1.0 2011-09-21 00:23:26 UTC 2015-07-21 06:57:29 UTC FDB023025 Galactonolactone Galactonolactone 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-lactone D-Galactono-1,5-lactone D-Galactono-8-lactone D-Galactonolactone delta-Galactono-1,4-lactone delta-Galactono-1,5-lactone delta-Galactono-8-lactone delta-Galactonolactone gamma-D-Galactonolactone gamma-delta-Galactonolactone C6H10O6 178.14 178.047738052 (3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxepan-2-one galactonolactone 2426-46-2 O[C@@H]1COC(=O)[C@H](O)[C@@H](O)[C@H]1O InChI=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/s1 WTXGYGWMPUGBAL-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. Lactones Organic compounds Organoheterocyclic compounds Lactones Aliphatic heteromonocyclic compounds Carbonyl compounds Carboxylic acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxepanes Polyols Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Caprolactone Carbonyl group Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Oxepane Polyol Secondary alcohol Solid logp -2.29 ALOGPS logs 0.51 ALOGPS solubility 5.83e+02 g/l ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 11.61 ChemAxon pka_strongest_basic -3.5 ChemAxon iupac (3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxepan-2-one ChemAxon average_mass 178.14 ChemAxon mono_mass 178.047738052 ChemAxon smiles O[C@@H]1COC(=O)[C@H](O)[C@@H](O)[C@H]1O ChemAxon formula C6H10O6 ChemAxon inchi InChI=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/s1 ChemAxon inchikey WTXGYGWMPUGBAL-MGCNEYSASA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 34.78 ChemAxon polarizability 14.99 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1797 Specdb::MsIr 1798 Specdb::MsIr 1799 Specdb::CMs 13543 Specdb::CMs 38439 Specdb::CMs 170276 Specdb::NmrOneD 122658 Specdb::NmrOneD 122659 Specdb::NmrOneD 122660 Specdb::NmrOneD 122661 Specdb::NmrOneD 122662 Specdb::NmrOneD 122663 Specdb::NmrOneD 122664 Specdb::NmrOneD 122665 Specdb::NmrOneD 122666 Specdb::NmrOneD 122667 Specdb::NmrOneD 122668 Specdb::NmrOneD 122669 Specdb::NmrOneD 122670 Specdb::NmrOneD 122671 Specdb::NmrOneD 122672 Specdb::NmrOneD 122673 Specdb::NmrOneD 122674 Specdb::NmrOneD 122675 Specdb::NmrOneD 122676 Specdb::NmrOneD 122677 Specdb::MsMs 26708 Specdb::MsMs 26709 Specdb::MsMs 26710 Specdb::MsMs 33266 Specdb::MsMs 33267 Specdb::MsMs 33268 Specdb::MsMs 2784619 Specdb::MsMs 2784620 Specdb::MsMs 2784621 Specdb::MsMs 2921605 Specdb::MsMs 2921606 Specdb::MsMs 2921607 HMDB02541 15895 #<Reference:0x000055ce322ef6c0> #<Reference:0x000055ce322ef508> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823