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Record Information
Version	2.0
Creation Date	2012-05-31 14:24:18 -0600
Update Date	2015-06-03 17:19:11 -0600
Secondary Accession Numbers	ECMDB20040
Identification
Name:	2-Dehydro-3-deoxy-D-glucarate
Description	2-dehydro-3-deoxy-D-glucarate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. It is a substrate for 2-dehydro-3-deoxyglucarate aldolase (EC 4.1.2.20) which is an enzyme that catalyzes the chemical reaction: 2-dehydro-3-deoxy-D-glucarate = pyruvate + tartronate semialdehyde
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xb13d5390> Close
Synonyms:	2-Dehydro-3-deoxy-D-glucarate 2-Dehydro-3-deoxy-D-glucaric acid 2-Keto-3-deoxy-D-glucarate 2-Keto-3-deoxy-D-glucaric acid 2-Keto-3-deoxy-glucarate 2-Keto-3-deoxy-glucaric acid 3-Deoxy-D-erythro-hex-2-ulosarate 3-Deoxy-D-erythro-hex-2-ulosaric acid KGR
Chemical Formula:	C6H8O7
Weight:	Average: 192.1235 Monoisotopic: 192.02700261
InChI Key:	QUURPCHWPQNNGL-OKKQSCSOSA-N
InChI:	InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/t2-,4-/m0/s1
CAS number:	Not Available
IUPAC Name:	(2S,3S)-2,3-dihydroxy-5-oxohexanedioic acid
Traditional IUPAC Name:	2-dehydro-3-deoxy-D-glucarate
SMILES:	[H][C@](O)(CC(=O)C(O)=O)[C@]([H])(O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Keto acids and derivatives
Sub Class	Medium-chain keto acids and derivatives
Direct Parent	Medium-chain keto acids and derivatives
Alternative Parents	Beta hydroxy acids and derivatives Monosaccharides Dicarboxylic acids and derivatives Beta-hydroxy ketones Alpha-keto acids and derivatives Alpha hydroxy acids and derivatives Alpha-hydroxy ketones Secondary alcohols 1,2-diols Carboxylic acids Organic oxides Hydrocarbon derivatives
Substituents	Medium-chain keto acid Beta-hydroxy acid Alpha-hydroxy acid Alpha-keto acid Beta-hydroxy ketone Dicarboxylic acid or derivatives Monosaccharide Hydroxy acid Alpha-hydroxy ketone Secondary alcohol 1,2-diol Ketone Carboxylic acid Carboxylic acid derivative Organooxygen compound Carbonyl group Hydrocarbon derivative Organic oxide Organic oxygen compound Alcohol Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	glucaric acid derivative (CHEBI:17305 )
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 52.7 g/L ALOGPS logP -1.2 ALOGPS logP -1.5 ChemAxon logS -0.56 ALOGPS pKa (Strongest Acidic) 2.5 ChemAxon pKa (Strongest Basic) -3.3 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 7 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 132.13 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 36.18 m³·mol⁻¹ ChemAxon Polarizability 15.49 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:	Tartronate semialdehyde + Pyruvic acid <> 2-Dehydro-3-deoxy-D-glucarate D-Glucarate <> 2-Dehydro-3-deoxy-D-glucarate + Water 2-Dehydro-3-deoxy-D-glucarate > Pyruvic acid + Tartronate semialdehyde Glucaric acid > Water + 2-Dehydro-3-deoxy-D-glucarate
SMPDB Pathways:	superpathway of D-glucarate and D-galactarate degradation PW000795
KEGG Pathways:	Ascorbate and aldarate metabolism ec00053 Metabolic pathways eco01100
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-004i-1900000000-dc22098bdfbe7bf4390d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-056r-3900000000-d866ef19e96da0564480 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-00di-9400000000-a4c21560ef2a755924c8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-006w-2900000000-670ae8cd92a88762c2af View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0fg2-7900000000-1e841b13a298bc87f638 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0udi-9800000000-3d471b650b26cf2a0f96 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
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17305 HMDB ID Not Available Pubchem Compound ID 440165 Kegg ID C03921 ChemSpider ID 389156 Wikipedia ID Not Available BioCyc ID 2-KETO-3-DEOXY-D-GLUCARATE EcoCyc ID 2-KETO-3-DEOXY-D-GLUCARATE

Enzymes