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Hydroxyprolyl-Serine

July 21, 2017
Common Name

Hydroxyprolyl-Serine Description

Hydroxyprolyl-Serine is a dipeptide composed of hydroxyproline 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

Structure for HMDB28872 (Hydroxyprolyl-Serine)

Synonyms

Value Source Hydroxyproline serine dipeptideHMDB HP-S DipeptideHMDB hpro-SerHMDB HPS DipeptideHMDB Hydroxyproline-serine dipeptideHMDB HydroxyprolylserineHMDB L-Hydroxyprolyl-L-serineHMDB

Chemical Formlia

C8H14N2O5 Average Molecliar Weight

218.2072 Monoisotopic Molecliar Weight

218.090271568 IUPAC Name

3-hydroxy-2-[(4-hydroxypyrrolidin-2-yl)formamido]propanoic acid Traditional Name

3-hydroxy-2-[(4-hydroxypyrrolidin-2-yl)formamido]propanoic acid CAS Registry Number

Not Available SMILES

OCC(NC(=O)C1CC(O)CN1)C(O)=O

InChI Identifier

InChI=1S/C8H14N2O5/c11-3-6(8(14)15)10-7(13)5-1-4(12)2-9-5/h4-6,9,11-12H,1-3H2,(H,10,13)(H,14,15)

InChI Key

UVSBYUFDCGZIMR-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

  • Proline and derivatives
  • N-acyl-alpha amino acids
  • Serine and derivatives
  • Alpha amino acid amides
  • Pyrrolidinecarboxamides
  • Beta hydroxy acids and derivatives
  • Secondary carboxylic acid amides
  • Secondary alcohols
  • 1,2-aminoalcohols
  • Amino acids
  • Azacyclic compounds
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Dialkylamines
  • Organopnictogen compounds
  • Carbonyl compounds
  • Organic oxides
  • Primary alcohols
  • Hydrocarbon derivatives

    • Substituents

  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • Proline or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Serine or derivatives
  • Alpha-amino acid or derivatives
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine-2-carboxamide
  • Beta-hydroxy acid
  • Hydroxy acid
  • Pyrrolidine
  • 1,2-aminoalcohol
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Secondary aliphatic amine
  • Carboxylic acid
  • Secondary amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • 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-5.3Extrapolated

    Predicted Properties

    Property Value Source Water Solubility37.0 mg/mLALOGPS logP-3.6ALOGPS logP-5.3ChemAxon logS-0.77ALOGPS pKa (Strongest Acidic)3.34ChemAxon pKa (Strongest Basic)9.11ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count5ChemAxon Polar Surface Area118.89 Å2ChemAxon Rotatable Bond Count4ChemAxon Refractivity48.22 m3·mol-1ChemAxon Polarizability20.67 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

    HMDB28872 Metagene Link

    HMDB28872 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Farampator

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Liu KX, Kato Y, Kaku TI, Santa T, Imai K, Yagi A, Ishizu T, Sugiyama Y: Hydroxyprolylserine derivatives JBP923 and JBP485 exhibit the antihepatitis activities after gastrointestinal absorption in rats. J Pharmacol Exp Ther. 2000 Aug;294(2):510-5. [PubMed:10900226 ]

    PMID: 15655528

    Last updated on