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2-Dehydro-3-deoxy-D-galactonate 6-phosphate (M2MDB003471)

Record Information
Version2.0
Creation Date2012-10-10 12:15:16 -0600
Update Date2015-09-17 15:42:01 -0600
Secondary Accession Numbers
  • ECMDB23081
Identification
Name:2-Dehydro-3-deoxy-D-galactonate 6-phosphate
Description2-Dehydro-3-deoxy-D-galactonate-6-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group. It is a substrate for 2-dehydro-3-deoxy-6-phosphogalactonate aldolase which breaks it down to pyruvate and D-glyceraldehyde 3-phosphate. It is a product of carbohydrate acid metabolism, specifically D-galactonate degradation.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • (4R,5R)-4,5-Dihydroxy-2-oxo-6-phosphonooxyhexanoate
  • (4R,5R)-4,5-dihydroxy-2-oxo-6-phosphonooxyhexanoic acid
  • 2-dehydro-3-deoxy-D-galactonate 6-phosphate
  • 2-dehydro-3-Deoxy-D-galactonic acid 6-phosphoric acid
  • 3-Deoxy-6-O-phosphono-D-threo-hex-2-ulosonate
  • 3-Deoxy-6-O-phosphono-D-threo-hex-2-ulosonic acid
Chemical Formula:C6H8O9P
Weight:Average: 255.096
Monoisotopic: 254.992239575
InChI Key:OVPRPPOVAXRCED-UHFFFAOYSA-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
CAS number:Not Available
IUPAC Name:(4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid
Traditional IUPAC Name:(4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid
SMILES:OC(COP([O-])([O-])=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.
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
  • Monoalkyl phosphate
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Alpha-hydroxy ketone
  • Ketone
  • 1,2-diol
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • 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 Solubility14.3 g/LALOGPS
logP-2.4ALOGPS
logP-1.9ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)1.48ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area161.59 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity47.19 m³·mol⁻¹ChemAxon
Polarizability20.06 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 6-phosphate > Pyruvic acid + D-Glyceraldehyde 3-phosphate
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 + 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
2-dehydro-3-deoxy-D-galactonate 6-phosphate + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate > Pyruvic acid + D-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphate
SMPDB Pathways:
Galactitol and galactonate degradationPW000820 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052f-1490000000-ea0f4bddcb2b9a63fa4fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01vy-6940000000-6658b367949c0aff033cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0076-9700000000-5dfc9ad3d3a20de41780View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a70-8290000000-46b63c8be3e78b565ecdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-969c103f10917fe5078aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-6b6797b8569981c766a4View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID17860
HMDB IDNot Available
Pubchem Compound ID5459949
Kegg IDC01286
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available
Ligand ExpoKDP

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.