Record Information
Version2.0
Creation Date2015-09-08 17:50:01 -0600
Update Date2015-09-08 17:50:01 -0600
Secondary Accession Numbers
  • ECMDB24196
Identification
Name:5-dehydro-4-deoxy-D-glucarate(2−)
Description
Structure
Thumb
Synonyms:
  • 5-dehydro-4-Deoxy-D-glucaric acid(2−)
Chemical Formula:C6H6O7
Weight:Average: 190.1076
Monoisotopic: 190.011352546
InChI Key:QUURPCHWPQNNGL-ZAFYKAAXSA-L
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)/p-2/t2-,4+/m0/s1
CAS number:Not Available
IUPAC Name:(2R,3S)-2,3-dihydroxy-5-oxohexanedioate
Traditional IUPAC Name:5-dehydro-4-deoxy-D-glucarate
SMILES:O[C@@H](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.
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
  • Beta-hydroxy acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Dicarboxylic acid or derivatives
  • Hydroxy acid
  • Monosaccharide
  • Ketone
  • 1,2-diol
  • Secondary alcohol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Carbonyl group
  • Alcohol
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic anion
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-2
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility262 g/LALOGPS
logP-1.4ALOGPS
logP-1.5ChemAxon
logS0.06ALOGPS
pKa (Strongest Acidic)2.5ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area137.79 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.86 m³·mol⁻¹ChemAxon
Polarizability14.69 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:
superpathway of D-glucarate and D-galactarate degradationPW000795 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, Positivesplash10-0006-0900000000-eb4fe5223cf51dd4094cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-1900000000-79bf49c224d5e40f3951View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w30-6900000000-a75976e7ba79638e6530View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-1900000000-4da5d8113ae276ed3e8dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-6900000000-2c702a66d582544fe7cdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fk9-9400000000-9da7889c1e3fbda232f0View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID42819
HMDB IDNot Available
Pubchem Compound ID5288442
Kegg IDNot Available
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in 3-hydroxyisobutyrate dehydrogenase activity
Specific function:
(R)-glycerate + NAD(P)(+) = 2-hydroxy-3- oxopropanoate + NAD(P)H
Gene Name:
garR
Uniprot ID:
P0ABQ2
Molecular weight:
30427
Reactions
D-glycerate + NAD(P)(+) = 2-hydroxy-3-oxopropanoate + NAD(P)H.
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the dehydration of glucarate to 5-keto-4- deoxy-D-glucarate (5-kdGluc). Also acts on L-idarate
Gene Name:
gudD
Uniprot ID:
P0AES2
Molecular weight:
49141
Reactions
D-glucarate = 5-dehydro-4-deoxy-D-glucarate + H(2)O.
General function:
Involved in carbon-carbon lyase activity
Specific function:
Catalyzes the reversible retro-aldol cleavage of both 5- keto-4-deoxy-D-glucarate and 2-keto-3-deoxy-D-glucarate to pyruvate and tartronic semialdehyde
Gene Name:
garL
Uniprot ID:
P23522
Molecular weight:
27384
Reactions
5-dehydro-4-deoxy-D-glucarate = pyruvate + tartronate semialdehyde.
2-dehydro-3-deoxy-D-glucarate = pyruvate + tartronate semialdehyde.
General function:
Involved in hydro-lyase activity
Specific function:
D-galactarate = 5-dehydro-4-deoxy-D-glucarate + H(2)O
Gene Name:
garD
Uniprot ID:
P39829
Molecular weight:
56401
Reactions
D-galactarate = 5-dehydro-4-deoxy-D-glucarate + H(2)O.