1.0 2011-09-21 01:38:22 UTC 2015-07-21 06:59:23 UTC FDB028349 2,8-Dihydroxyquinoline-beta-D-glucuronide 2,8-Dihydroxyquinoline-beta-D-glucuronide is a glucuronide conjugate of 2,8-Dihydroxyquinoline. 2,8-Dihydroxyquinoline is an intermediate in gut microbial metabolism of quinoline or 8-hydroxyquinoline. Quinoline is also used as a catalyst, a corrosion inhibitor, in metallurgical processes, in the manufacture of dyes, as a preservative for anatomical specimens, in polymers and agricultural chemicals, and as a solvent for resins and terpenes. It is also used as an antimalarial medicine. 2,8-Dihydroxyquinoline-beta-D-glucuronide has been identified as a potential urinary biomarker that is elevated by peroxisome proliferator-activated receptor (PPARalpha) agonists. (PMID: 17550978) [HMDB] 2,8-Dihydroxyquinoline-b-D-glucuronide 2,8-Dihydroxyquinoline-beta-delta-glucuronide C15H15NO8 337.2815 337.079766461 (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(8-hydroxyquinolin-2-yl)oxy]oxane-2-carboxylic acid (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(8-hydroxyquinolin-2-yl)oxy]oxane-2-carboxylic acid O[C@H]1[C@H](OC2=NC3=C(C=CC=C3O)C=C2)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O InChI=1S/C15H15NO8/c17-7-3-1-2-6-4-5-8(16-9(6)7)23-15-12(20)10(18)11(19)13(24-15)14(21)22/h1-5,10-13,15,17-20H,(H,21,22)/t10-,11-,12+,13-,15+/m0/s1 YQBCNQXCTHWJOK-DKBOKBLXSA-N belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. O-glucuronides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 8-hydroxyquinolines Acetals Azacyclic compounds Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Hydroxyquinolines Monocarboxylic acids and derivatives Monosaccharides O-glycosyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Pyrans Pyridines and derivatives Quinolones and derivatives Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 1-o-glucuronide 8-hydroxyquinoline Acetal Alcohol Aromatic heteropolycyclic compound Azacycle Benzenoid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy acid Hydroxyquinoline Monocarboxylic acid or derivatives Monosaccharide O-glucuronide O-glycosyl compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Pyran Pyridine Quinoline Quinolone Secondary alcohol Solid logp -0.06 ALOGPS logs -1.61 ALOGPS solubility 8.19e+00 g/l ALOGPS logp -0.2 ChemAxon pka_strongest_acidic 3.16 ChemAxon pka_strongest_basic 2.13 ChemAxon iupac (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(8-hydroxyquinolin-2-yl)oxy]oxane-2-carboxylic acid ChemAxon average_mass 337.2815 ChemAxon mono_mass 337.079766461 ChemAxon smiles O[C@H]1[C@H](OC2=NC3=C(C=CC=C3O)C=C2)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O ChemAxon formula C15H15NO8 ChemAxon inchi InChI=1S/C15H15NO8/c17-7-3-1-2-6-4-5-8(16-9(6)7)23-15-12(20)10(18)11(19)13(24-15)14(21)22/h1-5,10-13,15,17-20H,(H,21,22)/t10-,11-,12+,13-,15+/m0/s1 ChemAxon inchikey YQBCNQXCTHWJOK-DKBOKBLXSA-N ChemAxon polar_surface_area 149.57 ChemAxon refractivity 76.27 ChemAxon polarizability 31.25 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9547 Specdb::CMs 39748 Specdb::CMs 135478 Specdb::CMs 143212 Specdb::NmrOneD 150830 Specdb::NmrOneD 150831 Specdb::NmrOneD 150832 Specdb::NmrOneD 150833 Specdb::NmrOneD 150834 Specdb::NmrOneD 150835 Specdb::NmrOneD 150836 Specdb::NmrOneD 150837 Specdb::NmrOneD 150838 Specdb::NmrOneD 150839 Specdb::NmrOneD 150840 Specdb::NmrOneD 150841 Specdb::NmrOneD 150842 Specdb::NmrOneD 150843 Specdb::NmrOneD 150844 Specdb::NmrOneD 150845 Specdb::NmrOneD 150846 Specdb::NmrOneD 150847 Specdb::NmrOneD 150848 Specdb::NmrOneD 150849 Specdb::MsMs 287074 Specdb::MsMs 287075 Specdb::MsMs 287076 Specdb::MsMs 325837 Specdb::MsMs 325838 Specdb::MsMs 325839 Specdb::MsMs 2416369 Specdb::MsMs 2416370 Specdb::MsMs 2416371 Specdb::MsMs 2546790 Specdb::MsMs 2546791 Specdb::MsMs 2546792 HMDB11658 #<Reference:0x000055ce32931880> 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 UDP-glucuronosyltransferase 1-1 P22309 UGT1A1 UDP-glucuronosyltransferase 1-4 P22310 UGT1A4 UDP-glucuronosyltransferase 1-6 P19224 UGT1A6 UDP-glucuronosyltransferase 1-9 O60656 UGT1A9 UDP-glucuronosyltransferase 2B4 P06133 UGT2B4 UDP-glucuronosyltransferase 2B7 P16662 UGT2B7