1.0 2011-09-21 00:15:23 UTC 2015-07-21 06:57:15 UTC FDB022526 Nicotine glucuronide Nicotine glucuronidation results in an N-quaternary glucuronide in humans. This reaction is catalyzed by uridine diphosphate-glucuronosyltransferase (UGT) enzyme(s) producing (S)-nicotine-N-beta-glucuronide (Nicotine-Gluc). About 3-5% of nicotine is converted to Nicotine-Gluc and excreted in urine in humans. [HMDB] (S)-1-a-D-Glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)pyridinium inner salt (S)-1-alpha-D-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)-Pyridinium inner salt (S)-1-alpha-D-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)pyridinium inner salt (S)-1-alpha-delta-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)-Pyridinium inner salt (S)-1-alpha-delta-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)pyridinium inner salt (S)-1-α-D-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)pyridinium inner salt 1-alpha-D-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)-(S)-Pyridinium 1-alpha-D-glucopyranuronosyl-3-[(2S)-1-methyl-2-pyrrolidinyl]-Pyridinium 1-alpha-delta-glucopyranuronosyl-3-(1-methyl-2-pyrrolidinyl)-(S)-Pyridinium 1-alpha-delta-glucopyranuronosyl-3-[(2S)-1-methyl-2-pyrrolidinyl]-Pyridinium 3,4,5-Trihydroxy-6-[5-(1-methylpyrrolidin-2-yl)pyridin-1-yl]-oxane-2-carboxylate 3,4,5-Trihydroxy-6-[5-(1-methylpyrrolidin-2-yl)pyridin-1-yl]-oxane-2-carboxylic acid Nicotine glucuronide Nicotine N-glucuronide nicotine-Glucuronide C16H22N2O6 338.3557 338.147786446 1-[(2S,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(2S)-1-methylpyrrolidin-2-yl]-1λ⁵-pyridin-1-ylium nicotine glucuronide 152306-59-7 CN1CCC[C@H]1C1=C[N+](=CC=C1)[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C([O-])=O InChI=1S/C16H22N2O6/c1-17-6-3-5-10(17)9-4-2-7-18(8-9)15-13(21)11(19)12(20)14(24-15)16(22)23/h2,4,7-8,10-15,19-21H,3,5-6H2,1H3/t10-,11-,12-,13+,14-,15-/m0/s1 SAWAIULJDYFLPD-SOAFEQHCSA-N belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety. Purine ribonucleoside triphosphates Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Aromatic heteropolycyclic compounds 1,2-diols Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentose phosphates Purine ribonucleoside monophosphates Purines and purine derivatives Secondary alcohols Tetrahydrofurans 1,2-diol Alcohol Alkyl phosphate Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imidazole Imidazopyrimidine Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Purine Purine ribonucleoside monophosphate Purine ribonucleoside triphosphate Pyrimidine Secondary alcohol Tetrahydrofuran Ribonucleotides guanosine 5'-phosphate purine ribonucleoside 5'-triphosphate Solid logp -1.65 ALOGPS logs -1.69 ALOGPS solubility 8.02e+00 g/l ALOGPS logp -7.3 ChemAxon pka_strongest_acidic 2.52 ChemAxon pka_strongest_basic 7.42 ChemAxon iupac 1-[(2S,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-3-[(2S)-1-methylpyrrolidin-2-yl]-1λ⁵-pyridin-1-ylium ChemAxon average_mass 338.3557 ChemAxon mono_mass 338.147786446 ChemAxon smiles CN1CCC[C@H]1C1=C[N+](=CC=C1)[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C([O-])=O ChemAxon formula C16H22N2O6 ChemAxon inchi InChI=1S/C16H22N2O6/c1-17-6-3-5-10(17)9-4-2-7-18(8-9)15-13(21)11(19)12(20)14(24-15)16(22)23/h2,4,7-8,10-15,19-21H,3,5-6H2,1H3/t10-,11-,12-,13+,14-,15-/m0/s1 ChemAxon inchikey SAWAIULJDYFLPD-SOAFEQHCSA-N ChemAxon polar_surface_area 117.17 ChemAxon refractivity 94.18 ChemAxon polarizability 33.42 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17828 Specdb::CMs 38005 Specdb::CMs 159440 Specdb::NmrOneD 147090 Specdb::NmrOneD 147091 Specdb::NmrOneD 147092 Specdb::NmrOneD 147093 Specdb::NmrOneD 147094 Specdb::NmrOneD 147095 Specdb::NmrOneD 147096 Specdb::NmrOneD 147097 Specdb::NmrOneD 147098 Specdb::NmrOneD 147099 Specdb::NmrOneD 147100 Specdb::NmrOneD 147101 Specdb::NmrOneD 147102 Specdb::NmrOneD 147103 Specdb::NmrOneD 147104 Specdb::NmrOneD 147105 Specdb::NmrOneD 147106 Specdb::NmrOneD 147107 Specdb::NmrOneD 147108 Specdb::NmrOneD 147109 Specdb::MsMs 70716 Specdb::MsMs 70717 Specdb::MsMs 70718 Specdb::MsMs 129261 Specdb::MsMs 129262 Specdb::MsMs 129263 Specdb::MsMs 2306652 Specdb::MsMs 2306653 Specdb::MsMs 2306654 Specdb::MsMs 3062180 Specdb::MsMs 3062181 Specdb::MsMs 3062182 HMDB01272 #<Reference:0x000055ce3260ab48> #<Reference:0x000055ce3260a968> #<Reference:0x000055ce3260a7b0> 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 2B10 P36537 UGT2B10 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