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Cysteinyl-Glycine

July 21, 2017
Common Name

Cysteinyl-Glycine Description

Cysteinyl-Glycine is a dipeptide composed of cysteine and glycine. 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 HMDB28775 (Cysteinyl-Glycine)

Synonyms

Value Source C-g DipeptideHMDB CG DipeptideHMDB Cys-glyHMDB Cysteine glycine dipeptideHMDB Cysteine-glycine dipeptideHMDB CysteinylglycineHMDB L-Cysteinyl-L-glycineHMDB

Chemical Formlia

C5H10N2O3S Average Molecliar Weight

178.21 Monoisotopic Molecliar Weight

178.041212886 IUPAC Name

2-(2-amino-3-slifanylpropanamido)acetic acid Traditional Name

(2-amino-3-slifanylpropanamido)acetic acid CAS Registry Number

Not Available SMILES

NC(CS)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)

InChI Key

ZUKPVRWZDMRIEO-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
  • Cysteine and derivatives
  • Alpha amino acid amides
  • Secondary carboxylic acid amides
  • Amino acids
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Alkylthiols
  • Organopnictogen compounds
  • Organic oxides
  • Monoalkylamines
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Alkylthiol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organoslifur compound
  • Primary aliphatic amine
  • 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-3.9Extrapolated

    Predicted Properties

    Property Value Source Water Solubility6.25 mg/mLALOGPS logP-2.6ALOGPS logP-3.9ChemAxon logS-1.5ALOGPS pKa (Strongest Acidic)3.6ChemAxon pKa (Strongest Basic)8.08ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area92.42 Å2ChemAxon Rotatable Bond Count4ChemAxon Refractivity41.03 m3·mol-1ChemAxon Polarizability17.01 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

    HMDB28775 Metagene Link

    HMDB28775 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Migalastat (hydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
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    12. Ferin R, Pavao ML, Baptista J: Methodology for a rapid and simultaneous determination of total cysteine, homocysteine, cysteinylglycine and glutathione in plasma by isocratic RP-HPLC. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Dec 12;911:15-20. doi: 10.1016/j.jchromb.2012.10.022. Epub 2012 Oct 24. [PubMed:23217300 ]
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    14. Kuzniak E, Kazmierczak A, Wielanek M, Glowacki R, Kornas A: Involvement of salicylic acid, glutathione and protein S-thiolation in plant cell death-mediated defence response of Mesembryanthemum crystallinum against Botrytis cinerea. Plant Physiol Biochem. 2013 Feb;63:30-8. doi: 10.1016/j.plaphy.2012.11.014. Epub 2012 Nov 28. [PubMed:23228550 ]
    15. Prakash H, Shodai A, Yasui H, Sakurai H, Hirota S: Photocontrol of spatial orientation and DNA cleavage activity of copper(II)-bound dipeptides linked by an azobenzene derivative. Inorg Chem. 2008 Jun 16;47(12):5045-7. doi: 10.1021/ic8007443. Epub 2008 May 14. [PubMed:18476687 ]
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    PMID: 7770779

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