceric acid &lt;&gt; ADP + 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id>R01514</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Glyceric acid 1,3-biphosphate + Water &lt;&gt; 3-Phospho-D-glycerate + Phosphate</reaction_text>
    <kegg_reaction_id>R01515</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>2-Phospho-D-glyceric acid &lt;&gt; 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id>R01518</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Glyceric acid &gt; ADP + 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id>R01514</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>2-Phospho-D-glyceric acid &gt; 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id>R01518</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + 3-Phospho-D-glycerate &gt; ADP + 3-phospho-D-glyceroyl phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>3-Phospho-D-glycerate + NAD &gt; Phosphohydroxypyruvic acid + NADH</reaction_text>
    <kegg_reaction_id>R01513</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>2-Phospho-D-glyceric acid + 2,3-Diphosphoglyceric acid &lt;&gt; 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id>R01518 </kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>3-Phospho-D-glycerate + NAD + D-2-Hydroxyglutaric acid &lt;&gt; Phosphohydroxypyruvic acid + NADH + Hydrogen ion + alpha-Ketoglutarate</reaction_text>
    <kegg_reaction_id>R01513 </kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>3 3-Phospho-D-glycerate + NAD &lt;&gt; Phosphohydroxypyruvic acid + NADH + Hydrogen ion</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + 3 3-Phospho-D-glycerate &lt;&gt; ADP + Glyceric acid 1,3-biphosphate +3 3-phospho-D-glyceroyl phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Glyceric acid &lt;&gt; ADP +3 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Glyceric acid &gt; ADP +3 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + 3 3-Phospho-D-glycerate &lt;&gt; ADP + Glyceric acid 1,3-biphosphate +3 3-phospho-D-glyceroyl phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Glyceric acid &lt;&gt; ADP +3 3-Phospho-D-glycerate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
