Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB001730
Identification
Name: Dehydroglycine
Description:Dehydroglycine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).Dehydroglycine is catalyzed by ThiH. ThiH is a tyrosine lyase that cleaves the C alpha-C beta bond of tyrosine, generating p-cresol as a by-product, to form dehydroglycine. (PMID 19923213)
Structure
Thumb
Synonyms:
  • 2-Iminoacetate
  • 2-Iminoacetic acid
  • Dehydroglycine
  • Iminoacetate
  • Iminoacetic acid
Chemical Formula: C2H2NO2
Average Molecular Weight: 72.0428
Monoisotopic Molecular Weight: 72.008553313
InChI Key: TVMUHOAONWHJBV-UHFFFAOYSA-M
InChI:InChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)/p-1
CAS number: Not Available
IUPAC Name:2-iminoacetate
Traditional IUPAC Name: 2-iminoacetate
SMILES:[O-]C(=O)C=N
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as carboxylic acid salts. These are ionic derivatives of carboxylic acid.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct Parent Carboxylic acid salts
Alternative Parents
Substituents
  • Carboxylic acid salt
  • Aldimine
  • Primary aldimine
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Organic anion
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility9.41 mg/mLALOGPS
logP-0.94ALOGPS
logP-0.77ChemAxon
logS-0.98ALOGPS
pKa (Strongest Acidic)3.93ChemAxon
pKa (Strongest Basic)3.27ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.98 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.81 m3·mol-1ChemAxon
Polarizability5.49 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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-7f7accee9d40e6bcea83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-0266621f8a393599804cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-9000000000-1ab9d2576000afcc6a2fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-a0b230949457ea313c0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-7c54e28c865a42d485a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-152493d50467ffb1c8bfView in MoNA
References
References:
  • Challand, M. R., Martins, F. T., Roach, P. L. (2010). "Catalytic activity of the anaerobic tyrosine lyase required for thiamine biosynthesis in Escherichia coli." J Biol Chem 285:5240-5248. Pubmed: 19923213
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID53664
HMDB IDNot Available
Pubchem Compound ID23347814
Kegg IDNot Available
ChemSpider ID15272272
Wikipedia IDNot Available
BioCyc IDCPD-12279
EcoCyc IDCPD-12279