Posted inUncategorized

Histidinyl-Alanine

July 21, 2017
Common Name

Histidinyl-Alanine Description

Histidinyl-Alanine is a dipeptide composed of histidine and alanine. 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 HMDB28878 (Histidinyl-Alanine)

Synonyms

Value Source H-a DipeptideHMDB HA dipeptideHMDB His-alaHMDB Histidine alanine dipeptideHMDB Histidine-alanine dipeptideHMDB HistidinylalanineHMDB L-Histidinyl-L-alanineHMDB HistidinoalanineMeSH HistidylalanineMeSH Histidinoalanine, (beta)-isomerMeSH N-(2-amino-2-Carboxyethyl)histidineMeSH

Chemical Formlia

C9H14N4O3 Average Molecliar Weight

226.2325 Monoisotopic Molecliar Weight

226.106590334 IUPAC Name

2-[2-amino-3-(1H-imidazol-5-yl)propanamido]propanoic acid Traditional Name

2-[2-amino-3-(3H-imidazol-4-yl)propanamido]propanoic acid CAS Registry Number

Not Available SMILES

CC(NC(=O)C(N)CC1=CN=CN1)C(O)=O

InChI Identifier

InChI=1S/C9H14N4O3/c1-5(9(15)16)13-8(14)7(10)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)

InChI Key

FRJIAZKQGSCKPQ-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

  • Histidine and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Alanine and derivatives
  • Imidazolyl carboxylic acids and derivatives
  • Aralkylamines
  • Fatty amides
  • Heteroaromatic compounds
  • Secondary carboxylic acid amides
  • Amino acids
  • Monocarboxylic acids and derivatives
  • Azacyclic compounds
  • Carboxylic acids
  • Organic oxides
  • Monoalkylamines
  • Carbonyl compounds
  • Organopnictogen compounds
  • Hydrocarbon derivatives

    • Substituents

  • Alpha-dipeptide
  • Histidine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • Imidazolyl carboxylic acid derivative
  • Aralkylamine
  • Fatty amide
  • Fatty acyl
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Carboxylic acid
  • Azacycle
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound

    • Molecliar Framework

    Aromatic 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-4.1Extrapolated

    Predicted Properties

    Property Value Source Water Solubility11.4 mg/mLALOGPS logP-2.8ALOGPS logP-3.9ChemAxon logS-1.3ALOGPS pKa (Strongest Acidic)3.39ChemAxon pKa (Strongest Basic)8.02ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area121.1 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity55.36 m3·mol-1ChemAxon Polarizability22.29 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

    HMDB28878 Metagene Link

    HMDB28878 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: TOFA

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Nath M, Singh H, Eng G, Song X: New diorganotin(IV) derivatives of dipeptides: synthesis and characteristic spectral studies. Spectrochim Acta A Mol Biomol Spectrosc. 2008 Nov 15;71(2):529-36. doi: 10.1016/j.saa.2008.01.006. Epub 2008 Jan 11. [PubMed:18289925 ]
    2. Gucinski AC, Chamot-Rooke J, Nicol E, Somogyi A, Wysocki VH: Structural influences on preferential oxazolone versus diketopiperazine b(2+) ion formation for histidine analogue-containing peptides. J Phys Chem A. 2012 May 3;116(17):4296-304. doi: 10.1021/jp300262d. Epub 2012 Apr 24. [PubMed:22448972 ]

    PMID: 19144685

    Last updated on