ChemFOnt: Showing chemical card for Gamma-glutamyl-Leucine (CFc000010406)

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

CFc000010406

Molecule Identification

Common Name

Gamma-glutamyl-Leucine

Definition

Gamma-glutamyl-Leucine is a dipeptide composed of gamma-glutamate and leucine. 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. Gamma-glutamyl-leucine is a biomarker for the consumption of whey protein

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-gamma-Glu-L-leu	ChEBI
L-g-Glu-L-leu	Generator
L-Γ-glu-L-leu	Generator
g-Glutamylleucine	Generator
Γ-glutamylleucine	Generator
Γ-glu-leu	HMDB
Γ-L-glu-L-leu	HMDB
Γ-L-glutamyl-L-leucine	HMDB
L-Γ-glutamyl-L-leucine	HMDB
N-Γ-glutamylleucine	HMDB
N-L-Γ-glutamylleucine	HMDB
N-L-Γ-glutamyl-L-leucine	HMDB
gamma-Glu-leu	HMDB
gamma-L-Glu-L-leu	HMDB
gamma-L-Glutamyl-L-leucine	HMDB
L-gamma-Glutamyl-L-leucine	HMDB
N-L-gamma-Glutamylleucine	HMDB
N-L-gamma-Glutamyl-L-leucine	HMDB
g-L-Glutamyl-L-leucine	HMDB
gamma-Glutamyl-leucine	HMDB
N-Γ-L-glutamyl-L-leucine	HMDB
N-gamma-Glutamylleucine	HMDB
N-gamma-L-Glutamyl-L-leucine	HMDB
g-Glu-leu	HMDB
gamma-Glutamylleucine	HMDB, MeSH

Chemical Formula

C₁₁H₂₀N₂O₅

Average Molecular Weight

260.2869

Monoisotopic Molecular Weight

260.13722176

IUPAC Name

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

Traditional Name

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

CAS Registry Number

2566-39-4

SMILES

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

InChI Identifier

InChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1

InChI Key

MYFMARDICOWMQP-YUMQZZPRSA-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
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Methyl-branched fatty acid
Branched fatty acid
N-acyl-amine
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glutamyl-L-amino acid (CHEBI:68433 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 24801555)

Source

Endogenous

Endogenous (HMDB: HMDB0029153)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.48 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.5	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.78	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	62.26 m³·mol⁻¹	ChemAxon
Polarizability	26.29 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

HMDB0011171

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003617

KNApSAcK ID

Not Available

Chemspider ID

133115

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151023

PDB ID

Not Available

ChEBI ID

68433

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Gamma-glutamyl-Leucine (CFc000010406)

MOL for CFc000010406 (Gamma-glutamyl-Leucine)

3D MOL for CFc000010406 (Gamma-glutamyl-Leucine)

3D SDF for CFc000010406 (Gamma-glutamyl-Leucine)

3D-SDF for CFc000010406 (Gamma-glutamyl-Leucine)

PDB for CFc000010406 (Gamma-glutamyl-Leucine)

3D PDB for CFc000010406 (Gamma-glutamyl-Leucine)

SMILES for CFc000010406 (Gamma-glutamyl-Leucine)

INCHI for CFc000010406 (Gamma-glutamyl-Leucine)

Structure for CFc000010406 (Gamma-glutamyl-Leucine)

3D Structure for CFc000010406 (Gamma-glutamyl-Leucine)