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Record Information
Version	2.0
Creation Date	2012-05-31 14:51:42 -0600
Update Date	2015-06-03 17:20:20 -0600
Secondary Accession Numbers	ECMDB20580
Identification
Name:	L-Glyceraldehyde
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.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xada9475c> Close
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.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Monosaccharides
Alternative Parents	Alpha-hydroxyaldehydes Secondary alcohols 1,2-diols Short-chain aldehydes Primary alcohols Organic oxides Hydrocarbon derivatives
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 Framework	Aliphatic acyclic compounds
External Descriptors	glyceraldehyde (CHEBI:27975 ) Aldoses (C02426 )
Physical Properties
State:	Solid
Charge:	0
Melting point:	145 °C
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 814 g/L ALOGPS logP -1.6 ALOGPS logP -1.7 ChemAxon logS 0.96 ALOGPS pKa (Strongest Acidic) 12.8 ChemAxon pKa (Strongest Basic) -3 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 57.53 Ų ChemAxon Rotatable Bond Count 2 ChemAxon Refractivity 19.46 m³·mol⁻¹ ChemAxon Polarizability 8.06 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0006-9000000000-d24798e4f6b0d3440d9d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-00dl-9000000000-42be8fc550e1decd29ad View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-9000000000-35bf5dddf968c04d2b61 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-000i-9000000000-88c34cfdb09b576f71a9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-052r-9000000000-833bb0000e6b2e9301e8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-9000000000-82694463434fac0c951a View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View 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
Links
External Links:	Resource Link CHEBI ID 27975 HMDB ID Not Available Pubchem Compound ID 751 Kegg ID C02426 ChemSpider ID 388787 Wikipedia ID Glyceraldehyde BioCyc ID L-GLYCERALDEHYDE EcoCyc ID L-GLYCERALDEHYDE

Transporters