Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB001562
Identification
Name: 2-Aminomalonate semialdehyde
Description:2-Aminomalonate semialdehyde is an organic compound that can be formed from a reaction between NADP+ and L-serine. (EcoCyc)
Structure
Thumb
Synonyms:
  • (2S)-2-amino-3-oxopropanoate
  • (2S)-2-amino-3-oxopropanoic acid
  • (S)-2-amino-3-oxopropanoate
  • (S)-2-amino-3-oxopropanoic acid
  • 2-Amino-3-oxo-Propanoate
  • 2-Amino-3-oxo-Propanoic acid
  • 2-Amino-3-oxopropionate
  • 2-Amino-3-oxopropionic acid
  • 2-Aminomalonate semialdehyde
  • 2-Aminomalonic acid semialdehyde
  • 2-Ammoniomalonate semialdehyde
  • 2-Ammoniomalonic acid semialdehyde
  • 2-Formylglycine
  • 3-Oxo-(9CI)-Alanine
  • 3-Oxo-L-alanine
  • 3-Oxoalanine
  • A-Formylglycine
  • Alpha-Formylglycine
  • Amino-(8CI)Malonaldehydate
  • Amino-(8CI)Malonaldehydic acid
  • L-3-Oxoalanine
  • L-a-Formylglycine
  • L-alpha-Formylglycine
  • L-Amino-malonate semialdehyde
  • L-Amino-malonic acid semialdehyde
  • L-Aminomalonaldehydate
  • L-Aminomalonaldehydic acid
  • L-Serine semialdehyde [misnomer]
  • L-α-Formylglycine
  • α-Formylglycine
Chemical Formula: C3H5NO3
Average Molecular Weight: 103.0767
Monoisotopic Molecular Weight: 103.026943031
InChI Key: XMTCKNXTTXDPJX-REOHCLBHSA-N
InChI:InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)/t2-/m0/s1
CAS number: 5735-66-0
IUPAC Name:(2S)-2-amino-3-oxopropanoic acid
Traditional IUPAC Name: 2-aminomalonate semialdehyde
SMILES:N[C@@H](C=O)C(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct Parent D-alpha-amino acids
Alternative Parents
Substituents
  • D-alpha-amino acid
  • 1,3-dicarbonyl compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aldehyde
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility242.0 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity21.06 m3·mol-1ChemAxon
Polarizability8.51 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0k9i-9300000000-1a42eb4f596f6dcd8e32View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-bb288560905cc883049bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-005758ce9275f75a9c80View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-4900000000-32e8e76f27ffbb43d6c5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zgi-9500000000-c8b763e487f04ffaa17dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-d3736532a9a9202b1aa9View in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID58671
HMDB IDHMDB11602
Pubchem Compound ID25244138
Kegg IDC11822
ChemSpider ID391645
Wikipedia IDNot Available
BioCyc ID2-AMINOMALONATE-SEMIALDEHYDE
EcoCyc ID2-AMINOMALONATE-SEMIALDEHYDE