| Common Name |
Glutamyl-Serine
| Description |
Glutamyl-Serine is a dipeptide composed of glutamate and serine. 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB28828 (Glutamyl-Serine)
| Synonyms |
| Value |
Source |
e-S DipeptideHMDB
ES dipeptideHMDB
Glu-serHMDB
Glutamate serine dipeptideHMDB
Glutamate-serine dipeptideHMDB
GlutamylserineHMDB
L-Glutamyl-L-serineHMDB
| Chemical Formlia |
C8H13N2O6
| Average Molecliar Weight |
233.1986
| Monoisotopic Molecliar Weight |
233.077361158
| IUPAC Name |
4-amino-4-[(1-carboxy-2-hydroxyethyl)carbamoyl]butanoate
| Traditional Name |
4-amino-4-[(1-carboxy-2-hydroxyethyl)carbamoyl]butanoate
| CAS Registry Number |
Not Available
| SMILES |
NC(CCC([O-])=O)C(=O)NC(CO)C(O)=O
| InChI Identifier |
InChI=1S/C8H14N2O6/c9-4(1-2-6(12)13)7(14)10-5(3-11)8(15)16/h4-5,11H,1-3,9H2,(H,10,14)(H,12,13)(H,15,16)/p-1
| InChI Key |
UQHGAYSULGRWRG-UHFFFAOYSA-M
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Dipeptides
| Alternative Parents |
Glutamic acid and derivatives
N-acyl-alpha amino acids
Serine and derivatives
Alpha amino acid amides
Amino fatty acids
Beta hydroxy acids and derivatives
Hydroxy fatty acids
N-acyl amines
Dicarboxylic acids and derivatives
Secondary carboxylic acid amides
Amino acids
Carboxylic acids
Primary alcohols
Hydrocarbon derivatives
Monoalkylamines
Carbonyl compounds
Organic oxides
Organopnictogen compounds
Organic anions
| Substituents |
Alpha-dipeptide
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alpha-amino acid or derivatives
Amino fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
Hydroxy acid
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Primary aliphatic amine
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Alcohol
Amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic anion
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-5.11Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility59.6 mg/mLALOGPS
logP-3.3ALOGPS
logP-5.1ChemAxon
logS-0.62ALOGPS
pKa (Strongest Acidic)3.11ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area152.78 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity60.97 m3·mol-1ChemAxon
Polarizability21.42 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
Not Available
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB28828
| Metagene Link |
HMDB28828
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: PF-01247324
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Kanazawa A, Kakimoto Y, Nakajima T, Sano I: Identification of gamma-glutamylserine, gamma-glutamylalanine, gamma-glutamylvaline and S-methylglutathione of bovine brain. Biochim Biophys Acta. 1965 Nov 15;111(1):90-5. [PubMed:5867340 ]
|
PMID: 23047241