<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2020-04-17 19:07:31 UTC</creation_date>
  <update_date>2020-11-18 16:39:18 UTC</update_date>
  <accession>CDB005082</accession>
  <secondary_accessions>
  </secondary_accessions>
  <name>Fructose 6-phosphate</name>
  <description>Fructose 6-phosphate, also known as neuberg ester or D-fructose-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. The open chain form of D-fructose 6-phosphate. Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. fructose 6-phosphate and L-glutamine can be converted into glucosamine 6-phosphate and L-glutamic acid through the action of the enzyme glutamine--fructose-6-phosphate aminotransferase. In humans, fructose 6-phosphate is involved in homocarnosinosis. Outside of the human body, Fructose 6-phosphate has been detected, but not quantified in, carrots and milk (cow). This could make fructose 6-phosphate a potential biomarker for the consumption of these foods. Fructose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.</description>
  <synonyms>
    <synonym>D-Fructose 6-phosphate</synonym>
    <synonym>D-Fructose 6-phosphoric acid</synonym>
    <synonym>Fructose-6-phosphate</synonym>
    <synonym>Neuberg ester</synonym>
    <synonym>Fructose-6-phosphoric acid</synonym>
    <synonym>Fructose 6-phosphoric acid</synonym>
    <synonym>D-Fructose 6-phosphorate</synonym>
    <synonym>D-Fructose-6-p</synonym>
    <synonym>D-Fructose-6-phosphate</synonym>
    <synonym>FPC</synonym>
    <synonym>Fru-6-p</synonym>
    <synonym>Fructose-6-p</synonym>
    <synonym>Fructose-6P</synonym>
    <synonym>Fructose-6-phosphate, (alpha-D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, (beta-D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, disodium salt, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, 1-(14)C-labeled, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, 2-(14)C-labeled, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, barium (1:1) salt, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, barium salt, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, sodium salt, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, calcium salt, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, magnesium (1:1) salt, (D)-isomer</synonym>
    <synonym>Fructose-6-phosphate, sodium salt</synonym>
  </synonyms>
  <chemical_formula>C6H13O9P</chemical_formula>
  <average_molecular_weight>260.14</average_molecular_weight>
  <monisotopic_molecular_weight>260.0297</monisotopic_molecular_weight>
  <iupac_name>{[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid</iupac_name>
  <traditional_iupac>D-fructose 6-phosphate</traditional_iupac>
  <cas_registry_number>643-13-0</cas_registry_number>
  <smiles>OCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O</smiles>
  <inchi>InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1</inchi>
  <inchikey>GSXOAOHZAIYLCY-HSUXUTPPSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.</description>
    <direct_parent>Hexose 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 acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Acyloins</alternative_parent>
      <alternative_parent>Alpha-hydroxy ketones</alternative_parent>
      <alternative_parent>Beta-hydroxy ketones</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monoalkyl phosphates</alternative_parent>
      <alternative_parent>Monosaccharide phosphates</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Polyols</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Acyloin</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Alkyl phosphate</substituent>
      <substituent>Alpha-hydroxy ketone</substituent>
      <substituent>Beta-hydroxy ketone</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Hexose phosphate</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Ketone</substituent>
      <substituent>Monoalkyl phosphate</substituent>
      <substituent>Monosaccharide phosphate</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic phosphoric acid derivative</substituent>
      <substituent>Phosphoric acid ester</substituent>
      <substituent>Polyol</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Secondary alcohol</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>D-fructose 6-phosphate</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <experimental_properties>
    <property>
      <kind>water_solubility</kind>
      <value>911 mg/mL</value>
      <source/>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.86</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.05</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-3.4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>1.49</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-3.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>{[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>260.14</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>260.0297</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C6H13O9P</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>GSXOAOHZAIYLCY-HSUXUTPPSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>164.75</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>48.43</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>20.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>7</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>
    <property>
      <kind>number_of_rings</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>bioavailability</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rule_of_five</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>ghose_filter</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>veber_rule</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mddr_like_rule</kind>
      <value>Yes</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <kegg_id>C00085</kegg_id>
  <drugbank_id>DB04493</drugbank_id>
  <foodb_id>FDB021896</foodb_id>
  <chemspider_id>62713</chemspider_id>
  <pubchem_compound_id>69507</pubchem_compound_id>
  <pdb_id/>
  <chebi_id>15946</chebi_id>
  <phenol_explorer_compound_id/>
  <knapsack_id/>
  <biocyc_id>CPD-15709</biocyc_id>
  <wikipedia_id>Fructose 6-phosphate</wikipedia_id>
  <bigg_id>33795</bigg_id>
  <metlin_id>5159</metlin_id>
  <general_references>
  </general_references>
</compound>

