| Common Name |
Glutamyl-Arginine
| Description |
Glutamyl-Arginine is a dipeptide composed of glutamate and arginine. 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 HMDB28813 (Glutamyl-Arginine)
| Synonyms |
| Value |
Source |
e-R DipeptideHMDB
ER dipeptideHMDB
Glu-argHMDB
Glutamate arginine dipeptideHMDB
Glutamate-arginine dipeptideHMDB
GlutamylarginineHMDB
L-Glutamyl-L-arginineHMDB
| Chemical Formlia |
C11H20N5O5
| Average Molecliar Weight |
302.307
| Monoisotopic Molecliar Weight |
302.146443775
| IUPAC Name |
4-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoate
| Traditional Name |
4-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoate
| CAS Registry Number |
Not Available
| SMILES |
NC(CCC([O-])=O)C(=O)NC(CCCNC(N)=N)C(O)=O
| InChI Identifier |
InChI=1S/C11H21N5O5/c12-6(3-4-8(17)18)9(19)16-7(10(20)21)2-1-5-15-11(13)14/h6-7H,1-5,12H2,(H,16,19)(H,17,18)(H,20,21)(H4,13,14,15)/p-1
| InChI Key |
MPZWMIIOPAPAKE-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 |
Arginine and derivatives
Glutamic acid and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Amino fatty acids
Dicarboxylic acids and derivatives
N-acyl amines
Secondary carboxylic acid amides
Amino acids
Guanidines
Carboxylic acids
Carboximidamides
Monoalkylamines
Carbonyl compounds
Organic oxides
Organopnictogen compounds
Hydrocarbon derivatives
Imines
Organic anions
| Substituents |
Alpha-dipeptide
Arginine or derivatives
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amino fatty acid
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Secondary carboxylic acid amide
Amino acid
Guanidine
Amino acid or derivatives
Carboxamide group
Carboximidamide
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Primary aliphatic amine
Imine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
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-6.29Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.6 mg/mLALOGPS
logP-3.7ALOGPS
logP-6.3ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)3.25ChemAxon
pKa (Strongest Basic)12.09ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area194.45 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity92.85 m3·mol-1ChemAxon
Polarizability29.98 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 |
HMDB28813
| Metagene Link |
HMDB28813
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: 4-Acetamidobutanoic acid
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Varadarajan N, Rodriguez S, Hwang BY, Georgiou G, Iverson BL: Highly active and selective endopeptidases with programmed substrate specificities. Nat Chem Biol. 2008 May;4(5):290-4. doi: 10.1038/nchembio.80. [PubMed:18391948 ]
- Hsu EC, Dorig RE, Sarangi F, Marcil A, Iorio C, Richardson CD: Artificial mutations and natural variations in the CD46 molecules from human and monkey cells define regions important for measles virus binding. J Virol. 1997 Aug;71(8):6144-54. [PubMed:9223509 ]
- van Rossum EF, Koper JW, Huizenga NA, Uitterlinden AG, Janssen JA, Brinkmann AO, Grobbee DE, de Jong FH, van Duyn CM, Pols HA, Lamberts SW: A polymorphism in the glucocorticoid receptor gene, which decreases sensitivity to glucocorticoids in vivo, is associated with low insulin and cholesterol levels. Diabetes. 2002 Oct;51(10):3128-34. [PubMed:12351458 ]
- Russcher H, van Rossum EF, de Jong FH, Brinkmann AO, Lamberts SW, Koper JW: Increased expression of the glucocorticoid receptor-A translational isoform as a result of the ER22/23EK polymorphism. Mol Endocrinol. 2005 Jul;19(7):1687-96. Epub 2005 Mar 3. [PubMed:15746190 ]
|
PMID: 2522991
