Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120176
Identification
Name: S-ureidoglycine
Description:The zwitterion resulting from the transfer of a proton from the carboxy group to the α-amino group of (S)-2-ureidoglycine.
Structure
Thumb
Synonyms:
  • (S)-2-azaniumyl-2-(carbamoylamino)acetate
  • (S)-2-ureidoglycine
  • (S)-ammonio(carbamoylamino)acetate
Chemical Formula: C3H7N3O3
Average Molecular Weight: 133.107
Monoisotopic Molecular Weight: 134.05656
InChI Key: VTFWFHCECSOPSX-SFOWXEAESA-N
InChI:InChI=1S/C3H7N3O3/c4-1(2(7)8)6-3(5)9/h1H,4H2,(H,7,8)(H3,5,6,9)/t1-/m0/s1
CAS number: Not Available
IUPAC Name:(2S)-ammonio(carbamoylamino)ethanoate
Traditional IUPAC Name: Not Available
SMILES:C(NC(N)=O)([N+])C(=O)[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct Parent N-carbamoyl-alpha amino acids
Alternative Parents
Substituents
  • N-carbamoyl-alpha-amino acid
  • Carboxylic acid salt
  • Carbonic acid derivative
  • Urea
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organic zwitterion
  • Organic salt
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight133.107 g/molPubChem
XLogP3-AA-3.9 PubChem
Hydrogen Bond Donor Count3 PubChem
Hydrogen Bond Acceptor Count3 PubChem
Rotatable Bond Count1 PubChem
Exact Mass133.049 g/molPubChem
Monoisotopic Mass133.049 g/molPubChem
Topological Polar Surface Area123 A^2PubChem
Heavy Atom Count9 PubChem
Formal Charge0 PubChem
Complexity129 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count1 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • superpathway of allantoin degradation in plantsURDEGR-PWY
  • allantoin degradation to ureidoglycolate II (ammonia producing)PWY-5698
  • allantoin degradation to glyoxylate IIIPWY-5705
    Spectra
    Spectra: Not Available
    References
    References:
    • Serventi F, Ramazzina I, Lamberto I, Puggioni V, Gatti R, Percudani R (2010)Chemical basis of nitrogen recovery through the ureide pathway: formation and hydrolysis of S-ureidoglycine in plants and bacteria. ACS chemical biology 5, Pubmed: 20038185
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CHEBI59947
    PUBCHEM46173475