ChemFOnt: Showing chemical card for gamma-Glutamylasparagine (CFc000010397)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:49 UTC

Chemfont ID

CFc000010397

Molecule Identification

Common Name

gamma-Glutamylasparagine

Definition

gamma-Glutamylasparagine is a dipeptide composed of gamma-glutamate and asparagine, 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-Glutamylasparagine 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.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
g-Glutamylasparagine	Generator
Γ-glutamylasparagine	Generator
gamma-Glutamate asparagine dipeptide	HMDB
gamma-Glutamate-asparagine dipeptide	HMDB
GE-N dipeptide	HMDB
GEN dipeptide	HMDB
GGlu-asn	HMDB
L-gamma-Glutamyl-L-asparagine	HMDB
Γ-glu-asn	HMDB
Γ-L-glu-L-asn	HMDB
Γ-L-glutamyl-L-asparagine	HMDB
L-Γ-glutamyl-L-asparagine	HMDB
N2-Γ-glutamylasparagine	HMDB
N2-L-Γ-glutamylasparagine	HMDB
N2-L-Γ-glutamyl-L-asparagine	HMDB
gamma-Glu-asn	HMDB
gamma-L-Glu-L-asn	HMDB
gamma-L-Glutamyl-L-asparagine	HMDB
N2-gamma-Glutamylasparagine	HMDB
N2-L-gamma-Glutamylasparagine	HMDB
N2-L-gamma-Glutamyl-L-asparagine	HMDB
N2-Γ-L-glutamyl-L-asparagine	HMDB
N2-gamma-L-Glutamyl-L-asparagine	HMDB
(2S)-2-Amino-4-{[(1S)-1-carboxy-2-(C-hydroxycarbonimidoyl)ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
gamma-Glutamylasparagine	HMDB

Chemical Formula

C₉H₁₅N₃O₆

Average Molecular Weight

261.234

Monoisotopic Molecular Weight

261.096085215

IUPAC Name

(2S)-2-amino-4-{[(1S)-2-carbamoyl-1-carboxyethyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1S)-2-carbamoyl-1-carboxyethyl]carbamoyl}butanoic acid

CAS Registry Number

38681-07-1

SMILES

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

InChI Identifier

InChI=1S/C9H15N3O6/c10-4(8(15)16)1-2-7(14)12-5(9(17)18)3-6(11)13/h4-5H,1-3,10H2,(H2,11,13)(H,12,14)(H,15,16)(H,17,18)/t4-,5-/m0/s1

InChI Key

LLBCGXFFHNCCQC-WHFBIAKZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Acyl-homoserine
Acyl-l-homoserine
Alpha-amino acid
L-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
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
Primary aliphatic amine
Organic oxygen compound
Amine
Organic nitrogen compound
Primary amine
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0029144)

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	6.09 g/L	ALOGPS
logP	-3.6	ALOGPS
logP	-5.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.68	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	8	ChemAxon
Refractivity	56.44 m³·mol⁻¹	ChemAxon
Polarizability	23.77 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

HMDB0029144

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112144

KNApSAcK ID

Not Available

Chemspider ID

74854307

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131801686

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for gamma-Glutamylasparagine (CFc000010397)

MOL for CFc000010397 (gamma-Glutamylasparagine)

3D MOL for CFc000010397 (gamma-Glutamylasparagine)

3D SDF for CFc000010397 (gamma-Glutamylasparagine)

3D-SDF for CFc000010397 (gamma-Glutamylasparagine)

PDB for CFc000010397 (gamma-Glutamylasparagine)

3D PDB for CFc000010397 (gamma-Glutamylasparagine)

SMILES for CFc000010397 (gamma-Glutamylasparagine)

INCHI for CFc000010397 (gamma-Glutamylasparagine)

Structure for CFc000010397 (gamma-Glutamylasparagine)

3D Structure for CFc000010397 (gamma-Glutamylasparagine)