Structural search and advanced query search is temporarily unavailable. We are working to fix this issue. Thank you for your support and patience.

Record Information
Version	2.0
Creation Date	2012-05-31 14:03:13 -0600
Update Date	2015-09-17 15:42:01 -0600
Secondary Accession Numbers	ECMDB04044
Identification
Name:	2-Dehydro-3-deoxy-D-galactonate
Description	2-Dehydro-3-deoxy-D-galactonate is a carbohydrate acid. It is an intermediate in carbohydrate-acid metabolism and D-galactonate metabolism. It is a substrate for 2-dehydro-3-deoxygalactonokinase which catalyzes the following reaction: ATP + 2-dehydro-3-deoxy-D-galactonate = ADP + 2-dehydro-3-deoxy-D-galactonate 6-phosphate.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa3ae90a4> Close
Synonyms:	2-Dehydro-3-deoxy-D-galactonic acid 2-Dehydro-3-deoxygalactonate 2-Dehydro-3-deoxygalactonic acid 2-Keto-3-deoxy-D-galactonate 2-Keto-3-deoxy-D-galactonic acid 2-Keto-3-deoxygalactonate 2-Keto-3-deoxygalactonic acid
Chemical Formula:	C6H9O6
Weight:	Average: 177.133 Monoisotopic: 177.04046159
InChI Key:	WPAMZTWLKIDIOP-UHFFFAOYSA-M
InChI:	InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/p-1
CAS number:	Not Available
IUPAC Name:	(4R,5R)-4,5,6-trihydroxy-2-oxohexanoic acid
Traditional IUPAC Name:	(4R,5R)-4,5,6-trihydroxy-2-oxohexanoic acid
SMILES:	OCC(O)C(O)CC(=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 ketones Alpha-keto acids and derivatives Alpha-hydroxy ketones Secondary alcohols Polyols Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives
Substituents	Medium-chain keto acid Alpha-keto acid Beta-hydroxy ketone Alpha-hydroxy ketone Secondary alcohol Ketone Polyol Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Primary alcohol Organooxygen compound Organic oxygen compound Carbonyl group Alcohol Hydrocarbon derivative Organic oxide Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	ketoaldonic acid (CHEBI:17028 ) hexonic acid (CHEBI:17028 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 134 g/L ALOGPS logP -1.9 ALOGPS logP -1.8 ChemAxon logS -0.12 ALOGPS pKa (Strongest Acidic) 2.91 ChemAxon pKa (Strongest Basic) -3 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 115.06 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 36.32 m³·mol⁻¹ ChemAxon Polarizability 15.54 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:	2-Dehydro-3-deoxy-D-galactonate + Adenosine triphosphate <> 2-Dehydro-3-deoxy-D-galactonate-6-phosphate + ADP + Hydrogen ion Galactonic acid <> 2-Dehydro-3-deoxy-D-galactonate + Water Adenosine triphosphate + 2-Dehydro-3-deoxy-D-galactonate <> ADP + 2-Dehydro-3-deoxy-D-galactonate-6-phosphate 2-Dehydro-3-deoxy-D-galactonate + Adenosine triphosphate > Hydrogen ion + 2-Dehydro-3-deoxy-D-galactonate-6-phosphate + ADP D-Galactonate > Water + 2-Dehydro-3-deoxy-D-galactonate Galactonic acid > 2-Dehydro-3-deoxy-D-galactonate + Water Adenosine triphosphate + 2-Dehydro-3-deoxy-D-galactonate > ADP + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate Galactonic acid + Galactonic acid > Water + 2-dehydro-3-deoxy-D-galactonate + 2-Dehydro-3-deoxy-D-galactonate 2-dehydro-3-deoxy-D-galactonate + Adenosine triphosphate + 2-Dehydro-3-deoxy-D-galactonate > Adenosine diphosphate + Hydrogen ion + 2-dehydro-3-deoxy-D-galactonate 6-phosphate + ADP + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate D-altronate > Water + 2-Dehydro-3-deoxy-D-galactonate + 2-Keto-3-deoxy-D-gluconic acid D-altronate + D-altronate > Water + 2-Dehydro-3-deoxy-D-galactonate + 2-Keto-3-deoxy-D-gluconic acid 2-Dehydro-3-deoxy-D-galactonate + Adenosine triphosphate + 2-Keto-3-deoxy-D-gluconic acid > Hydrogen ion + 2-Keto-3-deoxy-6-phosphogluconic acid + Adenosine diphosphate + ADP
SMPDB Pathways:	Galactitol and galactonate degradation PW000820 Galactose metabolism PW000821 hexuronide and hexuronate degradation PW000834 inner membrane transport PW000786
KEGG Pathways:	Galactose metabolism ec00052 Metabolic pathways eco01100 Microbial metabolism in diverse environments ec01120
EcoCyc Pathways:	D-galactonate degradation GALACTCAT-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0cnc-9200000000-ca7affd58ffff99e944a View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive splash10-0kbf-9015500000-ab605becee17a221c24e View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03fu-1900000000-16261982c6a9c806a823 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-01p6-7900000000-504d11f169911538cb06 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-00dv-9200000000-8845066b3c1b409ba899 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-004i-3900000000-be420c7266318ce9735a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-000i-9400000000-fd920a23173f050b910a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-059f-9200000000-c9791ea5084cab37fd9f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0159-2900000000-2c431e61342e81eac473 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a4l-9100000000-645c0f5045ea3864800f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0006-9000000000-e067af341d49549e302c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-01ox-6900000000-21416d75e74f20ddb83e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0fkc-9400000000-222927084d2d04afb1d9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-006x-9000000000-f04ea2cb2c4b2183144d View in MoNA 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 1D NMR 13C 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 17028 HMDB ID HMDB0001353 Pubchem Compound ID 37 Kegg ID C01216 ChemSpider ID 36 Wikipedia ID Not Available BioCyc ID 2-DEHYDRO-3-DEOXY-D-GALACTONATE EcoCyc ID 2-DEHYDRO-3-DEOXY-D-GALACTONATE

Enzymes