ChemFOnt: Showing chemical card for gamma-Glutamylserine (CFc000010411)

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

CFc000010411

Molecule Identification

Common Name

gamma-Glutamylserine

Definition

gamma-Glutamylserine is a dipeptide composed of gamma-glutamate and serine, 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-Glutamylserine 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-Glutamylserine	Generator
Γ-glutamylserine	Generator
gamma-Glutamate serine dipeptide	HMDB
gamma-Glutamate-serine dipeptide	HMDB
GE-S dipeptide	HMDB
GES dipeptide	HMDB
GGlu-ser	HMDB
L-gamma-Glutamyl-L-serine	HMDB
Γ-glu-ser	HMDB
Γ-L-glu-L-ser	HMDB
Γ-L-glutamyl-L-serine	HMDB
L-Γ-glutamyl-L-serine	HMDB
N-Γ-glutamylserine	HMDB
N-L-Γ-glutamylserine	HMDB
N-L-Γ-glutamyl-L-serine	HMDB
gamma-Glu-ser	HMDB
gamma-L-Glu-L-ser	HMDB
gamma-L-Glutamyl-L-serine	HMDB
N-gamma-Glutamylserine	HMDB
N-L-gamma-Glutamylserine	HMDB
N-L-gamma-Glutamyl-L-serine	HMDB
N-Γ-L-glutamyl-L-serine	HMDB
N-gamma-L-Glutamyl-L-serine	HMDB
(2S)-2-Amino-4-{[(1S)-1-carboxy-2-hydroxyethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
gamma-Glutamylserine	HMDB

Chemical Formula

C₈H₁₄N₂O₆

Average Molecular Weight

234.208

Monoisotopic Molecular Weight

234.085186179

IUPAC Name

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

Traditional Name

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

CAS Registry Number

5875-35-4

SMILES

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

InChI Identifier

InChI=1S/C8H14N2O6/c9-4(7(13)14)1-2-6(12)10-5(3-11)8(15)16/h4-5,11H,1-3,9H2,(H,10,12)(H,13,14)(H,15,16)/t4-,5-/m0/s1

InChI Key

SQBNIUOYNOKDTI-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Serine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Beta-hydroxy acid
Hydroxy acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Alcohol
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0029158)

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	22.6 g/L	ALOGPS
logP	-3.6	ALOGPS
logP	-4.9	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.8	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	50.13 m³·mol⁻¹	ChemAxon
Polarizability	21.41 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

HMDB0029158

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112150

KNApSAcK ID

Not Available

Chemspider ID

18691889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22844748

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for gamma-Glutamylserine (CFc000010411)

MOL for CFc000010411 (gamma-Glutamylserine)

3D MOL for CFc000010411 (gamma-Glutamylserine)

3D SDF for CFc000010411 (gamma-Glutamylserine)

3D-SDF for CFc000010411 (gamma-Glutamylserine)

PDB for CFc000010411 (gamma-Glutamylserine)

3D PDB for CFc000010411 (gamma-Glutamylserine)

SMILES for CFc000010411 (gamma-Glutamylserine)

INCHI for CFc000010411 (gamma-Glutamylserine)

Structure for CFc000010411 (gamma-Glutamylserine)

3D Structure for CFc000010411 (gamma-Glutamylserine)