Record Information
Version1.0
Creation date2020-04-20 17:33:45 UTC
Update date2020-04-21 18:02:32 UTC
Primary IDFDB112185
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDiketogulonic acid
DescriptionDiketogulonic acid, also known as 2,3-diketo-L-gulonate, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Diketogulonic acid exists in all living organisms, ranging from bacteria to humans. Diketogulonic 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 diketogulonic acid a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Diketogulonic acid.
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
(4R,5S)-2,3-Dioxo-4,5,6-trihydroxyhexanoic acidChEBI
(4R,5S)-4,5,6-Trihydroxy-2,3-dioxohexanoateChEBI
(4R,5S)-4,5,6-Trihydroxy-2,3-dioxohexanoic acidChEBI
2,3-Diketo-L-gulonateChEBI
2,3-Diketo-L-gulonic acidChEBI
2,3-Dioxo-2,3-dideoxy-L-gulonic acidChEBI
2,3-L-Diketogulonic acidChEBI
Diketo-L-gulonic acidChEBI
L-Threo-(2,3)-hexodiulosonsaeureChEBI
L-Threo-2,3-hexodiurosonic acidChEBI
Threo-2,3-hexodiulosonic acidChEBI
(4R,5S)-2,3-Dioxo-4,5,6-trihydroxyhexanoateGenerator
2,3-Dioxo-2,3-dideoxy-L-gulonateGenerator
2,3-L-DiketogulonateGenerator
Diketo-L-gulonateGenerator
L-Threo-2,3-hexodiurosonateGenerator
Threo-2,3-hexodiulosonateGenerator
DiketogulonateGenerator
2,3-Diketogulonic acidHMDB
2,3-Dioxo-D-gulonateHMDB
L-Threo-2,3-hexodiulosonic acidHMDB
L-Threo-hexo-2,3-diulosonic acidHMDB
Acid, 2,3-diketogulonicHMDB
2,3 Diketogulonic acidHMDB
Diketo-gulonateHMDB
2,3-DiketogulonateHMDB
Predicted Properties
PropertyValueSource
Water Solubility59.9 g/LALOGPS
logP-1.8ALOGPS
logP-1.6ChemAxon
logS-0.51ALOGPS
pKa (Strongest Acidic)2.38ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.04 m³·mol⁻¹ChemAxon
Polarizability15.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H8O7
IUPAC name(4R,5S)-4,5,6-trihydroxy-2,3-dioxohexanoic acid
InChI IdentifierInChI=1S/C6H8O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-3,7-9H,1H2,(H,12,13)/t2-,3+/m0/s1
InChI KeyGJQWCDSAOUMKSE-STHAYSLISA-N
Isomeric SMILESOC[C@H](O)[C@@H](O)C(=O)C(=O)C(O)=O
Average Molecular Weight192.1235
Monoisotopic Molecular Weight192.02700261
Classification
Description Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Medium-chain keto acid
  • Beta-keto acid
  • Sugar acid
  • Acyloin
  • Alpha-keto acid
  • Alpha-diketone
  • Beta-hydroxy ketone
  • Keto acid
  • Monosaccharide
  • Alpha-hydroxy ketone
  • Ketone
  • Secondary alcohol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Polyol
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
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-MSDiketogulonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0nn9-9200000000-1cbed9b2b56caa085c4aSpectrum
Predicted GC-MSDiketogulonic acid, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02or-7339800000-1615efb2d0feaa5735eaSpectrum
Predicted GC-MSDiketogulonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDiketogulonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-1900000000-1d6c68c73855ddcddb54Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08mi-9500000000-c792fe4653b44e9ab372Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-16a4d7310299656e7744Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0g4l-9700000000-6d882e161ed0ab1a7656Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-9300000000-c5167767732d60eead4bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-f6c0690482bc1a940237Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01c0-6900000000-f68a48e03dbb51e87373Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-11ou-9500000000-f51f8802520502229315Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0btd-9000000000-b607173f6a4870d24b5fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-005j-7900000000-095b22b39dbcc6d9fa05Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-9200000000-05380c64aede8d94e31bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-84c78a8bd0634d2dfffcSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
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