Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB000824
Name: 4-(Glutamylamino) butanoate
Description:4-(Glutamylamino) butanoate is a polyamine that is an intermediate in putrescine degradation . Polyamines (the most common of which are putrescine , spermidine , and spermine ), a group of positively charged small molecules present in virtually all living organisms, have been implicated in many biological processes, including binding to nucleic acids, stabilizing membranes, and stimulating several enzymes. Although polyamines are clearly necessary for optimal cell growth, a surplus of polyamines can cause inhibition of growth and protein synthesis, and thus a balance is desired between the production and breakdown of polyamines. In putrescine degradation , 4-(Glutamylamino) butanoate is a substrate for gamma-glutamyl-gamma-aminobutyrate hydrolase (puuD) and can be generated from the hydrolysis of gamma-glutamyl-gamma-aminobutyraldehyde.
  • γ-glu-GABA
  • γ-glutamyl-γ-aminobutanoate
  • γ-glutamyl-γ-aminobutanoic acid
  • γ-glutamyl-γ-aminobutyrate
  • γ-glutamyl-γ-aminobutyric acid
  • 4-(Glutamylamino) butanoic acid
  • 4-(Glutamylamino)butanoate
  • 4-(Glutamylamino)butanoic acid
  • 4-(L-g-glutamylamino)Butanoate
  • 4-(L-g-glutamylamino)Butanoic acid
  • 4-(L-gamma-Glutamylamino)butanoate
  • 4-(L-gamma-Glutamylamino)butanoic acid
  • 4-(L-Glutam-5-ylamino)butanoate
  • 4-(L-Glutam-5-ylamino)butanoic acid
  • 4-(L-γ-glutamylamino)Butanoate
  • 4-(L-γ-glutamylamino)Butanoic acid
  • g Glutamyl gaba
  • g-Glu-gaba
  • g-Glutamyl-g aminobutyrate
  • g-Glutamyl-g aminobutyric acid
  • g-Glutamyl-g-aminobutanoate
  • g-Glutamyl-g-aminobutanoic acid
  • g-Glutamyl-g-aminobutyrate
  • g-Glutamyl-g-aminobutyric acid
  • g-Glutamyl-gaba
  • g-L-Glu-g-abu
  • g-L-Glutamyl-g-aminobutyrate
  • g-L-Glutamyl-g-aminobutyric acid
  • Gamma Glutamyl gaba
  • Gamma-Glu-gaba
  • Gamma-Glutamyl-gaba
  • Gamma-Glutamyl-gamma aminobutyrate
  • Gamma-Glutamyl-gamma aminobutyric acid
  • Gamma-Glutamyl-gamma-aminobutanoate
  • Gamma-Glutamyl-gamma-aminobutanoic acid
  • Gamma-Glutamyl-gamma-aminobutyrate
  • Gamma-Glutamyl-gamma-aminobutyric acid
  • Gamma-L-Glu-gamma-abu
  • Gamma-L-Glutamyl-gamma-aminobutyrate
  • Gamma-L-Glutamyl-gamma-aminobutyric acid
  • Glugaba
  • Glutamylgaba
  • N(5)-(3-Carboxypropyl)-L-glutamine
  • γ Glutamyl gaba
  • γ-Glu-gaba
  • γ-Glutamyl-gaba
  • γ-Glutamyl-γ aminobutyrate
  • γ-Glutamyl-γ aminobutyric acid
  • γ-Glutamyl-γ-aminobutanoate
  • γ-Glutamyl-γ-aminobutanoic acid
  • γ-Glutamyl-γ-aminobutyrate
  • γ-Glutamyl-γ-aminobutyric acid
  • γ-L-Glu-γ-abu
  • γ-L-Glutamyl-γ-aminobutyrate
  • γ-L-Glutamyl-γ-aminobutyric acid
Chemical Formula: C9H16N2O5
Average Molecular Weight: 232.2337
Monoisotopic Molecular Weight: 232.105921632
CAS number: 5105-96-4
IUPAC Name:(2S)-2-amino-4-[(3-carboxypropyl)carbamoyl]butanoic acid
Traditional IUPAC Name: glugaba
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class ################
Sub Class################
Direct Parent Gamma amino acids and derivatives
Alternative Parents
  • Gamma amino acid or derivatives
  • D-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Alpha-amino acid
  • Amino fatty acid
  • Fatty acyl
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid
  • Carboximidic acid derivative
  • Carboximidic acid
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Solid
Melting point: Not Available
Experimental Properties:
Predicted Properties
Water Solubility12.1 mg/mLALOGPS
pKa (Strongest Acidic)2.3ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity53.55 m3·mol-1ChemAxon
Polarizability23.13 Å3ChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-3950000000-9d8d39dc6519b3171e0cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-6900000000-385a19df9909a7ad7991View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4u-9100000000-c0d18862069fd0662ee5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0490000000-8d29317946344396fe2eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0il0-3940000000-a57dd6eea481f1b93528View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0537-9300000000-989347942071d912cb78View in MoNA
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • 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:
Pubchem Compound ID23724570
Kegg IDC15767
ChemSpider ID21865667
Wikipedia IDNot Available
BioCyc IDCPD-9000
EcoCyc IDCPD-9000