<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2011-04-11 17:28:12 UTC</creation_date>
  <update_date>2025-11-19 02:39:55 UTC</update_date>
  <accession>FDB021830</accession>
  <name>D-Glucose 1-dihydrogen phosphate</name>
  <description>*Found widely in both plants and animals. A precursor of starch in plants and of glycogen in animals. [CCD]</description>
  <synonyms>
    <synonym>1-O-ONO-D-Glucopyranose</synonym>
    <synonym>a-D-Glucopyranosyl ate</synonym>
    <synonym>a-D-Glucose 1-ate</synonym>
    <synonym>alpha-D-Glucopyranosyl ate</synonym>
    <synonym>alpha-D-Glucose 1-ate</synonym>
    <synonym>alpha-D-Glucose-1-ate</synonym>
    <synonym>alpha-delta-Glucopyranosyl ate</synonym>
    <synonym>alpha-delta-Glucose 1-ate</synonym>
    <synonym>alpha-delta-Glucose-1-ate</synonym>
    <synonym>D-Glucopyranose 1-ate</synonym>
    <synonym>D-Glucose 1-ate</synonym>
    <synonym>D-Glucose 1-ic acid</synonym>
    <synonym>D-Glucose-1-ate</synonym>
    <synonym>D-Glucose-1-P</synonym>
    <synonym>D-Glucose-1-phosphate</synonym>
    <synonym>delta-Glucopyranose 1-ate</synonym>
    <synonym>delta-Glucose 1-ate</synonym>
    <synonym>delta-Glucose-1-ate</synonym>
    <synonym>delta-Glucose-1-P</synonym>
    <synonym>Glc-1-P</synonym>
    <synonym>Glucose 1-ate</synonym>
    <synonym>Glucose monoate</synonym>
    <synonym>Glucose-1-ate</synonym>
    <synonym>Glucose-1P</synonym>
  </synonyms>
  <chemical_formula>C6H13O9P</chemical_formula>
  <average_molecular_weight>260.1358</average_molecular_weight>
  <monisotopic_moleculate_weight>260.029718526</monisotopic_moleculate_weight>
  <iupac_name>{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid</iupac_name>
  <traditional_iupac>α-D-glucose 1-phosphate</traditional_iupac>
  <cas_registry_number>59-56-3</cas_registry_number>
  <smiles>OCC1OC(OP(O)(O)=O)C(O)C(O)C1O</smiles>
  <inchi>InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)</inchi>
  <inchikey>HXXFSFRBOHSIMQ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.</description>
    <direct_parent>Monosaccharide phosphates</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Carbohydrates and carbohydrate conjugates</sub_class>
    <molecular_framework>Aliphatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Hexoses</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monoalkyl phosphates</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Oxanes</alternative_parent>
      <alternative_parent>Polyols</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alcohol</substituent>
      <substituent>Aliphatic heteromonocyclic compound</substituent>
      <substituent>Alkyl phosphate</substituent>
      <substituent>Hexose monosaccharide</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monoalkyl phosphate</substituent>
      <substituent>Monosaccharide phosphate</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic phosphoric acid derivative</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Oxane</substituent>
      <substituent>Phosphoric acid ester</substituent>
      <substituent>Polyol</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Secondary alcohol</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>D-glucopyranose 1-phosphate</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-2.00</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.91</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.23e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-3.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>1.16</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>260.1358</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>260.029718526</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OCC1OC(OP(O)(O)=O)C(O)C(O)C1O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C6H13O9P</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>HXXFSFRBOHSIMQ-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>156.91</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>46.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>20.72</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>-2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
    <pathway>
      <name>Galactose Metabolism</name>
      <smpdb_id>SMP00043</smpdb_id>
      <kegg_map_id>map00052</kegg_map_id>
    </pathway>
    <pathway>
      <name>Gluconeogenesis</name>
      <smpdb_id>SMP00128</smpdb_id>
      <kegg_map_id>map00010</kegg_map_id>
    </pathway>
    <pathway>
      <name>Glycolysis</name>
      <smpdb_id>SMP00040</smpdb_id>
      <kegg_map_id>map00010</kegg_map_id>
    </pathway>
    <pathway>
      <name>Lactose Synthesis</name>
      <smpdb_id>SMP00444</smpdb_id>
      <kegg_map_id></kegg_map_id>
    </pathway>
    <pathway>
      <name>Nucleotide Sugars Metabolism</name>
      <smpdb_id>SMP00010</smpdb_id>
      <kegg_map_id>map00520</kegg_map_id>
    </pathway>
    <pathway>
      <name>Starch and Sucrose Metabolism</name>
      <smpdb_id>SMP00058</smpdb_id>
      <kegg_map_id>map00500</kegg_map_id>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>3095</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>32359</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>163838</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>179490</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>179491</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>179492</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>181818</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>181819</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>181820</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437701</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437702</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437703</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437704</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437705</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437761</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437762</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437763</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437764</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437765</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>438845</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>438846</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>439265</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2244555</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2246643</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2247655</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2248733</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2249632</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2250803</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>5001</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>5002</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337448</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337449</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337450</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337451</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337452</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337453</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337454</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337455</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337456</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337457</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337458</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337459</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337460</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337461</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337462</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337463</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337464</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337465</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337466</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337467</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>2077</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>2078</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB01586</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce32b25830&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b25678&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b254c0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b25308&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b25150&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b24ef8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b24cf0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b24a48&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b247f0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b245c0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b24408&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b240c0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1fe08&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1fc50&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1fa98&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1f8e0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1f700&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1f548&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1f368&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32b1f138&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Carrot</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Daucus carota ssp. sativus</name_scientific>
      <ncbi_taxonomy_id>79200</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
    <enzyme>
      <name>Glucose 1,6-bisphosphate synthase</name>
      <uniprot_id>Q6PCE3</uniprot_id>
      <uniprot_name/>
      <gene_name>PGM2L1</gene_name>
    </enzyme>
    <enzyme>
      <name>Glucosylceramidase</name>
      <uniprot_id>P04062</uniprot_id>
      <uniprot_name/>
      <gene_name>GBA</gene_name>
    </enzyme>
    <enzyme>
      <name>Glycogen phosphorylase, brain form</name>
      <uniprot_id>P11216</uniprot_id>
      <uniprot_name/>
      <gene_name>PYGB</gene_name>
    </enzyme>
    <enzyme>
      <name>Glycogen phosphorylase, liver form</name>
      <uniprot_id>P06737</uniprot_id>
      <uniprot_name/>
      <gene_name>PYGL</gene_name>
    </enzyme>
    <enzyme>
      <name>Glycogen phosphorylase, muscle form</name>
      <uniprot_id>P11217</uniprot_id>
      <uniprot_name/>
      <gene_name>PYGM</gene_name>
    </enzyme>
    <enzyme>
      <name>UTP--glucose-1-phosphate uridylyltransferase</name>
      <uniprot_id>Q16851</uniprot_id>
      <uniprot_name/>
      <gene_name>UGP2</gene_name>
    </enzyme>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
