ChemFOnt: Showing chemical card for N2-gamma-Glutamylglutamine (CFc000007308)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:53:34 UTC

Chemfont ID

CFc000007308

Molecule Identification

Common Name

N2-gamma-Glutamylglutamine

Definition

N2-gamma-Glutamylglutamine, also known as gamma-L-Glu-L-Gln or L-gamma-glutamyl-L-glutamine, 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. N2-gamma-Glutamylglutamine is a very strong basic compound (based on its pKa). N2-gamma-Glutamylglutamine is a dipeptide obtained from the condensation of the gamma-carboxy group of glutamic acid with the alpha-amino group of glutamine. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
gamma-L-Glu-L-GLN	ChEBI
g-L-Glu-L-GLN	Generator
Γ-L-glu-L-GLN	Generator
N2-g-Glutamylglutamine	Generator
N2-Γ-glutamylglutamine	Generator
γ-Glu-Gln	HMDB, Generator
γ-Glutamylglutamine	HMDB, Generator
γ-L-Glutamyl-L-glutamine	HMDB
L-γ-Glutamyl-L-glutamine	HMDB
N2-L-γ-Glutamylglutamine	HMDB
N2-L-γ-Glutamyl-L-glutamine	HMDB
gamma-Glu-Gln	HMDB, MeSH
gamma-Glutamylglutamine	HMDB
gamma-L-Glutamyl-L-glutamine	HMDB
L-gamma-Glutamyl-L-glutamine	HMDB
N2-L-gamma-Glutamylglutamine	HMDB
N2-L-gamma-Glutamyl-L-glutamine	HMDB
N2-gamma-Glutamylglutamine	HMDB
g-Glutamyl glutamine	Generator, HMDB
γ-glutamyl glutamine	Generator, HMDB
g-Glu-Gln	Generator, HMDB
g-Glutamylglutamine	Generator, HMDB

Chemical Formula

C₁₀H₁₇N₃O₆

Average Molecular Weight

275.2585

Monoisotopic Molecular Weight

275.111735291

IUPAC Name

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

Traditional Name

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

CAS Registry Number

10148-81-9

SMILES

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

InChI Identifier

InChI=1S/C10H17N3O6/c11-5(9(16)17)1-4-8(15)13-6(10(18)19)2-3-7(12)14/h5-6H,1-4,11H2,(H2,12,14)(H,13,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1

InChI Key

JBFYFLXEJFQWMU-WDSKDSINSA-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-l-glutamine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
N-acyl-amine
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Secondary carboxylic acid amide
Primary 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
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73707 )

Functional Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0011738)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 10384376)
Cerebrospinal Fluid (CSF) (PMID: 7595563)
Cerebrospinal fluid (HMDB: HMDB0011738)

Organ

Prostate (HMDB: HMDB0011738)
Placenta (HMDB: HMDB0011738)

Excreta

Biofluid or Excreta

Feces (PMID: 26848182)

Source

Endogenous

Endogenous (HMDB: HMDB0011738)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.17 g/L	ALOGPS
logP	-3.6	ALOGPS
logP	-5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.93	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.81 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	61.2 m³·mol⁻¹	ChemAxon
Polarizability	26.12 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

HMDB0011738

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028416

KNApSAcK ID

Not Available

Chemspider ID

133013

KEGG Compound ID

C05283

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

150914

PDB ID

Not Available

ChEBI ID

73707

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N2-gamma-Glutamylglutamine (CFc000007308)

MOL for CFc000007308 (N2-gamma-Glutamylglutamine)

3D MOL for CFc000007308 (N2-gamma-Glutamylglutamine)

3D SDF for CFc000007308 (N2-gamma-Glutamylglutamine)

3D-SDF for CFc000007308 (N2-gamma-Glutamylglutamine)

PDB for CFc000007308 (N2-gamma-Glutamylglutamine)

3D PDB for CFc000007308 (N2-gamma-Glutamylglutamine)

SMILES for CFc000007308 (N2-gamma-Glutamylglutamine)

INCHI for CFc000007308 (N2-gamma-Glutamylglutamine)

Structure for CFc000007308 (N2-gamma-Glutamylglutamine)

3D Structure for CFc000007308 (N2-gamma-Glutamylglutamine)