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Showing Compound 3-Hydroxy-2-oxopropanoic acid (FDB008112)

Record Information
Version1.0
Creation date2010-04-08 22:07:55 UTC
Update date2019-11-26 03:02:07 UTC
Primary IDFDB008112
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Hydroxy-2-oxopropanoic acid
Description3-Hydroxy-2-oxopropanoic acid belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. 3-Hydroxy-2-oxopropanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Hydroxy-2-oxopropanoic acid is a cabbage, radish, and sour tasting compound. 3-Hydroxy-2-oxopropanoic acid has been detected, but not quantified in, a few different foods, such as alcoholic beverages, cocoa and cocoa products, and milk and milk products. This could make 3-hydroxy-2-oxopropanoic acid a potential biomarker for the consumption of these foods.
CAS Number1113-60-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-Hydroxy-2-oxopropanoateGenerator
3-Hydroxypyruvatebiospider
3-Hydroxypyruvic acidbiospider
Aldehydohydroxyacetic aciddb_source
Beta-hydroxypyruvatebiospider
Beta-hydroxypyruvic acidbiospider
FEMA 3843db_source
Formylglycollic aciddb_source
Formylhydroxyacetic aciddb_source
Hydroxypyruvatebiospider
Hydroxypyruvic aciddb_source
Oh-PYRbiospider
Oh-pyruvatebiospider
Predicted Properties
PropertyValueSource
Water Solubility327 g/LALOGPS
logP-0.92ALOGPS
logP-0.75ChemAxon
logS0.5ALOGPS
pKa (Strongest Acidic)2.57ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity19.69 m³·mol⁻¹ChemAxon
Polarizability8.19 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H8O8
IUPAC name2-hydroxy-3-oxopropanoic acid; 3-hydroxy-2-oxopropanoic acid
InChI IdentifierInChI=1S/2C3H4O4/c2*4-1-2(5)3(6)7/h4H,1H2,(H,6,7);1-2,5H,(H,6,7)
InChI KeyGOSADFBTWDYNFL-UHFFFAOYSA-N
Isomeric SMILESOCC(=O)C(O)=O.OC(C=O)C(O)=O
Average Molecular Weight208.1229
Monoisotopic Molecular Weight208.021917232
Classification
Description Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharides
Alternative Parents
Substituents
  • Alpha-hydroxy acid
  • Hydroxy acid
  • 1,3-dicarbonyl compound
  • Monosaccharide
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Aldehyde
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 34.63%; H 3.87%; O 61.50%DFC
Melting PointMp 81-82° dec.DFC
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
SpectraNot Available
ChemSpider ID939
ChEMBL IDNot Available
KEGG Compound IDC00168
Pubchem Compound ID964
Pubchem Substance IDNot Available
ChEBI ID30841
Phenol-Explorer IDNot Available
DrugBank IDDB02951
HMDB IDHMDB01352
CRC / DFC (Dictionary of Food Compounds) IDDCF30-A:DCF30-A
EAFUS ID1774
Dr. Duke IDNot Available
BIGG ID34120
KNApSAcK IDC00007563
HET ID3PY
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1465121
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
Putative hydroxypyruvate isomeraseHYIQ5T013
Pathways
NameSMPDB LinkKEGG Link
Glycine and Serine MetabolismSMP00004 map00260
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sour
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
radish
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cabbage
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference