P. aeruginosa Metabolome Database: gamma-Glutamyl-gamma-butyraldehyde (PAMDB001737)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB001737

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

🔍MOL SDF PDB SMILES InChI View Structure

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

Average Molecular Weight:

216.2343

Monoisotopic Molecular Weight:

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

Taxonomy Description

This compound 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

Substituents

Alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
Gamma-aminoketone
Beta-aminoketone
Ketone
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
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

Not Available

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	10.0 mg/mL	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 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	52.83 m³·mol^-1	ChemAxon
Polarizability	21.86 Å³	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
NAD(P)<sup>+</sup> + gamma-Glutamyl-gamma-butyraldehyde + Water > 4-(Glutamylamino) butanoate + NAD(P)H + Hydrogen ion

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
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

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

gamma-Glutamyl-gamma-butyraldehyde (PAMDB001737)

Structure for gamma-Glutamyl-gamma-butyraldehyde (PAMDB001737)