1.02011-09-21 01:38:46 UTC2015-07-21 06:59:24 UTCFDB028374PhenylbutyrylglutaminePhenylbutyrylglutamine has been identified as a new metabolite of phenylbutyrate in human plasma and urine. Phenylbutyrate is used in humans for treating inborn errors of ureagenesis, certain forms of cancer, cystic fibrosis and thalassemia. After administration of phenylbutyrate to normal humans, the cumulative urinary excretion of phenylacetate, phenylbutyrate, phenylacetylglutamine and phenylbutyrylglutamine amounts to about half of the dose of phenylbutyrate. [HMDB]C15H20N2O4292.3303292.1423071384-carbamoyl-2-(4-phenylbutanamido)butanoic acid4-carbamoyl-2-(4-phenylbutanamido)butanoic acidNC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=OInChI=1S/C15H20N2O4/c16-13(18)10-9-12(15(20)21)17-14(19)8-4-7-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H2,16,18)(H,17,19)(H,20,21)XKQKXKRCMAJADR-UHFFFAOYSA-N belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.Glutamine and derivativesOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAromatic homomonocyclic compoundsBenzene and substituted derivativesCarbonyl compoundsCarboxylic acidsHydrocarbon derivativesMonocarboxylic acids and derivativesN-acyl aminesN-acyl-alpha amino acidsOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsPrimary carboxylic acid amidesSecondary carboxylic acid amidesAromatic homomonocyclic compoundBenzenoidCarbonyl groupCarboxamide groupCarboxylic acidFatty acylFatty amideGlutamine or derivativesHydrocarbon derivativeMonocarboxylic acid or derivativesMonocyclic benzene moietyN-acyl-alpha amino acid or derivativesN-acyl-alpha-amino acidN-acyl-amineOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPrimary carboxylic acid amideSecondary carboxylic acid amideSolidlogp0.65logs-3.55solubility8.15e-02 g/llogp0.8pka_strongest_acidic3.87pka_strongest_basic-0.56iupac4-carbamoyl-2-(4-phenylbutanamido)butanoic acidaverage_mass292.3303mono_mass292.142307138smilesNC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=OformulaC15H20N2O4inchiInChI=1S/C15H20N2O4/c16-13(18)10-9-12(15(20)21)17-14(19)8-4-7-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H2,16,18)(H,17,19)(H,20,21)inchikeyXKQKXKRCMAJADR-UHFFFAOYSA-Npolar_surface_area109.49refractivity76.48polarizability30.51rotatable_bond_count9acceptor_count4donor_count3physiological_charge-1formal_charge0Specdb::CMs22573Specdb::CMs39766Specdb::CMs148978Specdb::MsMs316129Specdb::MsMs316130Specdb::MsMs316131Specdb::MsMs362302Specdb::MsMs362303Specdb::MsMs362304Specdb::MsMs2252459Specdb::MsMs2254016Specdb::MsMs2702002Specdb::MsMs2702003Specdb::MsMs2702004Specdb::MsMs3006522Specdb::MsMs3006523Specdb::MsMs3006524HMDB11687AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823