<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:05:44 UTC</creation_date>
  <update_date>2019-11-26 02:58:51 UTC</update_date>
  <accession>FDB003297</accession>
  <name>Hydroxyacetaldehyde</name>
  <description>Occasional isolate from biol. systems, e.g. tomato volatiles, Aspergillus niger autolysate

Glycolaldehyde (HOCH2-CH=O, IUPAC name 2-hydroxyethanal) is a type of diose (2-carbon monosaccharide). Glycolaldehyde is readily converted to acetyl coenzyme A. It has an aldehyde and a hydroxyl group. However, it is not actually a sugar, because there is only one hydroxyl group. Glycolaldehyde is formed from many sources, including the amino acid glycine and from purone catabolism. It can form by action of ketolase on fructose 1,6-bisphosphate in an alternate glycolysis pathway. This compound is transferred by thiamin pyrophosphate during the pentose phosphate shunt.; Glycolaldehyde is an intermediate in the formose reaction. Hydroxyacetaldehyde is found in garden tomato.</description>
  <synonyms>
    <synonym>2-Hydroxyacetaldehyde</synonym>
    <synonym>2-hydroxycarbonyl</synonym>
    <synonym>2-Hydroxycarbonyl compound</synonym>
    <synonym>2-hydroxycarbonyl compounds</synonym>
    <synonym>2-Hydroxyethanal</synonym>
    <synonym>2-OH-acetaldehyde</synonym>
    <synonym>2-Oxoethanol</synonym>
    <synonym>Acetaldehyde, hydroxy-</synonym>
    <synonym>Acetaldehyde, hydroxy- (9CI)</synonym>
    <synonym>Alpha-hydroxycarbonyl compound</synonym>
    <synonym>Diose</synonym>
    <synonym>Glycoaldehyde</synonym>
    <synonym>Glycolaldehyde</synonym>
    <synonym>Glycolaldehyde (8CI)</synonym>
    <synonym>Glycolaldehyde, 8CI</synonym>
    <synonym>Glycolic aldehyde</synonym>
    <synonym>Glycollaldehyde</synonym>
    <synonym>Glycollic aldehyde</synonym>
    <synonym>HOCH2CHO</synonym>
    <synonym>Hydroxyethanal</synonym>
    <synonym>Methylol formaldehyde</synonym>
    <synonym>Methylolformaldehyde</synonym>
    <synonym>Monomethylolformaldehyde</synonym>
  </synonyms>
  <chemical_formula>C4H8O4</chemical_formula>
  <average_molecular_weight>120.1039</average_molecular_weight>
  <monisotopic_moleculate_weight>120.042258744</monisotopic_moleculate_weight>
  <iupac_name>(Z)-ethene-1,2-diol; 2-hydroxyacetaldehyde</iupac_name>
  <traditional_iupac>(Z)-ethene-1,2-diol; glycolaldehyde</traditional_iupac>
  <cas_registry_number>141-46-8</cas_registry_number>
  <smiles>OCC=O.O\C=C/O</smiles>
  <inchi>InChI=1S/2C2H4O2/c2*3-1-2-4/h1,4H,2H2;1-4H/b;2-1-</inchi>
  <inchikey>IBJKJRLIMXNAGD-BTJKTKAUSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as enediols. Enediols are compounds containing the enediol functional group, with the formula HO(R)C=C(R')OH.</description>
    <direct_parent>Enediols</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Enediols</sub_class>
    <molecular_framework/>
    <alternative_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Enediol</substituent>
      <substituent>Hydrocarbon derivative</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.05</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>0.96</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.45e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 96-97°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.074</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>7.65</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-5.9</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(Z)-ethene-1,2-diol; 2-hydroxyacetaldehyde</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>120.1039</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>120.042258744</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OCC=O.O\C=C/O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C4H8O4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/2C2H4O2/c2*3-1-2-4/h1,4H,2H2;1-4H/b;2-1-</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>IBJKJRLIMXNAGD-BTJKTKAUSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>40.46</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>13.93</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>5.18</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>2</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>Vitamin B6 Metabolism</name>
      <smpdb_id>SMP00017</smpdb_id>
      <kegg_map_id>map00750</kegg_map_id>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>86391</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>86392</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>86393</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>148683</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>148684</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>148685</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB03344</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>17071</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce31700198&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31702678&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Garden tomato</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Solanum lycopersicum</name_scientific>
      <ncbi_taxonomy_id>4081</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
