2-Dehydro-3-deoxy-D-galactonate-6-phosphate (ECMDB04045) (M2MDB000578)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes (2)XML
Proteins (127)
Record Information
Version2.0
Creation Date2012-05-31 14:03:16 -0600
Update Date2015-06-03 15:54:40 -0600
Secondary Accession Numbers
  • ECMDB04045
Identification
Name:2-Dehydro-3-deoxy-D-galactonate-6-phosphate
Description2-Dehydro-3-deoxy-D-galactonate-6-phosphate is an intermediate in D-galactonate degradation. It is a substrate for the enzyme 2-dehydro-3-deoxygalactonokinase. This enzyme catalyzes the following reaction: ATP + 2-dehydro-3-deoxy-D-galactonate = ADP + 2-dehydro-3-deoxy-D-galactonate 6-phosphate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • 2-dehydro-3-Deoxy-D-galactonic acid-6-phosphoric acid
  • 2-Keto-3-deoxy-D-galactonate-6-phosphate
  • 2-keto-3-Deoxy-D-galactonic acid-6-phosphoric acid
  • Dehydro-deoxy-galactonate-phosphate
  • dehydro-Deoxy-galactonic acid-phosphoric acid
Chemical Formula:C6H8O9P
Weight:Average: 255.0961
Monoisotopic: 254.990593366
InChI Key:OVPRPPOVAXRCED-NQXXGFSBSA-K
InChI:InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/p-3/t3-,5-/m1/s1
CAS number:32120-43-7
IUPAC Name:(4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonatooxy)hexanoate
Traditional IUPAC Name:(4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonatooxy)hexanoate
SMILES:[H][C@@](O)(COP([O-])([O-])=O)[C@]([H])(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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassMedium-chain keto acids and derivatives
Direct ParentMedium-chain keto acids and derivatives
Alternative Parents
Substituents
  • Medium-chain keto acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • 1,2-diol
  • Ketone
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic anion
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-3
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility48.5 g/LALOGPS
logP-1.4ALOGPS
logP-1.9ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)1.48ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area170.08 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity55.78 m³·mol⁻¹ChemAxon
Polarizability19.09 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
2-Dehydro-3-deoxy-D-galactonate-6-phosphate <> D-Glyceraldehyde 3-phosphate + Pyruvic acid
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
SMPDB Pathways:
Galactose metabolismPW000821 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-ccd81029fc1edd59d640View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-1190000000-f90e3c37265203a7fa74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002b-9520000000-5882a8735868be858ff3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1090000000-a6094f08a52ce8975fceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-6290000000-74be9cee7ef2c6c79911View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001j-9000000000-52e121f3b1c1fb764bb4View 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
  • Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID17860
HMDB IDNot Available
Pubchem Compound ID44229080
Kegg IDC01286
ChemSpider ID26331111
Wikipedia IDNot Available
BioCyc IDDEHYDRO-DEOXY-GALACTONATE-PHOSPHATE
EcoCyc IDDEHYDRO-DEOXY-GALACTONATE-PHOSPHATE

Enzymes

Protein Details
1. 2-dehydro-3-deoxygalactonokinase
General function:
Carbohydrate transport and metabolism
Specific function:
ATP + 2-dehydro-3-deoxy-D-galactonate = ADP + 2-dehydro-3-deoxy-D-galactonate 6-phosphate
Gene Name:
dgoK
Uniprot ID:
P31459
Molecular weight:
31373
Reactions
ATP + 2-dehydro-3-deoxy-D-galactonate = ADP + 2-dehydro-3-deoxy-D-galactonate 6-phosphate.
Protein Details
2. 2-dehydro-3-deoxy-6-phosphogalactonate aldolase
General function:
Involved in catalytic activity
Specific function:
2-dehydro-3-deoxy-D-galactonate 6-phosphate = pyruvate + D-glyceraldehyde 3-phosphate
Gene Name:
dgoA
Uniprot ID:
Q6BF16
Molecular weight:
21390
Reactions
2-dehydro-3-deoxy-D-galactonate 6-phosphate = pyruvate + D-glyceraldehyde 3-phosphate.