1.02011-09-21 00:23:26 UTC2015-07-21 06:57:29 UTCFDB023025GalactonolactoneGalactonolactone has been determined in human urine by reversed-phase HPLC for the specific evaluation of metabolic by-products in the urine of galactosemic patients and based on the simultaneous determination of gluconolactone, galactonolactone and galactitol. (PMID: 1797843)
Patients with galactose-1-phosphate uridyltransferase (GALT) deficiency, given a load of galactose have been shown to excrete six times as much galactonate in their urine as normal subjects exposed to the same experimental conditions. The production of galactonate occurs through the activity of a soluble NAD+-dependent galactose dehydrogenase, catalyzing the conversion of galactose to D-galactonolactone (D-galactose: NAD+ oxidoreductase, EC 1.1.1.48). (OMMBID) [HMDB]D-Galactono-1,4-lactoneD-Galactono-1,5-lactoneD-Galactono-8-lactoneD-Galactonolactonedelta-Galactono-1,4-lactonedelta-Galactono-1,5-lactonedelta-Galactono-8-lactonedelta-Galactonolactonegamma-D-Galactonolactonegamma-delta-GalactonolactoneC6H10O6178.14178.047738052(3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxepan-2-onegalactonolactone2426-46-2O[C@@H]1COC(=O)[C@H](O)[C@@H](O)[C@H]1OInChI=1S/C6H10O6/c7-2-1-12-6(11)5(10)4(9)3(2)8/h2-5,7-10H,1H2/t2-,3+,4+,5-/m1/s1WTXGYGWMPUGBAL-MGCNEYSASA-N belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.LactonesOrganic compoundsOrganoheterocyclic compoundsLactonesAliphatic heteromonocyclic compoundsCarbonyl compoundsCarboxylic acid estersHydrocarbon derivativesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsOxepanesPolyolsSecondary alcoholsAlcoholAliphatic heteromonocyclic compoundCaprolactoneCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterHydrocarbon derivativeLactoneMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxacycleOxepanePolyolSecondary alcoholSolidlogp-2.29logs0.51solubility5.83e+02 g/llogp-2.7pka_strongest_acidic11.61pka_strongest_basic-3.5iupac(3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxepan-2-oneaverage_mass178.14mono_mass178.047738052smilesO[C@@H]1COC(=O)[C@H](O)[C@@H](O)[C@H]1OformulaC6H10O6inchiInChI=1S/C6H10O6/c7-2-1-12-6(11)5(10)4(9)3(2)8/h2-5,7-10H,1H2/t2-,3+,4+,5-/m1/s1inchikeyWTXGYGWMPUGBAL-MGCNEYSASA-Npolar_surface_area107.22refractivity34.78polarizability14.99rotatable_bond_count0acceptor_count5donor_count4physiological_charge0formal_charge0Specdb::MsIr1797Specdb::MsIr1798Specdb::MsIr1799Specdb::CMs13543Specdb::CMs38439Specdb::CMs170276Specdb::NmrOneD122658Specdb::NmrOneD122659Specdb::NmrOneD122660Specdb::NmrOneD122661Specdb::NmrOneD122662Specdb::NmrOneD122663Specdb::NmrOneD122664Specdb::NmrOneD122665Specdb::NmrOneD122666Specdb::NmrOneD122667Specdb::NmrOneD122668Specdb::NmrOneD122669Specdb::NmrOneD122670Specdb::NmrOneD122671Specdb::NmrOneD122672Specdb::NmrOneD122673Specdb::NmrOneD122674Specdb::NmrOneD122675Specdb::NmrOneD122676Specdb::NmrOneD122677Specdb::MsMs26708Specdb::MsMs26709Specdb::MsMs26710Specdb::MsMs33266Specdb::MsMs33267Specdb::MsMs33268Specdb::MsMs2784619Specdb::MsMs2784620Specdb::MsMs2784621Specdb::MsMs2921605Specdb::MsMs2921606Specdb::MsMs2921607HMDB0254115895#<Reference:0x0000555674bb3788>#<Reference:0x0000555674bb3580>AnatidaeType 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