1.0 2011-09-21 00:14:49 UTC 2015-07-21 06:57:14 UTC FDB022490 trans-3-Hydroxycotinine glucuronide 3-Hydroxycotinine (3HC) is the main nicotine metabolite detected in smokers urine. It is also excreted as a glucuronide conjugate (3HC-Gluc). 3HC and 3HC-Gluc account for 40-60% of the nicotine dose in urine. [HMDB] 3'-Hydroxycotnine-glucuronide 3HC-Gluc trans-3-hydroxycotinine-glucuronide C16H20N2O8 368.3386 368.121965626 (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(3R)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl]oxy}oxane-2-carboxylic acid (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(3R)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl]oxy}oxane-2-carboxylic acid 132929-88-5 [H][C@@]1(O[C@@H]2CC(N(C)C2=O)C2=CC=CN=C2)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O InChI=1S/C16H20N2O8/c1-18-8(7-3-2-4-17-6-7)5-9(14(18)22)25-16-12(21)10(19)11(20)13(26-16)15(23)24/h2-4,6,8-13,16,19-21H,5H2,1H3,(H,23,24)/t8?,9-,10+,11+,12-,13+,16-/m1/s1 WALNNKZUGHYSCT-QBYCBOKUSA-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 heteromonocyclic compounds Acetals Alkaloids and derivatives Azacyclic compounds Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Lactams Monocarboxylic acids and derivatives Monosaccharides N-alkylpyrrolidines O-glycosyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Pyrans Pyrrolidine-2-ones Pyrrolidinylpyridines Secondary alcohols Tertiary carboxylic acid amides 1-o-glucuronide 2-pyrrolidone Acetal Alcohol Alkaloid or derivatives Aromatic heteromonocyclic compound Azacycle Beta-hydroxy acid Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy acid Lactam Monocarboxylic acid or derivatives Monosaccharide N-alkylpyrrolidine O-glucuronide O-glycosyl compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Pyran Pyridine Pyrrolidine Pyrrolidinylpyridine Pyrrolidone Secondary alcohol Tertiary carboxylic acid amide Solid logp -1.70 ALOGPS logs -0.98 ALOGPS solubility 3.89e+01 g/l ALOGPS logp -3.3 ChemAxon pka_strongest_acidic 3.23 ChemAxon pka_strongest_basic 4.8 ChemAxon iupac (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(3R)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl]oxy}oxane-2-carboxylic acid ChemAxon average_mass 368.3386 ChemAxon mono_mass 368.121965626 ChemAxon smiles [H][C@@]1(O[C@@H]2CC(N(C)C2=O)C2=CC=CN=C2)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O ChemAxon formula C16H20N2O8 ChemAxon inchi InChI=1S/C16H20N2O8/c1-18-8(7-3-2-4-17-6-7)5-9(14(18)22)25-16-12(21)10(19)11(20)13(26-16)15(23)24/h2-4,6,8-13,16,19-21H,5H2,1H3,(H,23,24)/t8?,9-,10+,11+,12-,13+,16-/m1/s1 ChemAxon inchikey WALNNKZUGHYSCT-QBYCBOKUSA-N ChemAxon polar_surface_area 149.65 ChemAxon refractivity 83.01 ChemAxon polarizability 35.29 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13710 Specdb::CMs 37975 Specdb::CMs 159936 Specdb::NmrOneD 87492 Specdb::NmrOneD 87493 Specdb::NmrOneD 87494 Specdb::NmrOneD 87495 Specdb::NmrOneD 87496 Specdb::NmrOneD 87497 Specdb::NmrOneD 87498 Specdb::NmrOneD 87499 Specdb::NmrOneD 87500 Specdb::NmrOneD 87501 Specdb::NmrOneD 87502 Specdb::NmrOneD 87503 Specdb::NmrOneD 87504 Specdb::NmrOneD 87505 Specdb::NmrOneD 87506 Specdb::NmrOneD 87507 Specdb::NmrOneD 87508 Specdb::NmrOneD 87509 Specdb::NmrOneD 87510 Specdb::NmrOneD 87511 Specdb::MsMs 69060 Specdb::MsMs 69061 Specdb::MsMs 69062 Specdb::MsMs 127248 Specdb::MsMs 127249 Specdb::MsMs 127250 Specdb::MsMs 2386895 Specdb::MsMs 2386896 Specdb::MsMs 2386897 Specdb::MsMs 2579556 Specdb::MsMs 2579557 Specdb::MsMs 2579558 HMDB01204 #<Reference:0x000055ce335202b8> 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 Beta-glucuronidase P08236 GUSB UDP-glucuronosyltransferase 1-1 P22309 UGT1A1 UDP-glucuronosyltransferase 1-3 P35503 UGT1A3 UDP-glucuronosyltransferase 1-4 P22310 UGT1A4 UDP-glucuronosyltransferase 1-5 P35504 UGT1A5 UDP-glucuronosyltransferase 1-6 P19224 UGT1A6 UDP-glucuronosyltransferase 1-9 O60656 UGT1A9 UDP-glucuronosyltransferase 2A1 Q9Y4X1 UGT2A1 UDP-glucuronosyltransferase 2A3 Q6UWM9 UGT2A3 UDP-glucuronosyltransferase 2B11 O75310 UGT2B11 UDP-glucuronosyltransferase 2B15 P54855 UGT2B15 UDP-glucuronosyltransferase 2B17 O75795 UGT2B17 UDP-glucuronosyltransferase 2B28 Q9BY64 UGT2B28 UDP-glucuronosyltransferase 2B4 P06133 UGT2B4 UDP-glucuronosyltransferase 2B7 P16662 UGT2B7