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Arginyl-Serine

July 24, 2017
Common Name

Arginyl-Serine Description

Arginyl-Serine is a dipeptide composed of arginine 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

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Synonyms

Value Source Arg-serHMDB Arginine serine dipeptideHMDB Arginine-serine dipeptideHMDB ArginylserineHMDB L-Arginyl-L-serineHMDB R-S DipeptideHMDB RS DipeptideHMDB

Chemical Formlia

C9H19N5O4 Average Molecliar Weight

261.2783 Monoisotopic Molecliar Weight

261.143704121 IUPAC Name

2-(2-amino-5-carbamimidamidopentanamido)-3-hydroxypropanoic acid Traditional Name

2-(2-amino-5-carbamimidamidopentanamido)-3-hydroxypropanoic acid CAS Registry Number

Not Available SMILES

NC(CCCNC(N)=N)C(=O)NC(CO)C(O)=O

InChI Identifier

InChI=1S/C9H19N5O4/c10-5(2-1-3-13-9(11)12)7(16)14-6(4-15)8(17)18/h5-6,15H,1-4,10H2,(H,14,16)(H,17,18)(H4,11,12,13)

InChI Key

IJYZHIOOBGIINM-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

  • N-acyl-alpha amino acids
  • Serine and derivatives
  • Alpha amino acid amides
  • Beta hydroxy acids and derivatives
  • N-acyl amines
  • Secondary carboxylic acid amides
  • Amino acids
  • Guanidines
  • Propargyl-type 1,3-dipolar organic compounds
  • Carboximidamides
  • Carboxylic acids
  • Monocarboxylic acids and derivatives
  • Organopnictogen compounds
  • Primary alcohols
  • Organic oxides
  • Hydrocarbon derivatives
  • Monoalkylamines
  • Carbonyl compounds

    • Substituents

  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Serine or derivatives
  • Alpha-amino acid or derivatives
  • Beta-hydroxy acid
  • Fatty amide
  • Hydroxy acid
  • N-acyl-amine
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxamide group
  • Guanidine
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organopnictogen compound
  • Alcohol
  • Organooxygen compound
  • Primary alcohol
  • Primary amine
  • Amine
  • 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-4.72Extrapolated

    Predicted Properties

    Property Value Source Water Solubility0.97 mg/mLALOGPS logP-3.8ALOGPS logP-4.7ChemAxon logS-2.4ALOGPS pKa (Strongest Acidic)3.47ChemAxon pKa (Strongest Basic)11.96ChemAxon Physiological Charge1ChemAxon Hydrogen Acceptor Count8ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area174.55 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity72.76 m3·mol-1ChemAxon Polarizability26.55 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

    HMDB28718 Metagene Link

    HMDB28718 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Phenacetin

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Ezaki M, Shigematsu N, Yamashita M, Komori T, Umehara K, Imanaka H: Biphenomycin C, a precursor of biphenomycin A in mixed culture. J Antibiot (Tokyo). 1993 Jan;46(1):135-40. [PubMed:8436546 ]

    PMID: 25237378

    Last updated on