<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-05-31 14:19:45 -0600</creation_date>
  <update_date>2015-07-07 11:48:35 -0600</update_date>
  <accession>ECMDB11110</accession>
  <m2m_id>M2MDB000804</m2m_id>
  <name>Hydrogen selenide</name>
  <description>Hydrogen selenide is a metabolite of selenium which could have potential antiangiogenic effect in the chemoprevention of cancer. The hydrogen selenide is a key intermediate in the selenium methylation metabolism of inorganic and organic selenium compounds. Accumulation of the hydrogen selenide resulting from inhibition of the selenium methylation metabolism, detoxification metabolic pathway of selenium, is found in animals following repeated administration of a toxic dose of selenocystine. The excess of the hydrogen selenide produced by inhibition of the selenium methylation metabolism contributes to the hepatotoxicity caused by selenocystine. (PMID: 9414580, 11799926)</description>
  <synonyms>
    <synonym>Dihydridoselenium</synonym>
    <synonym>Dihydrogen monoselenide</synonym>
    <synonym>Dihydrogen selenide</synonym>
    <synonym>H2Se</synonym>
    <synonym>H&lt;sub&gt;2&lt;/sub&gt;Se</synonym>
    <synonym>Hydrogen selenide</synonym>
    <synonym>Selane</synonym>
    <synonym>Selenium dihydride</synonym>
    <synonym>Selenium hydride</synonym>
    <synonym>Selenium hydride (SeH2)</synonym>
    <synonym>[SeH2]</synonym>
    <synonym>[SeH&lt;sub&gt;2&lt;/sub&gt;]</synonym>
  </synonyms>
  <chemical_formula>H2Se</chemical_formula>
  <average_molecular_weight>80.98</average_molecular_weight>
  <monisotopic_moleculate_weight>81.932171892</monisotopic_moleculate_weight>
  <iupac_name>hydrogen selenide</iupac_name>
  <traditional_iupac>hydrogen selenide</traditional_iupac>
  <cas_registry_number/>
  <smiles>[SeH2]</smiles>
  <inchi>InChI=1S/H2Se/h1H2</inchi>
  <inchikey>SPVXKVOXSXTJOY-UHFFFAOYSA-N</inchikey>
  <state>Solid</state>
  <cellular_locations>
    <cellular_location>Cytoplasm</cellular_location>
    <cellular_location>Periplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>hydrogen selenide</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>80.98</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>81.932171892</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>[SeH2]</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>H2Se</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/H2Se/h1H2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>SPVXKVOXSXTJOY-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>14.71</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>2.81</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>1</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>
  <pathways>
    <pathway>
      <name>Selenoamino acid metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00450</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Metabolic pathways</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>eco01100</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>Selenium metabolism</name>
      <description>The selenium metabolism begins with the introduction of selenate and selenite to the cytosol through a sulphate permease system. Once in the cell, selenate can be reduced to selenite through nitrate reductases A and Z. Selenite then interacts with glutathione and 2 hydrogen ions resulting in the release of 2 water molecules, a hydroxide molecule, a glutathione disulfide and a selenodiglutathione. The latter compound then reacts with NADPH+H resulting in the release of a NADP, a glutathione and a glutathioselenol. 
Glutathiolselenol can then be oxidize resulting in a a glutathiolselenol ion which can then interact with a water molecule resulting in a release of glutathion and selenium
Glutathiolselenol can also react with NADPH and hydrogen ion resulting in a release of glutathione, NADP, a hydroxide molecule and a hydrogen selenide. This compound can react in a reversible reaction by being  oxidized resulting in a hydrogen selenide ion . This compound can then be phosphorylated by interacting with an ATP and releasing a AMP, a phosphate and a selenophosphate.</description>
      <pathwhiz_id>PW001894</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150780</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150781</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150782</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150783</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150784</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150785</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150786</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150787</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150788</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>150789</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>25841</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>25842</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>25843</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>32399</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>32400</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>32401</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB11110</hmdb_id>
  <pubchem_compound_id>533</pubchem_compound_id>
  <chemspider_id/>
  <kegg_id>C01528</kegg_id>
  <chebi_id/>
  <biocyc_id>CPD-678</biocyc_id>
  <het_id>SE</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>
    <reference>
      <reference_text>Sayato Y, Nakamuro K, Hasegawa T: [Selenium methylation and toxicity mechanism of selenocystine]. Yakugaku Zasshi. 1997 Nov;117(10-11):665-72.</reference_text>
      <pubmed_id>9414580</pubmed_id>
    </reference>
    <reference>
      <reference_text>Lu J, Jiang C: Antiangiogenic activity of selenium in cancer chemoprevention: metabolite-specific effects. Nutr Cancer. 2001;40(1):64-73.</reference_text>
      <pubmed_id>11799926</pubmed_id>
    </reference>
  </general_references>
  <synthesis_reference/>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>Thioredoxin reductase</name>
      <uniprot_id>P0A9P4</uniprot_id>
      <uniprot_name>TRXB_ECOLI</uniprot_name>
      <gene_name>trxB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A9P4.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Cysteine synthase A</name>
      <uniprot_id>P0ABK5</uniprot_id>
      <uniprot_name>CYSK_ECOLI</uniprot_name>
      <gene_name>cysK</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0ABK5.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Selenide, water dikinase</name>
      <uniprot_id>P16456</uniprot_id>
      <uniprot_name>SELD_ECOLI</uniprot_name>
      <gene_name>selD</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P16456.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Cysteine synthase B</name>
      <uniprot_id>P16703</uniprot_id>
      <uniprot_name>CYSM_ECOLI</uniprot_name>
      <gene_name>cysM</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P16703.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Cysteine desulfurase_</name>
      <uniprot_id>P77444</uniprot_id>
      <uniprot_name>SUFS_ECOLI</uniprot_name>
      <gene_name>sufS</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P77444.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
  </transporters>
  <reactions>
    <reaction_text>Adenosine triphosphate + Hydrogen selenide + Water &lt;&gt; Adenosine monophosphate + Phosphoroselenoic acid + Phosphate</reaction_text>
    <kegg_reaction_id>R03595</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Hydrogen selenide + 3 NADP + 3 Water &lt;&gt; Selenite +3 NADPH +5 Hydrogen ion</reaction_text>
    <kegg_reaction_id>R03596</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Selenocysteine + Reduced acceptor &lt;&gt; Hydrogen selenide + L-Alanine + Acceptor</reaction_text>
    <kegg_reaction_id>R03599</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>O-Acetylserine + Hydrogen selenide &lt;&gt; Selenocysteine + Acetic acid</reaction_text>
    <kegg_reaction_id>R03601</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Hydrogen selenide + Water &gt; Adenosine monophosphate + Phosphoroselenoic acid + Inorganic phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Selenocysteine + reduced acceptor &gt; Hydrogen selenide + L-Alanine + acceptor</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Adenosine triphosphate + Hydrogen selenide + Water &lt;&gt; Adenosine monophosphate + Phosphoroselenoic acid + Phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Hydrogen selenide + 3 NADP + 3 Water &lt;&gt; Selenite +3 NADPH</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
