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Record Information
Version2.0
Creation Date2012-05-31 14:51:42 -0600
Update Date2015-06-03 17:20:20 -0600
Secondary Accession Numbers
  • ECMDB20580
Identification
Name:L-Glyceraldehyde
DescriptionGlyceraldehyde 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.
Structure
Thumb
Synonyms:
  • (+-)-glyceraldehyde
  • (+/-)-2,3-dihydroxy-Propanal
  • (+/-)-glyceraldehyde
  • (2R)-2,3-Dihydroxypropanal
  • (S)-2,3-dihydroxypropanal
  • .alpha.,.beta.-dihydroxypropionaldehyde
  • 2,3-Dihydroxy-(.+/-.)-Propanal
  • 2,3-Dihydroxy-(S)-Propanal
  • 2,3-Dihydroxy-Propanal
  • 2,3-Dihydroxy-Propionaldehyde
  • 2,3-Dihydroxypropanal
  • 2,3-Dihydroxypropionaldehyde
  • 3,6-Dihydroxy-1,4-dioxane-2,5-dimethanol
  • a,b-Dihydroxypropionaldehyde
  • Aldotriose
  • Alpha,beta-Dihydroxypropionaldehyde
  • D-(+)-Glyceraldehyde
  • D-2,3-Dihydroxypropanal
  • D-2,3-Dihydroxypropionaldehyde
  • D-Aldotriose
  • D-Glyceraldehyde
  • D-Glycerose
  • Delta-(+)-Glyceraldehyde
  • Delta-2,3-Dihydroxypropanal
  • Delta-2,3-Dihydroxypropionaldehyde
  • Delta-Aldotriose
  • Delta-Glyceraldehyde
  • Delta-Glycerose
  • Dihydroxypropionaldehyde
  • DL-GLYC
  • DL-glyceraldehyde
  • DL-glyceraldehyde dimer
  • DL-glyceraldehyde, dimer
  • DLG
  • G4802_ALDRICH
  • G5001_SIGMA
  • Gliceraldehido
  • Glycerald
  • Glyceraldehyd
  • Glyceraldehyde
  • Glyceric aldehyde
  • Glycerinaldehyd
  • Glycerinaldehyde
  • Glycerinformal
  • Glycerose
  • Glyzerinaldehyd
  • GOL
  • L-(-)-Glyceraldehyde
  • L-2,3-Dihydroxypropanal
  • L-2,3-Dihydroxypropionaldehyde
  • L-Aldotriose
  • L-Glycerose
  • WLN: VHYQ1Q
  • α,β-Dihydroxypropionaldehyde
  • δ-(+)-Glyceraldehyde
  • δ-2,3-Dihydroxypropanal
  • δ-2,3-Dihydroxypropionaldehyde
  • δ-Aldotriose
  • δ-Glyceraldehyde
  • δ-Glycerose
Chemical Formula:C3H6O3
Weight:Average: 90.0779
Monoisotopic: 90.031694058
InChI Key:MNQZXJOMYWMBOU-GSVOUGTGSA-N
InChI:InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m1/s1
CAS number:497-09-6
IUPAC Name:(2S)-2,3-dihydroxypropanal
Traditional IUPAC Name:L-(-)-glyceraldehyde
SMILES:[H][C@](O)(CO)C=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharides
Alternative Parents
Substituents
  • Monosaccharide
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • 1,2-diol
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Primary alcohol
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Solid
Charge:0
Melting point:145 °C
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility814 g/LALOGPS
logP-1.6ALOGPS
logP-1.7ChemAxon
logS0.96ALOGPS
pKa (Strongest Acidic)12.8ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity19.46 m³·mol⁻¹ChemAxon
Polarizability8.06 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:Not Available
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-d24798e4f6b0d3440d9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9000000000-42be8fc550e1decd29adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-35bf5dddf968c04d2b61View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-88c34cfdb09b576f71a9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-9000000000-833bb0000e6b2e9301e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-82694463434fac0c951aView in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
References
References:
  • 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. Pubmed: 22080510
  • 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. Pubmed: 21097882
  • 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. Pubmed: 17765195
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID27975
HMDB IDNot Available
Pubchem Compound ID751
Kegg IDC02426
ChemSpider ID388787
Wikipedia IDGlyceraldehyde
BioCyc IDL-GLYCERALDEHYDE
EcoCyc IDL-GLYCERALDEHYDE

Transporters

General function:
Involved in transmembrane transport
Specific function:
Involved in the efflux of sugars. The physiological role may be the detoxification of non-metabolizable sugar analogs
Gene Name:
setC
Uniprot ID:
P31436
Molecular weight:
43493