Methionyl-Proline

Common Name

Methionyl-Proline Description

Methionyl-Proline is a dipeptide composed of methionine and proline. 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 HMDB28981 (Methionyl-Proline)

Synonyms

Value Source L-Methionyl-L-prolineHMDB m-P DipeptideHMDB Met-proHMDB Methionine proline dipeptideHMDB Methionine-proline dipeptideHMDB MethionylprolineHMDB MP DipeptideHMDB

Chemical Formlia

C10H18N2O3S Average Molecliar Weight

246.327 Monoisotopic Molecliar Weight

246.103813142 IUPAC Name

1-[2-amino-4-(methylslifanyl)butanoyl]pyrrolidine-2-carboxylic acid Traditional Name

met-pro CAS Registry Number

Not Available SMILES

CSCCC(N)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C10H18N2O3S/c1-16-6-4-7(11)9(13)12-5-2-3-8(12)10(14)15/h7-8H,2-6,11H2,1H3,(H,14,15)

InChI Key

DZMGFGQBRYWJOR-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
  • Proline and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Pyrrolidine carboxylic acids
  • N-acylpyrrolidines
  • Tertiary carboxylic acid amides
  • Amino acids
  • Slifenyl compounds
  • Azacyclic compounds
  • Carboxylic acids
  • Dialkylthioethers
  • Monocarboxylic acids and derivatives
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Organic oxides
  • Monoalkylamines
  • Organopnictogen compounds
  • Substituents

  • Alpha-dipeptide
  • Methionine or derivatives
  • Proline or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • N-acylpyrrolidine
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Dialkylthioether
  • Slifenyl compound
  • Thioether
  • Amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Organoslifur compound
  • Primary amine
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxide
  • Aliphatic heteromonocyclic compound
  • Molecliar Framework

    Aliphatic heteromonocyclic 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-2.45Extrapolated

    Predicted Properties

    Property Value Source Water Solubility12.6 mg/mLALOGPS logP-0.55ALOGPS logP-2.5ChemAxon logS-1.3ALOGPS pKa (Strongest Acidic)3.78ChemAxon pKa (Strongest Basic)8.41ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area83.63 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity62.57 m3·mol-1ChemAxon Polarizability25.67 Å3ChemAxon Number of Rings1ChemAxon 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

    HMDB28981 Metagene Link

    HMDB28981 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Monastrol

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Gopaul DN, Meyer SL, Degano M, Sacchettini JC, Schramm VL: Inosine-uridine nucleoside hydrolase from Crithidia fasciculata. Genetic characterization, crystallization, and identification of histidine 241 as a catalytic site residue. Biochemistry. 1996 May 14;35(19):5963-70. [PubMed:8634237 ]
    2. Uramatsu S, Liu G, Yang Q, Uramatsu M, Chi H, Lu J, Yamashita K, Kodama H: Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency. Amino Acids. 2009 Sep;37(3):543-51. doi: 10.1007/s00726-009-0262-7. Epub 2009 Mar 5. [PubMed:19263194 ]
    3. Nakayama K, Awata S, Zhang J, Kaba H, Manabe M, Kodama H: Characteristics of prolidase from the erythrocytes of normal humans and patients with prolidase deficiency and their mother. Clin Chem Lab Med. 2003 Oct;41(10):1323-8. [PubMed:14580160 ]

    PMID: 8496922