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Showing Compound 2-Keto-3-deoxy-6-phosphogluconic acid (FDB022588)

Record Information
Version1.0
Creation date2011-09-21 00:16:22 UTC
Update date2015-07-21 06:57:16 UTC
Primary IDFDB022588
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Keto-3-deoxy-6-phosphogluconic acid
Description2-Keto-3-deoxy-6-phosphogluconic acid, also known as 2-dehydro-3-deoxy-D-gluconate 6-phosphate or 6-phospho-2-dehydro-3-deoxy-D-gluconate, 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. 2-Keto-3-deoxy-6-phosphogluconic acid exists in all living organisms, ranging from bacteria to humans. 2-Keto-3-deoxy-6-phosphogluconic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 2-keto-3-deoxy-6-phosphogluconic acid a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 2-Keto-3-deoxy-6-phosphogluconic acid.
CAS Number27244-54-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-Dehydro-3-deoxy-6-phospho-D-gluconateChEBI
2-Dehydro-3-deoxy-D-gluconate 6-phosphateChEBI
2-Keto-3-deoxy-6-phosphogluconateChEBI
3-Deoxy-D-erythro-hex-2-ulosonic acid 6-phosphateChEBI
6-Phospho-2-dehydro-3-deoxy-D-gluconateChEBI
KDPG IntermediateChEBI
2-Dehydro-3-deoxy-6-phospho-D-gluconic acidGenerator
2-Dehydro-3-deoxy-D-gluconic acid 6-phosphoric acidGenerator
3-Deoxy-D-erythro-hex-2-ulosonate 6-phosphateGenerator
3-Deoxy-D-erythro-hex-2-ulosonic acid 6-phosphoric acidGenerator
6-Phospho-2-dehydro-3-deoxy-D-gluconic acidGenerator
KDPG Intermediic acidGenerator
2-dehydro-3-Deoxy-D-gluconate-6-phosphateHMDB
2-keto-3-Deoxy-6-P-gluconateHMDB
2-keto-3-Deoxy-6-phospho-gluconateHMDB
2-keto-3-Deoxygluconate-6-PHMDB
6-P-2-K-3-deo-GluconateHMDB
6-phospho-2-dehydro-3-DeoxygluconateHMDB
6-phospho-2-keto-3-DeoxygluconateHMDB
2-dehydro-3-Deoxy-6-O-D-gluconateChEBI
2-dehydro-3-Deoxy-6-O-D-gluconic acidGenerator
2-dehydro-3-deoxy-6-phospho-D-gluconatehmdb
2-dehydro-3-Deoxy-D-gluconate 6-ateChEBI
2-dehydro-3-Deoxy-D-gluconate-6-ateHMDB
2-dehydro-3-deoxy-D-gluconate-6-phosphatehmdb
2-dehydro-3-Deoxy-D-gluconic acid 6-ic acidGenerator
2-keto-3-Deoxy-6-O-gluconateHMDB
2-keto-3-Deoxy-6-ogluconateChEBI
2-keto-3-Deoxy-6-ogluconic acidGenerator
2-keto-3-deoxy-6-P-gluconatehmdb
2-keto-3-deoxy-6-phospho-Gluconatehmdb
2-keto-3-deoxy-6-phosphogluconatehmdb
2-keto-3-deoxygluconate-6-Phmdb
3-Deoxy-D-erythro-hex-2-ulosonate 6-ateGenerator
3-Deoxy-D-erythro-hex-2-ulosonic acid 6-ateChEBI
3-Deoxy-D-erythro-hex-2-ulosonic acid 6-ic acidGenerator
6-O-2-dehydro-3-Deoxy-D-gluconateChEBI
6-O-2-dehydro-3-Deoxy-D-gluconic acidGenerator
6-O-2-dehydro-3-DeoxygluconateHMDB
6-O-2-keto-3-DeoxygluconateHMDB
6-p-2-k-3-deo-gluconatehmdb
6-phospho-2-dehydro-3-deoxy-D-gluconatehmdb
6-phospho-2-dehydro-3-deoxygluconatehmdb
6-phospho-2-keto-3-deoxygluconatehmdb
Kdpg intermediateChEBI
Kdpg intermediic acidGenerator
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
Polarizability20.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H11O9P
IUPAC name(4S,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid
InChI IdentifierInChI=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)/t3-,5+/m0/s1
InChI KeyOVPRPPOVAXRCED-WVZVXSGGSA-N
Isomeric SMILESO[C@H](COP(O)(O)=O)[C@@H](O)CC(=O)C(O)=O
Average Molecular Weight258.1199
Monoisotopic Molecular Weight258.014068462
Classification
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
Ontology
Disposition

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Keto-3-deoxy-6-phosphogluconic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9310000000-b977edea41f10c14441fSpectrum
Predicted GC-MS2-Keto-3-deoxy-6-phosphogluconic acid, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01bc-6921400000-ca4d77ba878e92aaedf5Spectrum
Predicted GC-MS2-Keto-3-deoxy-6-phosphogluconic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052f-1490000000-ea0f4bddcb2b9a63fa4f2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01vy-6940000000-6658b367949c0aff033c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0076-9700000000-5dfc9ad3d3a20de417802015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a70-8290000000-46b63c8be3e78b565ecd2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-969c103f10917fe5078a2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-6b6797b8569981c766a42015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-06r7-6590000000-4bfcef169935d1cae20e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9200000000-17589b3b796f6001e6232021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-9000000000-cd26445e4e826ec3239a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9040000000-51b487070c5625d5eab92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-9000000000-5c6f9eb036b780095d5a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-d484c197bb695cc959482021-09-24View Spectrum
NMRNot Available
ChemSpider ID2338483
ChEMBL IDCHEMBL1162150
KEGG Compound IDC04442
Pubchem Compound ID3080745
Pubchem Substance IDNot Available
ChEBI ID15925
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01376
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference