2-Methyl-3-oxopropanoate (PAMDB003516)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB003516
Identification
Name: 2-Methyl-3-oxopropanoate
Description:2-Methyl-3-oxopropanoic acid is an intermediate in the metabolism of Propanoate. It is a substrate for 3-hydroxyisobutyrate dehydrogenase, Alanine--glyoxylate aminotransferase and Methylmalonate-semialdehyde dehydrogenase.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (S)-2-methyl-3-oxopropanoate
  • (S)-ch3-malonate-semialdehyde
  • (s)-2-Methyl-3-oxopropanoate
  • (s)-2-Methyl-3-oxopropanoic acid
  • (s)-CH3-Malonate-semialdehyde
  • (s)-CH3-Malonic acid-semialdehyde
  • 2-Methyl-3-oxopropanoic acid
  • 3-oxo-2-methylpropanoate
  • 3-Oxo-2-methylpropanoic acid
  • Ch3-malonate-semialdehyde
  • CH3-Malonic acid-semialdehyde
  • Methylmalonate semialdehyde
  • Methylmalonate-semialdehyde
  • Methylmalonic acid semialdehyde
  • Methylmalonic acid-semialdehyde
Chemical Formula: C4H6O3
Average Molecular Weight: 102.0886
Monoisotopic Molecular Weight: 102.031694058
InChI Key: VOKUMXABRRXHAR-UHFFFAOYSA-N
InChI:InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)
CAS number: 6236-08-4
IUPAC Name:2-methyl-3-oxopropanoic acid
Traditional IUPAC Name: methylmalonate semialdehyde
SMILES:CC(C=O)C(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group.
Kingdom Organic compounds
Super ClassOrganooxygen compounds
Class Carbonyl compounds
Sub Class1,3-dicarbonyl compounds
Direct Parent 1,3-dicarbonyl compounds
Alternative Parents
Substituents
  • 1,3-dicarbonyl compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aldehyde
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility266.0 mg/mLALOGPS
logP0ALOGPS
logP0.053ChemAxon
logS0.42ALOGPS
pKa (Strongest Acidic)3.98ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.64 m3·mol-1ChemAxon
Polarizability9.15 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
(S)-b-aminoisobutyric acid + Oxoglutaric acid > 2-Methyl-3-oxopropanoate + L-Glutamate
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zg0-9400000000-e46caa43ec4709ce7686View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-6c1632ad1d7983990262View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-6762a2cf4db52c84495cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2900000000-9066dc83487b73946c99View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-8fde49823ba2083f055fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-a320f14ddfc09e798938View in MoNA
References
References: Not Available
Synthesis Reference: Robinson, Wm. G.; Coon, Minor J. Purification and properties of b-hydroxyisobutyric dehydrogenase. Journal of Biological Chemistry (1957), 225 511-21.
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID16256
HMDB IDHMDB01172
Pubchem Compound ID296
Kegg IDC00349
ChemSpider ID290
Wikipedia ID2-Methyl-3-oxopropanoic acid
BioCyc IDCH3-MALONATE-S-ALD
EcoCyc IDCH3-MALONATE-S-ALD