<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-05-31 14:46:26 -0600</creation_date>
  <update_date>2015-07-07 12:18:24 -0600</update_date>
  <accession>ECMDB20468</accession>
  <m2m_id>M2MDB001286</m2m_id>
  <name>Phosphonate</name>
  <description>Phosphonates are one of the three sources of phosphate intake in biological cells (The other two being inorganic phosphate and organophosphate)</description>
  <synonyms>
    <synonym>Dihydridodioxidophosphate(1-)</synonym>
    <synonym>Dihydridodioxidophosphoric acid(1-)</synonym>
    <synonym>Dihydridodioxophosphate(1-)</synonym>
    <synonym>Dihydridodioxophosphoric acid(1-)</synonym>
    <synonym>Diperfluoroalkyl (C6-C12) phosphinate</synonym>
    <synonym>Diperfluoroalkyl (C6-C12) phosphinic acid</synonym>
    <synonym>HOPO</synonym>
    <synonym>Hydrogenphosphite</synonym>
    <synonym>Hydroxidooxidophosphorus</synonym>
    <synonym>Hydroxy-Phosphine oxide</synonym>
    <synonym>Hydroxyphosphanone</synonym>
    <synonym>Hypophosphite</synonym>
    <synonym>Hypophosphorous</synonym>
    <synonym>Hypophosphorous acid</synonym>
    <synonym>Hypophosphorous acid (van)</synonym>
    <synonym>Hypophosphorous acid solution</synonym>
    <synonym>Hypophosphorous acid, phosphinate</synonym>
    <synonym>Hypophosphorous acid, phosphinic acid</synonym>
    <synonym>Hypophosphorus acid</synonym>
    <synonym>Orthophosphorous acid</synonym>
    <synonym>Orthophosphorus acid</synonym>
    <synonym>Perfluoroalkyl (C6-C12) phosphonate</synonym>
    <synonym>Perfluoroalkyl (C6-C12) phosphonic acid</synonym>
    <synonym>Phosphinate</synonym>
    <synonym>Phosphinate, bis(perfluoro-C6-12-alkyl) derivs.</synonym>
    <synonym>Phosphinic acid</synonym>
    <synonym>Phosphinic acid, bis(perfluoro-C6-12-alkyl) derivs.</synonym>
    <synonym>Phosphonate, perfluoro-C6-12-alkyl derivs.</synonym>
    <synonym>Phosphonic acid</synonym>
    <synonym>Phosphonic acid, perfluoro-C6-12-alkyl derivs.</synonym>
    <synonym>Phosphonous acid</synonym>
    <synonym>Phosphonous acid (van)</synonym>
    <synonym>Phosphorous acid</synonym>
    <synonym>Phosphorous acid, ortho</synonym>
    <synonym>Phosphorus acid</synonym>
    <synonym>Phosphorus trihydroxide</synonym>
    <synonym>Trihydroxyphosphine</synonym>
    <synonym>[p(O)oh]</synonym>
  </synonyms>
  <chemical_formula>HO3P</chemical_formula>
  <average_molecular_weight>79.9799</average_molecular_weight>
  <monisotopic_moleculate_weight>79.96633041</monisotopic_moleculate_weight>
  <iupac_name>oxophosphinic acid</iupac_name>
  <traditional_iupac>oxophosphinic acid</traditional_iupac>
  <cas_registry_number>13598-36-2</cas_registry_number>
  <smiles>OP(=O)=O</smiles>
  <inchi>InChI=1S/HO3P/c1-4(2)3/h(H,1,2,3)</inchi>
  <inchikey>UEZVMMHDMIWARA-UHFFFAOYSA-N</inchikey>
  <state>Solid</state>
  <cellular_locations>
    <cellular_location>Extra-organism</cellular_location>
    <cellular_location>Periplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>~73 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.91</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>11.92</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>oxophosphinic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>79.9799</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>79.96633041</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OP(=O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>HO3P</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/HO3P/c1-4(2)3/h(H,1,2,3)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>UEZVMMHDMIWARA-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>54.37</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>12.29</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>4.29</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>1</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>
    <pathway>
      <name>ABC transporters</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec02010</kegg_map_id>
      <subject/>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>107411</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>119778</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>24653</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>24654</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>24655</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>31211</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>31212</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>31213</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3443776</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3443777</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3443778</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3443779</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3443780</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3443781</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id>6326969</pubchem_compound_id>
  <chemspider_id>2341689</chemspider_id>
  <kegg_id>C06701</kegg_id>
  <chebi_id>16215</chebi_id>
  <biocyc_id>PHOSPHONATE</biocyc_id>
  <het_id/>
  <wikipidia/>
  <foodb_id/>
  <general_references>
    <reference>
      <reference_text>Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.</reference_text>
      <pubmed_id>21097882</pubmed_id>
    </reference>
    <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>
  </general_references>
  <synthesis_reference></synthesis_reference>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>Alkaline phosphatase</name>
      <uniprot_id>P00634</uniprot_id>
      <uniprot_name>PPB_ECOLI</uniprot_name>
      <gene_name>phoA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P00634.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
    <enzyme>
      <name>Putative phosphonates transport system permease protein phnE</name>
      <uniprot_id>P16683</uniprot_id>
      <uniprot_name>PHNE_ECOLI</uniprot_name>
      <gene_name>phnE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P16683.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane protein N</name>
      <uniprot_id>P77747</uniprot_id>
      <uniprot_name>OMPN_ECOLI</uniprot_name>
      <gene_name>ompN</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77747.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane pore protein E</name>
      <uniprot_id>P02932</uniprot_id>
      <uniprot_name>PHOE_ECOLI</uniprot_name>
      <gene_name>phoE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P02932.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane protein F</name>
      <uniprot_id>P02931</uniprot_id>
      <uniprot_name>OMPF_ECOLI</uniprot_name>
      <gene_name>ompF</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P02931.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Outer membrane protein C</name>
      <uniprot_id>P06996</uniprot_id>
      <uniprot_name>OMPC_ECOLI</uniprot_name>
      <gene_name>ompC</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P06996.xml</protein_url>
    </enzyme>
  </transporters>
  <reactions>
    <reaction_text>Water + Phosphonate &gt; Hydrogen (gas) + Phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>ADP + Phosphate + 4 Hydrogen ion + Heme + Nickel(2+) + Iron chelate + Taurine + Molybdate + Magnesium + Fe3+ + Potassium + Polyamine + vitamin B12 + Sulfate + glycerol-3-phosphate + Phosphonate + D-Maltose &lt;&gt; Adenosine triphosphate +3 Hydrogen ion + Water</reaction_text>
    <kegg_reaction_id>R00086</kegg_reaction_id>
    <ecocyc_id>RXN0-1061</ecocyc_id>
    <pw_reaction_id/>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
