Methionyl-Phenylalanine

Common Name

Methionyl-Phenylalanine Description

Methionyl-Phenylalanine is a dipeptide composed of methionine and phenylalanine. 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 HMDB28980 (Methionyl-Phenylalanine)

Synonyms

Value Source L-Methionyl-L-phenylalanineHMDB m-F DipeptideHMDB Met-pheHMDB Methionine phenylalanine dipeptideHMDB Methionine-phenylalanine dipeptideHMDB MethionylphenylalanineHMDB MF DipeptideHMDB

Chemical Formlia

C14H20N2O3S Average Molecliar Weight

296.385 Monoisotopic Molecliar Weight

296.119463206 IUPAC Name

2-[2-amino-4-(methylslifanyl)butanamido]-3-phenylpropanoic acid Traditional Name

2-[2-amino-4-(methylslifanyl)butanamido]-3-phenylpropanoic acid CAS Registry Number

Not Available SMILES

CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C14H20N2O3S/c1-20-8-7-11(15)13(17)16-12(14(18)19)9-10-5-3-2-4-6-10/h2-6,11-12H,7-9,15H2,1H3,(H,16,17)(H,18,19)

InChI Key

HGCNKOLVKRAVHD-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

  • Phenylalanine and derivatives
  • Methionine and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Phenylpropanoic acids
  • Amphetamines and derivatives
  • N-acyl amines
  • Secondary carboxylic acid amides
  • Amino acids
  • Slifenyl compounds
  • Carboxylic acids
  • Dialkylthioethers
  • Monocarboxylic acids and derivatives
  • Organopnictogen compounds
  • Organic oxides
  • Hydrocarbon derivatives
  • Carbonyl compounds
  • Monoalkylamines
  • Substituents

  • Alpha-dipeptide
  • Phenylalanine or derivatives
  • Methionine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • 3-phenylpropanoic-acid
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • Fatty acyl
  • Benzenoid
  • Fatty amide
  • N-acyl-amine
  • Monocyclic benzene moiety
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Amino acid
  • Dialkylthioether
  • Carboxylic acid
  • Slifenyl compound
  • Monocarboxylic acid or derivatives
  • Thioether
  • Organopnictogen compound
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organoslifur compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
  • Molecliar Framework

    Aromatic homomonocyclic 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-1.07Extrapolated

    Predicted Properties

    Property Value Source Water Solubility0.33 mg/mLALOGPS logP0ALOGPS logP-1.1ChemAxon logS-3ALOGPS pKa (Strongest Acidic)3.83ChemAxon pKa (Strongest Basic)8.42ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area92.42 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity79.5 m3·mol-1ChemAxon Polarizability31.86 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

    HMDB28980 Metagene Link

    HMDB28980 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: 6″-O-Apiosyl-5-O-Methylvisammioside

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Nelson RD, McCormack RT, Fiegel VD, Simmons RL: Chemotactic deactivation of human neutrophils: evidence for nonspecific and specific components. Infect Immun. 1978 Nov;22(2):441-4. [PubMed:730365 ]
    2. Koomey M, Bergstrom S, Blake M, Swanson J: Pilin expression and processing in pilus mutants of Neisseria gonorrhoeae: critical role of Gly-1 in assembly. Mol Microbiol. 1991 Feb;5(2):279-87. [PubMed:1674976 ]
    3. Becker EL, Talley V, Showell HJ, Naccache PH, Shaafi RI: Activation of the rabbit polymorphonuclear leukocyte membrane “Na+, K+”-ATPase by chemotactic factor. J Cell Biol. 1978 May;77(2):329-33. [PubMed:148465 ]
    4. Matasova NB, Veniaminova AG, Bratskikh LV, Repkova MN, Iamkovoi VI, Karpova GG: [Interaction of mRNA analogs–oligoribonucleotides AUGU3, AUGU6 and (pU)6 with 80S ribosomes from human placenta in the presence of related tRNA and a protein-synthesizing system]. Mol Biol (Mosk). 1993 Mar-Apr;27(2):342-7. [PubMed:8487766 ]
    5. Matasova NB, Vladimirov SM, Bulygin KN, Veniaminova AG, Bratskikh LV, Mundus DA, Repkova MN, Iamkovoi VI, Karpova GG: [Structural elements of 80S ribosomes located near the 5-region of the mRNA-binding center]. Mol Biol (Mosk). 1994 Jul-Aug;28(4):918-25. [PubMed:7990820 ]

    PMID: 8298808