<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-05-31 14:51:42 -0600</creation_date>
  <update_date>2015-06-03 17:20:20 -0600</update_date>
  <accession>ECMDB20580</accession>
  <m2m_id>M2MDB001382</m2m_id>
  <name>L-Glyceraldehyde</name>
  <description>Glyceraldehyde is a triose monosaccharide with chemical formula C3H6O3. It is the simplest of all common aldoses. It is a sweet colorless crystalline solid that is an intermediate compound in carbohydrate metabolism. The word comes from combining glycerine and aldehyde, as glyceraldehyde is merely glycerine with one hydroxide changed to an aldehyde.</description>
  <synonyms>
    <synonym>(+-)-glyceraldehyde</synonym>
    <synonym>(+/-)-2,3-dihydroxy-Propanal</synonym>
    <synonym>(+/-)-glyceraldehyde</synonym>
    <synonym>(2R)-2,3-Dihydroxypropanal</synonym>
    <synonym>(S)-2,3-dihydroxypropanal</synonym>
    <synonym>.alpha.,.beta.-dihydroxypropionaldehyde</synonym>
    <synonym>2,3-Dihydroxy-(.+/-.)-Propanal</synonym>
    <synonym>2,3-Dihydroxy-(S)-Propanal</synonym>
    <synonym>2,3-Dihydroxy-Propanal</synonym>
    <synonym>2,3-Dihydroxy-Propionaldehyde</synonym>
    <synonym>2,3-Dihydroxypropanal</synonym>
    <synonym>2,3-Dihydroxypropionaldehyde</synonym>
    <synonym>3,6-Dihydroxy-1,4-dioxane-2,5-dimethanol</synonym>
    <synonym>a,b-Dihydroxypropionaldehyde</synonym>
    <synonym>Aldotriose</synonym>
    <synonym>Alpha,beta-Dihydroxypropionaldehyde</synonym>
    <synonym>D-(+)-Glyceraldehyde</synonym>
    <synonym>D-2,3-Dihydroxypropanal</synonym>
    <synonym>D-2,3-Dihydroxypropionaldehyde</synonym>
    <synonym>D-Aldotriose</synonym>
    <synonym>D-Glyceraldehyde</synonym>
    <synonym>D-Glycerose</synonym>
    <synonym>Delta-(+)-Glyceraldehyde</synonym>
    <synonym>Delta-2,3-Dihydroxypropanal</synonym>
    <synonym>Delta-2,3-Dihydroxypropionaldehyde</synonym>
    <synonym>Delta-Aldotriose</synonym>
    <synonym>Delta-Glyceraldehyde</synonym>
    <synonym>Delta-Glycerose</synonym>
    <synonym>Dihydroxypropionaldehyde</synonym>
    <synonym>DL-GLYC</synonym>
    <synonym>DL-glyceraldehyde</synonym>
    <synonym>DL-glyceraldehyde dimer</synonym>
    <synonym>DL-glyceraldehyde, dimer</synonym>
    <synonym>DLG</synonym>
    <synonym>G4802_ALDRICH</synonym>
    <synonym>G5001_SIGMA</synonym>
    <synonym>Gliceraldehido</synonym>
    <synonym>Glycerald</synonym>
    <synonym>Glyceraldehyd</synonym>
    <synonym>Glyceraldehyde</synonym>
    <synonym>Glyceric aldehyde</synonym>
    <synonym>Glycerinaldehyd</synonym>
    <synonym>Glycerinaldehyde</synonym>
    <synonym>Glycerinformal</synonym>
    <synonym>Glycerose</synonym>
    <synonym>Glyzerinaldehyd</synonym>
    <synonym>GOL</synonym>
    <synonym>L-(-)-Glyceraldehyde</synonym>
    <synonym>L-2,3-Dihydroxypropanal</synonym>
    <synonym>L-2,3-Dihydroxypropionaldehyde</synonym>
    <synonym>L-Aldotriose</synonym>
    <synonym>L-Glycerose</synonym>
    <synonym>WLN: VHYQ1Q</synonym>
    <synonym>α,β-Dihydroxypropionaldehyde</synonym>
    <synonym>δ-(+)-Glyceraldehyde</synonym>
    <synonym>δ-2,3-Dihydroxypropanal</synonym>
    <synonym>δ-2,3-Dihydroxypropionaldehyde</synonym>
    <synonym>δ-Aldotriose</synonym>
    <synonym>δ-Glyceraldehyde</synonym>
    <synonym>δ-Glycerose</synonym>
  </synonyms>
  <chemical_formula>C3H6O3</chemical_formula>
  <average_molecular_weight>90.0779</average_molecular_weight>
  <monisotopic_moleculate_weight>90.031694058</monisotopic_moleculate_weight>
  <iupac_name>(2S)-2,3-dihydroxypropanal</iupac_name>
  <traditional_iupac>L-(-)-glyceraldehyde</traditional_iupac>
  <cas_registry_number>497-09-6</cas_registry_number>
  <smiles>[H][C@](O)(CO)C=O</smiles>
  <inchi>InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m1/s1</inchi>
  <inchikey>MNQZXJOMYWMBOU-GSVOUGTGSA-N</inchikey>
  <state>Solid</state>
  <cellular_locations>
    <cellular_location>Cytoplasm</cellular_location>
    <cellular_location>Periplasm</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.63</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>0.96</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.14e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>145 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-1.7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>12.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(2S)-2,3-dihydroxypropanal</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>90.0779</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>90.031694058</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>[H][C@](O)(CO)C=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C3H6O3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m1/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>MNQZXJOMYWMBOU-GSVOUGTGSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>57.53</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>19.46</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>8.06</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>3</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>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1087425</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288955</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288956</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288957</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288958</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288959</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288960</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288961</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288962</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288963</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288964</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288965</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288966</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288967</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288968</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288969</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288970</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288971</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288972</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288973</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>288974</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>28280</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>28281</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>28282</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>34838</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>34839</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>34840</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id>751</pubchem_compound_id>
  <chemspider_id>388787</chemspider_id>
  <kegg_id>C02426</kegg_id>
  <chebi_id>27975</chebi_id>
  <biocyc_id>L-GLYCERALDEHYDE</biocyc_id>
  <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>van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.</reference_text>
      <pubmed_id>17765195</pubmed_id>
    </reference>
  </general_references>
  <synthesis_reference></synthesis_reference>
  <msds_url/>
  <enzymes>
  </enzymes>
  <transporters>
    <enzyme>
      <name>Sugar efflux transporter C</name>
      <uniprot_id>P31436</uniprot_id>
      <uniprot_name>SETC_ECOLI</uniprot_name>
      <gene_name>setC</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P31436.xml</protein_url>
    </enzyme>
  </transporters>
  <reactions>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
