Methionyl-Arginine

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
    1. 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 ]
    2. 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 ]
    3. 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 ]
    4. 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