| Common Name |
Methionyl-Arginine
| Description |
Methionyl-Arginine is a dipeptide composed of methionine 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 |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB28967 (Methionyl-Arginine)
| Synonyms |
| Value |
Source |
L-Methionyl-L-arginineHMDB
m-R DipeptideHMDB
Met-argHMDB
Methionine arginine dipeptideHMDB
Methionine-arginine dipeptideHMDB
MethionylarginineHMDB
MR DipeptideHMDB
| Chemical Formlia |
C11H23N5O3S
| Average Molecliar Weight |
305.397
| Monoisotopic Molecliar Weight |
305.152160317
| IUPAC Name |
2-[2-amino-4-(methylslifanyl)butanamido]-5-carbamimidamidopentanoic acid
| Traditional Name |
2-[2-amino-4-(methylslifanyl)butanamido]-5-carbamimidamidopentanoic acid
| CAS Registry Number |
Not Available
| SMILES |
CSCCC(N)C(=O)NC(CCCNC(N)=N)C(O)=O
| InChI Identifier |
InChI=1S/C11H23N5O3S/c1-20-6-4-7(12)9(17)16-8(10(18)19)3-2-5-15-11(13)14/h7-8H,2-6,12H2,1H3,(H,16,17)(H,18,19)(H4,13,14,15)
| InChI Key |
UASDAHIAHBRZQV-UHFFFAOYSA-N
| 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 |
Methionine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Fatty acids and conjugates
N-acyl amines
Secondary carboxylic acid amides
Amino acids
Guanidines
Propargyl-type 1,3-dipolar organic compounds
Carboximidamides
Carboxylic acids
Dialkylthioethers
Monocarboxylic acids and derivatives
Slifenyl compounds
Organic oxides
Carbonyl compounds
Hydrocarbon derivatives
Organopnictogen compounds
Monoalkylamines
| Substituents |
Alpha-dipeptide
Methionine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Amino acid or derivatives
Carboxamide group
Guanidine
Amino acid
Secondary carboxylic acid amide
Thioether
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Slifenyl compound
Carboximidamide
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organic oxide
Amine
Primary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organoslifur compound
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-3.03Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.37 mg/mLALOGPS
logP-3.2ALOGPS
logP-3ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.71ChemAxon
pKa (Strongest Basic)12.09ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area154.32 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity88.31 m3·mol-1ChemAxon
Polarizability32.67 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 |
HMDB28967
| Metagene Link |
HMDB28967
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Importazole
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Thorne BA, Viveros OH, Thomas G: Expression and processing of mouse proopiomelanocortin in bovine adrenal chromaffin cells. A model system to study tissue-specific prohormone processing. J Biol Chem. 1991 Jul 25;266(21):13607-15. [PubMed:1856197 ]
- Haberecht MF, Mitchell CK, Lo GJ, Redburn DA: N-methyl-D-aspartate-mediated glutamate toxicity in the developing rabbit retina. J Neurosci Res. 1997 Feb 15;47(4):416-26. [PubMed:9057135 ]
- Daabrowski S, Brillowska A, Kur J: Use of the green fluorescent protein variant (YFP) to monitor MetArg human proinsulin production in Escherichia coli. Protein Expr Purif. 1999 Jul;16(2):315-23. [PubMed:10419827 ]
- Dembinska-Kiec A, Zmuda A, Wenhrynowicz O, Stachura J, Peskar BA, Gryglewski RJ: Selectin-P-mediated adherence of platelets to neutrophils is regulated by prostanoids and nitric oxide. Int J Tissue React. 1993;15(2):55-64. [PubMed:7511570 ]
|
PMID: 930567