<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-08-15 08:51:37 -0600</creation_date>
  <update_date>2015-06-03 17:22:02 -0600</update_date>
  <accession>ECMDB21662</accession>
  <m2m_id>M2MDB002052</m2m_id>
  <name>alpha-D-Glucosamine 1-phosphate</name>
  <description>Alpha-D-glucosamine 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  It is involved and amino sugar and nucleotide sugar metabolism.</description>
  <synonyms>
    <synonym>2-amino-2-Deoxy-1-O-phosphono-a-D-glucopyranose</synonym>
    <synonym>2-Amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose</synonym>
    <synonym>2-amino-2-Deoxy-1-O-phosphono-α-D-glucopyranose</synonym>
    <synonym>2-amino-2-Deoxy-a-D-glucopyranose 1-(dihydrogen phosphate)</synonym>
    <synonym>2-amino-2-Deoxy-a-D-glucopyranose 1-(dihydrogen phosphoric acid)</synonym>
    <synonym>2-Amino-2-deoxy-alpha-D-glucopyranose 1-(dihydrogen phosphate)</synonym>
    <synonym>2-amino-2-Deoxy-alpha-D-glucopyranose 1-(dihydrogen phosphoric acid)</synonym>
    <synonym>2-amino-2-Deoxy-α-D-glucopyranose 1-(dihydrogen phosphate)</synonym>
    <synonym>2-amino-2-Deoxy-α-D-glucopyranose 1-(dihydrogen phosphoric acid)</synonym>
    <synonym>a-D-Glucosamine 1-phosphate</synonym>
    <synonym>a-D-Glucosamine 1-phosphoric acid</synonym>
    <synonym>Alpha-D-Glucosamine 1-phosphate</synonym>
    <synonym>alpha-D-Glucosamine 1-phosphoric acid</synonym>
    <synonym>D-Glucosamine 1-phosphate</synonym>
    <synonym>D-Glucosamine 1-phosphoric acid</synonym>
    <synonym>GLUCOSAMINE 1-PHOSPHATE</synonym>
    <synonym>GLUCOSAMINE 1-phosphoric acid</synonym>
    <synonym>N-Acetyl-a-D-glucosamine 1-phosphate</synonym>
    <synonym>N-Acetyl-a-D-glucosamine 1-phosphoric acid</synonym>
    <synonym>N-Acetyl-alpha-D-glucosamine 1-phosphate</synonym>
    <synonym>N-Acetyl-alpha-D-glucosamine 1-phosphoric acid</synonym>
    <synonym>N-Acetyl-α-D-glucosamine 1-phosphate</synonym>
    <synonym>N-Acetyl-α-D-glucosamine 1-phosphoric acid</synonym>
    <synonym>α-D-Glucosamine 1-phosphate</synonym>
    <synonym>α-D-Glucosamine 1-phosphoric acid</synonym>
  </synonyms>
  <chemical_formula>C6H14NO8P</chemical_formula>
  <average_molecular_weight>259.151</average_molecular_weight>
  <monisotopic_moleculate_weight>259.045702941</monisotopic_moleculate_weight>
  <iupac_name>{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid</iupac_name>
  <traditional_iupac>α-D-glucosamine 1-phosphate</traditional_iupac>
  <cas_registry_number/>
  <smiles>N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O</smiles>
  <inchi>InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1</inchi>
  <inchikey>YMJBYRVFGYXULK-QZABAPFNSA-N</inchikey>
  <state/>
  <cellular_locations>
    <cellular_location>Cytoplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-2.59</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.87</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.51e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-4.2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>1.18</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>8.69</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>259.151</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>259.045702941</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C6H14NO8P</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>YMJBYRVFGYXULK-QZABAPFNSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>162.7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>48.45</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>21.24</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>6</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>Amino sugar and nucleotide sugar metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00520</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>3081</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>27335</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>27336</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>27337</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>33893</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>33894</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>33895</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id>25243931</pubchem_compound_id>
  <chemspider_id>26331214</chemspider_id>
  <kegg_id>C06156</kegg_id>
  <chebi_id>27625</chebi_id>
  <biocyc_id/>
  <het_id>GP1</het_id>
  <wikipidia/>
  <foodb_id/>
  <general_references>
  </general_references>
  <synthesis_reference/>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>Bifunctional protein glmU</name>
      <uniprot_id>P0ACC7</uniprot_id>
      <uniprot_name>GLMU_ECOLI</uniprot_name>
      <gene_name>glmU</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0ACC7.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Phosphoglucosamine mutase</name>
      <uniprot_id>P31120</uniprot_id>
      <uniprot_name>GLMM_ECOLI</uniprot_name>
      <gene_name>glmM</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P31120.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
  </transporters>
  <reactions>
    <reaction_text>alpha-D-Glucosamine 1-phosphate &gt; D-glucosamine 6-phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Acetyl-CoA + alpha-D-Glucosamine 1-phosphate &gt; CoA + N-acetyl-alpha-D-glucosamine 1-phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>alpha-D-Glucosamine 1-phosphate + alpha-D-Glucosamine 1-phosphate &lt;&gt; Glucosamine 6-phosphate</reaction_text>
    <kegg_reaction_id>R02060</kegg_reaction_id>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>alpha-D-Glucosamine 1-phosphate &lt;&gt; Glucosamine 6-phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
    <reaction_text>Acetyl-CoA + alpha-D-Glucosamine 1-phosphate &lt;&gt; Coenzyme A + Glucosamine-1P</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id/>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
