ChemFOnt: Showing chemical card for gamma-Glutamylthreonine (CFc000010412)

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

CFc000010412

Molecule Identification

Common Name

gamma-Glutamylthreonine

Definition

gamma-Glutamylthreonine is a dipeptide composed of gamma-glutamate and threonine, 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-Glutamylthreonine 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
(2S)-2-Amino-5-{[(1S,2R)-1-carboxy-2-hydroxypropyl]amino}-5-oxopentanoic acid	ChEBI
(2S)-2-Amino-5-{[(1S,2R)-1-carboxy-2-hydroxypropyl]amino}-5-oxopentanoate	Generator
g-Glutamylthreonine	Generator
Γ-glutamylthreonine	Generator
L-gamma-Glu-L-THR	HMDB
L-g-Glu-L-THR	HMDB
L-Γ-glu-L-THR	HMDB
g-Glu-THR	HMDB
Γ-glu-THR	HMDB
Γ-L-glu-L-THR	HMDB
Γ-L-glutamyl-L-threonine	HMDB
L-Γ-glutamyl-L-threonine	HMDB
N-Γ-glutamylthreonine	HMDB
N-L-Γ-glutamylthreonine	HMDB
N-L-Γ-glutamyl-L-threonine	HMDB
gamma-Glu-THR	HMDB
gamma-L-Glu-L-THR	HMDB
gamma-L-Glutamyl-L-threonine	HMDB
L-gamma-Glutamyl-L-threonine	HMDB
N-gamma-Glutamylthreonine	HMDB
N-L-gamma-Glutamylthreonine	HMDB
N-L-gamma-Glutamyl-L-threonine	HMDB
N-Γ-L-glutamyl-L-threonine	HMDB
N-gamma-L-Glutamyl-L-threonine	HMDB
gamma-Glutamylthreonine	HMDB, ChEBI

Chemical Formula

C₉H₁₆N₂O₆

Average Molecular Weight

248.235

Monoisotopic Molecular Weight

248.100836243

IUPAC Name

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

Traditional Name

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

CAS Registry Number

5652-48-2

SMILES

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

InChI Identifier

InChI=1S/C9H16N2O6/c1-4(12)7(9(16)17)11-6(13)3-2-5(10)8(14)15/h4-5,7,12H,2-3,10H2,1H3,(H,11,13)(H,14,15)(H,16,17)/t4-,5+,7+/m1/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 24801555)

Source

Endogenous

Endogenous (HMDB: HMDB0029159)

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	19.9 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-4.5	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.89	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	54.55 m³·mol⁻¹	ChemAxon
Polarizability	23.29 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

HMDB0029159

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112151

KNApSAcK ID

Not Available

Chemspider ID

29273165

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53861142

PDB ID

Not Available

ChEBI ID

133747

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for gamma-Glutamylthreonine (CFc000010412)

MOL for CFc000010412 (gamma-Glutamylthreonine)

3D MOL for CFc000010412 (gamma-Glutamylthreonine)

3D SDF for CFc000010412 (gamma-Glutamylthreonine)

3D-SDF for CFc000010412 (gamma-Glutamylthreonine)

PDB for CFc000010412 (gamma-Glutamylthreonine)

3D PDB for CFc000010412 (gamma-Glutamylthreonine)

SMILES for CFc000010412 (gamma-Glutamylthreonine)

INCHI for CFc000010412 (gamma-Glutamylthreonine)

Structure for CFc000010412 (gamma-Glutamylthreonine)

3D Structure for CFc000010412 (gamma-Glutamylthreonine)