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Glutaminyl-Cysteine

July 21, 2017
Common Name

Glutaminyl-Cysteine Description

Glutaminyl-Cysteine is a dipeptide composed of glutamine and cysteine. 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 HMDB28794 (Glutaminyl-Cysteine)

Synonyms

Value Source GLN-CysHMDB Glutamine cysteine dipeptideHMDB Glutamine-cysteine dipeptideHMDB GlutaminylcysteineHMDB L-Glutaminyl-L-cysteineHMDB Q-C DipeptideHMDB QC DipeptideHMDB

Chemical Formlia

C8H15N3O4S Average Molecliar Weight

249.287 Monoisotopic Molecliar Weight

249.078326673 IUPAC Name

2-(2-amino-4-carbamoylbutanamido)-3-slifanylpropanoic acid Traditional Name

2-(2-amino-4-carbamoylbutanamido)-3-slifanylpropanoic acid CAS Registry Number

Not Available SMILES

NC(CCC(N)=O)C(=O)NC(CS)C(O)=O

InChI Identifier

InChI=1S/C8H15N3O4S/c9-4(1-2-6(10)12)7(13)11-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H2,10,12)(H,11,13)(H,14,15)

InChI Key

XIPZDANNDPMZGQ-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

  • Glutamine and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Cysteine and derivatives
  • N-acyl amines
  • Secondary carboxylic acid amides
  • Primary carboxylic acid amides
  • Amino acids
  • Alkylthiols
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Hydrocarbon derivatives
  • Carbonyl compounds
  • Monoalkylamines
  • Organic oxides
  • Organopnictogen compounds

    • Substituents

  • Alpha-dipeptide
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid or derivatives
  • N-acyl-amine
  • Fatty amide
  • Fatty acyl
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Primary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alkylthiol
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Organoslifur compound
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organic oxygen 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-4.49Extrapolated

    Predicted Properties

    Property Value Source Water Solubility3.71 mg/mLALOGPS logP-2.9ALOGPS logP-4.5ChemAxon logS-1.8ALOGPS pKa (Strongest Acidic)3.52ChemAxon pKa (Strongest Basic)8.22ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count5ChemAxon Polar Surface Area135.51 Å2ChemAxon Rotatable Bond Count7ChemAxon Refractivity58.13 m3·mol-1ChemAxon Polarizability24.37 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

    HMDB28794 Metagene Link

    HMDB28794 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Lys01 (trihydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Pemberton LF, Rughetti A, Taylor-Papadimitriou J, Gendler SJ: The epithelial mucin MUC1 contains at least two discrete signals specifying membrane localization in cells. J Biol Chem. 1996 Jan 26;271(4):2332-40. [PubMed:8567697 ]

    PMID: 15592581

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