ChemFOnt: Showing chemical card for gamma-Glutamylaspartic acid (CFc000011632)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:59:27 UTC

Chemfont ID

CFc000011632

Molecule Identification

Common Name

gamma-Glutamylaspartic acid

Definition

gamma-Glutamylaspartic acid is a dipeptide composed of gamma-glutamate and aspartic acid, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylaspartic acid is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. gamma-Glutamylaspartic acid is found in pulses. It is a constituent of the seeds of Vigna radiata (mung bean) and Vicia faba.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}butanedioate	Generator
γ-Glu-Asp	HMDB
γ-L-Glu-L-Asp	HMDB
γ-Glutamylaspartic acid	HMDB
γ-L-Glutamyl-L-aspartic acid	HMDB
γ-L-Glutamyl-L-aspartate	HMDB
L-γ-Glutamyl-L-aspartic acid	HMDB
L-γ-Glutamyl-L-aspartate	HMDB
N-γ-Glutamylaspartic acid	HMDB
N-γ-Glutamylaspartate	HMDB
N-L-γ-Glutamylaspartic acid	HMDB
N-L-γ-Glutamylaspartate	HMDB
N-L-γ-Glutamyl-L-aspartic acid	HMDB
N-L-γ-Glutamyl-L-aspartate	HMDB
gamma-Glu-Asp	HMDB, MeSH
gamma-L-Glu-L-Asp	HMDB
gamma-Glutamylaspartate	HMDB
gamma-L-Glutamyl-L-aspartic acid	HMDB
gamma-L-Glutamyl-L-aspartate	HMDB
L-gamma-Glutamyl-L-aspartic acid	HMDB
L-gamma-Glutamyl-L-aspartate	HMDB
N-gamma-Glutamylaspartic acid	HMDB
N-gamma-Glutamylaspartate	HMDB
N-L-gamma-Glutamylaspartic acid	HMDB
N-L-gamma-Glutamylaspartate	HMDB
N-L-gamma-Glutamyl-L-aspartic acid	HMDB
N-L-gamma-Glutamyl-L-aspartate	HMDB
gamma-Glutamylaspartic acid	HMDB, MeSH
Glutamylaspartate	HMDB, MeSH
LGLA	HMDB, MeSH
Glu-asp	MeSH
γ-Glutamylaspartate	HMDB
N-γ-L-Glutamyl-L-aspartic acid	HMDB
N-γ-L-Glutamyl-L-aspartate	HMDB
N-gamma-L-Glutamyl-L-aspartic acid	HMDB
N-gamma-L-Glutamyl-L-aspartate	HMDB
NG-L-Glutamyl-L-aspartate	Generator

Chemical Formula

C₉H₁₄N₂O₇

Average Molecular Weight

262.2167

Monoisotopic Molecular Weight

262.080100812

IUPAC Name

(2S)-2-[(4S)-4-amino-4-carboxybutanamido]butanedioic acid

Traditional Name

(2S)-2-[(4S)-4-amino-4-carboxybutanamido]butanedioic acid

CAS Registry Number

16804-55-0

SMILES

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

InChI Identifier

InChI=1S/C9H14N2O7/c10-4(8(15)16)1-2-6(12)11-5(9(17)18)3-7(13)14/h4-5H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)/t4-,5-/m0/s1

InChI Key

JTJZAUVWVBUZAU-WHFBIAKZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030419)
Cytoplasm (HMDB: HMDB0030419)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030419)

Source

Endogenous

Endogenous (HMDB: HMDB0030419)

Plant

Fabaceae (HMDB: HMDB0030419)

Exogenous

Food

Food (HMDB: HMDB0030419)

Pulse

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0030419)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.24 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-4.5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.61	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.02 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	54.62 m³·mol⁻¹	ChemAxon
Polarizability	23.22 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029145

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002283

KNApSAcK ID

Not Available

Chemspider ID

141603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161197

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for gamma-Glutamylaspartic acid (CFc000011632)

MOL for CFc000011632 (gamma-Glutamylaspartic acid)

3D MOL for CFc000011632 (gamma-Glutamylaspartic acid)

3D SDF for CFc000011632 (gamma-Glutamylaspartic acid)

3D-SDF for CFc000011632 (gamma-Glutamylaspartic acid)

PDB for CFc000011632 (gamma-Glutamylaspartic acid)

3D PDB for CFc000011632 (gamma-Glutamylaspartic acid)

SMILES for CFc000011632 (gamma-Glutamylaspartic acid)

INCHI for CFc000011632 (gamma-Glutamylaspartic acid)

Structure for CFc000011632 (gamma-Glutamylaspartic acid)

3D Structure for CFc000011632 (gamma-Glutamylaspartic acid)