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Identification
YMDB IDYMDB01041
NameL-3-Oxoalanine
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionL-3-Oxoalanine belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-3-Oxoalanine is a very strong basic compound (based on its pKa). L-3-Oxoalanine exists in both E. coli (prokaryote) and yeast (eukaryote).
Structure
Thumb
Synonyms
  • 2-Aminomalonate semialdehyde
  • 2-Ammoniomalonate semialdehyde
  • L-alpha-formylglycine
  • 2-Ammoniomalonic acid semialdehyde
  • 2-Aminomalonic acid semialdehyde
  • L-a-Formylglycine
  • L-α-formylglycine
CAS numberNot Available
WeightAverage: 103.0767
Monoisotopic: 103.026943031
InChI KeyXMTCKNXTTXDPJX-REOHCLBHSA-N
InChIInChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)/t2-/m0/s1
IUPAC Name(2S)-2-amino-3-oxopropanoic acid
Traditional IUPAC Name2-aminomalonate semialdehyde
Chemical FormulaC3H5NO3
SMILES[H]C(=O)[C@H](N)C(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • 1,3-dicarbonyl compound
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Aldehyde
  • Carbonyl group
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility242 g/LALOGPS
logP-2.8ALOGPS
logP-3.6ChemAxon
logS0.37ALOGPS
pKa (Strongest Acidic)1.66ChemAxon
pKa (Strongest Basic)7.18ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity21.06 m³·mol⁻¹ChemAxon
Polarizability8.51 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG Reactions
NADP + L-SerineNADPH + hydron + L-3-Oxoalanine
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Fujisawa, H., Nagata, S., Misono, H. (2003). "Characterization of short-chain dehydrogenase/reductase homologues of Escherichia coli (YdfG) and Saccharomyces cerevisiae (YMR226C)." Biochim Biophys Acta 1645:89-94.12535615
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID37012
HMDB IDNot Available
Pubchem Compound ID5232345
Kegg IDC11822
ChemSpider ID391645
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available