Record Information
Version1.0
Creation date2011-09-21 00:27:34 UTC
Update date2020-04-21 18:02:28 UTC
Primary IDFDB023289
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Sulfopyruvic acid
Description3-Sulfopyruvic acid is the product of the transamination of cysteinesulfonate in a reaction catalyzed by aspartate aminotransferase. 3-sulfopyruvic acid is stable and is reduced by malate dehydrogenase to beta-sulfolactate, which is excreted in the urine. Cysteinesulfonate, 3-sulfopyruvic acid, and beta-sulfolactate are reversibly interconverted in vivo. (PMID: 3346220) [HMDB]. 3-Sulfopyruvic acid is found in many foods, some of which are oval-leaf huckleberry, loganberry, wild rice, and rambutan.
CAS Number98022-26-5
Structure
Thumb
Synonyms
SynonymSource
2-Carboxy-2-oxoethanesulfonic acidChEBI
3-SulfopyruvateChEBI
beta-Sulfopyruvic acidChEBI
SULFopyruvATEChEBI
2-Carboxy-2-oxoethanesulfonateGenerator
2-Carboxy-2-oxoethanesulphonateGenerator
2-Carboxy-2-oxoethanesulphonic acidGenerator
3-SulphopyruvateGenerator
3-Sulphopyruvic acidGenerator
b-SulfopyruvateGenerator
b-Sulfopyruvic acidGenerator
b-SulphopyruvateGenerator
b-Sulphopyruvic acidGenerator
beta-SulfopyruvateGenerator
beta-SulphopyruvateGenerator
beta-Sulphopyruvic acidGenerator
Β-sulfopyruvateGenerator
Β-sulfopyruvic acidGenerator
Β-sulphopyruvateGenerator
Β-sulphopyruvic acidGenerator
Sulfopyruvic acidGenerator
SulphopyruvateGenerator
Sulphopyruvic acidGenerator
2-oxo-3-SulfO-propanoateHMDB
2-oxo-3-SulfO-propanoic acidHMDB
2-oxo-3-SulfopropanoateHMDB
2-oxo-3-Sulfopropanoic acidHMDB
3-SulfonatopyruvateHMDB
2-oxo-3-sulfo-Propanoatehmdb
2-oxo-3-sulfo-Propanoic acidhmdb
2-oxo-3-sulfopropanoatehmdb
2-oxo-3-sulfopropanoic acidhmdb
3-sulfopyruvatehmdb
Beta-sulfopyruvic acidhmdb
Sulfopyruvatehmdb
β-sulfopyruvateGenerator
β-sulfopyruvic acidGenerator
β-sulphopyruvateGenerator
β-sulphopyruvic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility12.9 g/LALOGPS
logP-1.5ALOGPS
logP-0.74ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)-1.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area108.74 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.33 m³·mol⁻¹ChemAxon
Polarizability12.46 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC3H4O6S
IUPAC name2-oxo-3-sulfopropanoic acid
InChI IdentifierInChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)
InChI KeyBUTHMSUEBYPMKJ-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C(=O)CS(O)(=O)=O
Average Molecular Weight168.125
Monoisotopic Molecular Weight167.97285855
Classification
Description Belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassAlpha-keto acids and derivatives
Direct ParentAlpha-keto acids and derivatives
Alternative Parents
Substituents
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Alkanesulfonic acid
  • Sulfonyl
  • Organosulfonic acid
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
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-MS3-Sulfopyruvic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9300000000-8fb65d208d027ce47187Spectrum
Predicted GC-MS3-Sulfopyruvic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9310000000-852dd197381758581de3Spectrum
Predicted GC-MS3-Sulfopyruvic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-094511841526eb040890Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0g4i-2900000000-77b615b663328d3fe524Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9500000000-bf672301532b1817de74Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-4e67b7b2992779903679Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-3900000000-9801b0e1faeb0f73a93bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-7900000000-7a1af7df664000361846Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-5900000000-8c6e190717a212c1f83bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-762dfd631fed0cc2e666Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004l-9000000000-440cd593424b9672a3c7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-62e3604ba5cc3505465bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-9600000000-fad73b53a872db46f577Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-ff8f9426210041ec9988Spectrum
NMRNot Available
ChemSpider ID389590
ChEMBL IDNot Available
KEGG Compound IDC05528
Pubchem Compound ID440717
Pubchem Substance IDNot Available
ChEBI ID16894
Phenol-Explorer IDNot Available
DrugBank IDDB02156
HMDB IDHMDB04045
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDSPV
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
Enzymes
NameGene NameUniProt ID
Aspartate aminotransferase, cytoplasmicGOT1P17174
Aspartate aminotransferase, mitochondrialGOT2P00505
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference