Bovine Metabolome Database: Showing metabocard for 4-(Glutamylamino) butanoate (BMDB0012161)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:33:25 UTC

Update Date

2020-04-22 15:48:48 UTC

BMDB ID

BMDB0012161

Secondary Accession Numbers

BMDB12161

Metabolite Identification

Common Name

4-(Glutamylamino) butanoate

Description

4-(Glutamylamino) butanoate, also known as g-L-glutamyl-g-aminobutyrate or gamma glutamyl gaba, belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 4-(Glutamylamino) butanoate exists in all living species, ranging from bacteria to plants to humans. Based on a literature review very few articles have been published on 4-(Glutamylamino) butanoate.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
4-(Glutamylamino)butanoate	ChEBI
4-(L-Glutam-5-ylamino)butanoic acid	ChEBI
gamma Glutamyl gaba	ChEBI
gamma-Glutamyl-gaba	ChEBI
gamma-L-Glu-gamma-abu	ChEBI
gamma-L-Glutamyl-gamma-aminobutyric acid	ChEBI
Glugaba	ChEBI
Glutamylgaba	ChEBI
4-(gamma-L-Glutamylamino)butanoate	Kegg
gamma-Glutamyl-gamma-aminobutyrate	Kegg
4-(Glutamylamino)butanoic acid	Generator
4-(L-Glutam-5-ylamino)butanoate	Generator
g Glutamyl gaba	Generator
Γ glutamyl gaba	Generator
g-Glutamyl-gaba	Generator
Γ-glutamyl-gaba	Generator
g-L-Glu-g-abu	Generator
Γ-L-glu-γ-abu	Generator
g-L-Glutamyl-g-aminobutyrate	Generator
g-L-Glutamyl-g-aminobutyric acid	Generator
gamma-L-Glutamyl-gamma-aminobutyrate	Generator
Γ-L-glutamyl-γ-aminobutyrate	Generator
Γ-L-glutamyl-γ-aminobutyric acid	Generator
4-(g-L-Glutamylamino)butanoate	Generator
4-(g-L-Glutamylamino)butanoic acid	Generator
4-(gamma-L-Glutamylamino)butanoic acid	Generator
4-(Γ-L-glutamylamino)butanoate	Generator
4-(Γ-L-glutamylamino)butanoic acid	Generator
g-Glutamyl-g-aminobutyrate	Generator
g-Glutamyl-g-aminobutyric acid	Generator
gamma-Glutamyl-gamma-aminobutyric acid	Generator
Γ-glutamyl-γ-aminobutyrate	Generator
Γ-glutamyl-γ-aminobutyric acid	Generator
4-(Glutamylamino) butanoic acid	Generator
4-(L-gamma-glutamylamino)Butanoate	HMDB
4-(L-gamma-glutamylamino)Butanoic acid	HMDB
gamma-Glu-gaba	HMDB
gamma-Glutamyl-gamma aminobutyric acid	HMDB
N(5)-(3-Carboxypropyl)-L-glutamine	HMDB

Chemical Formula

C₉H₁₆N₂O₅

Average Molecular Weight

232.2337

Monoisotopic Molecular Weight

232.105921632

IUPAC Name

(2S)-2-amino-4-[(3-carboxypropyl)carbamoyl]butanoic acid

Traditional Name

glugaba

CAS Registry Number

5105-96-4

SMILES

N[C@@H](CCC(=O)NCCCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O5/c10-6(9(15)16)3-4-7(12)11-5-1-2-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-/m0/s1

InChI Key

MKYPKZSGLSOGLL-LURJTMIESA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Gamma amino acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
N-acyl-amine
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino dicarboxylic acid (CHEBI:49260 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.4	ALOGPS
logP	-3.9	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.3	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	53.55 m³·mol⁻¹	ChemAxon
Polarizability	23.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ulc-7910000000-b180673c226650030a25	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-05g3-9623000000-8aa3ee981fb5e1add764	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-3950000000-9d8d39dc6519b3171e0c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-6900000000-385a19df9909a7ad7991	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4u-9100000000-c0d18862069fd0662ee5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0490000000-8d29317946344396fe2e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0il0-3940000000-a57dd6eea481f1b93528	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0537-9300000000-989347942071d912cb78	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fsr-3590000000-7bb6b7ddd62b988a0e03	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-9400000000-1884f3bf1a0839dd5d37	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053i-9100000000-214041043edf236444ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2790000000-b44ba12e152e525d33bd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0il1-2930000000-5d3c67d257132eddef13	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f8c-9400000000-40c737608034c80a7087	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0012161

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028817

KNApSAcK ID

Not Available

Chemspider ID

21865667

KEGG Compound ID

C15767

BioCyc ID

CPD-9000

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23724570

PDB ID

Not Available

ChEBI ID

49260

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 4-(Glutamylamino) butanoate (BMDB0012161)

Structure for BMDB0012161 (4-(Glutamylamino) butanoate)