ChemFOnt: Showing chemical card for Gamma-glutamyl-Glutamate (CFc000010401)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:50 UTC

Chemfont ID

CFc000010401

Molecule Identification

Common Name

Gamma-glutamyl-Glutamate

Definition

Gamma-glutamyl-Glutamate is a dipeptide composed of gamma-glutamate and glutamate. It 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5-L-Glutamyl)-L-glutamate	ChEBI
gamma-Glutamylglutamate	ChEBI
gamma-L-Glu-L-glu	ChEBI
(5-L-Glutamyl)-L-glutamic acid	Generator
g-Glutamylglutamate	Generator
g-Glutamylglutamic acid	Generator
Γ-glutamylglutamate	Generator
Γ-glutamylglutamic acid	Generator
g-L-Glu-L-glu	Generator
Γ-L-glu-L-glu	Generator
γ-Glu-Glu	HMDB, Generator
γ-L-Glutamyl-L-glutamic acid	HMDB
γ-L-Glutamyl-L-glutamate	HMDB
L-γ-Glutamyl-L-glutamic acid	HMDB
L-γ-Glutamyl-L-glutamate	HMDB
N-γ-Glutamylglutamic acid	HMDB
N-γ-Glutamylglutamate	HMDB
N-L-γ-Glutamylglutamic acid	HMDB
N-L-γ-Glutamylglutamate	HMDB
N-L-γ-Glutamyl-L-glutamic acid	HMDB
N-L-γ-Glutamyl-L-glutamate	HMDB
gamma-Glu-Glu	HMDB
gamma-L-Glutamyl-L-glutamic acid	HMDB
gamma-L-Glutamyl-L-glutamate	HMDB, MeSH
L-gamma-Glutamyl-L-glutamic acid	HMDB
L-gamma-Glutamyl-L-glutamate	HMDB
N-gamma-Glutamylglutamic acid	HMDB
N-gamma-Glutamylglutamate	HMDB
N-L-gamma-Glutamylglutamic acid	HMDB
N-L-gamma-Glutamylglutamate	HMDB
N-L-gamma-Glutamyl-L-glutamic acid	HMDB
N-L-gamma-Glutamyl-L-glutamate	HMDB
gamma-Glutamylglutamic acid	HMDB, Generator
N-gamma-L-Glutamyl-L-glutamic acid	HMDB
N-γ-L-Glutamyl-L-glutamic acid	HMDB
N-γ-L-Glutamyl-L-glutamate	HMDB
N-gamma-L-Glutamyl-L-glutamate	HMDB
g-Glu-Glu	Generator, HMDB

Chemical Formula

C₁₀H₁₆N₂O₇

Average Molecular Weight

276.2432

Monoisotopic Molecular Weight

276.095750876

IUPAC Name

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

Traditional Name

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

CAS Registry Number

1116-22-9

SMILES

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

InChI Identifier

InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1

InChI Key

OWQDWQKWSLFFFR-WDSKDSINSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Tricarboxylic acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary aliphatic amine
Amine
Organic nitrogen compound
Primary amine
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73705 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 24801555)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Source

Endogenous

Endogenous (HMDB: HMDB0029148)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.75 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-4.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.93	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	9	ChemAxon
Refractivity	59.38 m³·mol⁻¹	ChemAxon
Polarizability	25.7 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

HMDB0011737

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028415

KNApSAcK ID

Not Available

Chemspider ID

83831

KEGG Compound ID

C05282

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92865

PDB ID

Not Available

ChEBI ID

73705

Food Biomarker Ontology

Not Available

References

Synthesis Reference

24801555

Showing chemical card for Gamma-glutamyl-Glutamate (CFc000010401)

MOL for CFc000010401 (Gamma-glutamyl-Glutamate)

3D MOL for CFc000010401 (Gamma-glutamyl-Glutamate)

3D SDF for CFc000010401 (Gamma-glutamyl-Glutamate)

3D-SDF for CFc000010401 (Gamma-glutamyl-Glutamate)

PDB for CFc000010401 (Gamma-glutamyl-Glutamate)

3D PDB for CFc000010401 (Gamma-glutamyl-Glutamate)

SMILES for CFc000010401 (Gamma-glutamyl-Glutamate)

INCHI for CFc000010401 (Gamma-glutamyl-Glutamate)

Structure for CFc000010401 (Gamma-glutamyl-Glutamate)

3D Structure for CFc000010401 (Gamma-glutamyl-Glutamate)