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Record Information
Version	2.0
Creation Date	2012-07-30 14:55:21 -0600
Update Date	2015-06-03 17:21:11 -0600
Secondary Accession Numbers	ECMDB21337
Identification
Name:	gamma-Glutamyl-gamma-butyraldehyde
Description	Gamma-glutamyl-gamma-butyraldehyde 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).Gamma-glutamyl-gamma-butyraldehyde is invovled in Arginine and proline metabolism. (KEGG)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xae419250> Close
Synonyms:	γ-glutamyl-γ-aminobutyraldehyde g-Glutamyl-g-aminobutyraldehyde g-Glutamyl-g-butyraldehyde Gamma-Glutamyl-gamma-aminobutyraldehyde Gamma-glutamyl-gamma-butyraldehyde γ-Glutamyl-γ-aminobutyraldehyde γ-Glutamyl-γ-butyraldehyde
Chemical Formula:	C9H16N2O4
Weight:	Average: 216.2343 Monoisotopic: 216.11100701
InChI Key:	SSNXXAXHQSXHKM-UHFFFAOYSA-N
InChI:	InChI=1S/C9H16N2O4/c10-8(9(14)15)2-1-7(13)3-4-11-5-6-12/h6,8,11H,1-5,10H2,(H,14,15)
CAS number:	Not Available
IUPAC Name:	2-amino-5-oxo-7-[(2-oxoethyl)amino]heptanoic acid
Traditional IUPAC Name:	2-amino-5-oxo-7-[(2-oxoethyl)amino]heptanoic acid
SMILES:	NC(CCC(=O)CCNCC=O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	Alpha amino acids
Alternative Parents	Medium-chain fatty acids Amino fatty acids Gamma-amino ketones Beta-amino ketones Amino acids Monocarboxylic acids and derivatives Dialkylamines Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Aldehydes
Substituents	Alpha-amino acid Medium-chain fatty acid Amino fatty acid Fatty acyl Fatty acid Gamma-aminoketone Beta-aminoketone Amino acid Ketone Secondary amine Monocarboxylic acid or derivatives Secondary aliphatic amine Carboxylic acid Organic nitrogen compound Organic oxygen compound Organopnictogen compound Organic oxide 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	Not Available
Physical Properties
State:	Not Available
Charge:	1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 10 g/L ALOGPS logP -2.4 ALOGPS logP -4.1 ChemAxon logS -1.3 ALOGPS pKa (Strongest Acidic) 2.3 ChemAxon pKa (Strongest Basic) 8.96 ChemAxon Physiological Charge 1 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 109.49 Ų ChemAxon Rotatable Bond Count 9 ChemAxon Refractivity 52.83 m³·mol⁻¹ ChemAxon Polarizability 21.86 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	gamma-Glutamyl-gamma-butyraldehyde + Water + NADP <> 4-(Glutamylamino) butanoate +2 Hydrogen ion + NADPH gamma-Glutamyl-L-putrescine + Water + Oxygen > gamma-Glutamyl-gamma-butyraldehyde + Hydrogen peroxide + Ammonium gamma-Glutamyl-L-putrescine + Water + Oxygen <> gamma-Glutamyl-gamma-butyraldehyde + Ammonia + Hydrogen peroxide gamma-Glutamyl-gamma-butyraldehyde + NAD + Water <> 4-(Glutamylamino) butanoate + NADH + Hydrogen ion gamma-Glutamyl-gamma-butyraldehyde + NADP + Water <> 4-(Glutamylamino) butanoate + NADPH + Hydrogen ion NAD(P)<sup>+</sup> + gamma-Glutamyl-gamma-butyraldehyde + Water > 4-(Glutamylamino) butanoate + NAD(P)H + Hydrogen ion gamma-Glutamyl-L-putrescine + Oxygen + Hydrogen ion > gamma-Glutamyl-gamma-butyraldehyde + Hydrogen peroxide + Ammonium gamma-Glutamyl-gamma-butyraldehyde + NADP + Water > gamma-glutamyl-gamma-aminobutyrate + NADPH +2 Hydrogen ion gamma-Glutamyl-L-putrescine + Water + Oxygen <> gamma-Glutamyl-gamma-butyraldehyde + Ammonia + Hydrogen peroxide gamma-Glutamyl-gamma-butyraldehyde + Water + NADP <>4 4-(Glutamylamino) butanoate +2 Hydrogen ion + NADPH
SMPDB Pathways:	Putrescine Degradation II PW002054
KEGG Pathways:	Not Available
EcoCyc Pathways:	putrescine degradation II PWY0-1221
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_4_16) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00xs-1930000000-e179bb3ebf642380f556 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0h90-3900000000-32b7e36928caf80ec703 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-06r6-9600000000-b775bbe904fce34b2d6f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-014i-1790000000-31a9a4299d8c74dcd32a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0aos-7920000000-629c5969b6b09fad155b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-9100000000-a135b556bf031edccca1 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	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
Links
External Links:	Resource Link CHEBI ID 61508 HMDB ID Not Available Pubchem Compound ID 45479698 Kegg ID C15700 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID GAMMA-GLUTAMYL-GAMMA-AMINOBUTYRALDEH EcoCyc ID GAMMA-GLUTAMYL-GAMMA-AMINOBUTYRALDEH

Enzymes