1.0 2011-09-21 00:15:48 UTC 2025-11-19 02:41:57 UTC FDB022555 N'-Hydroxymethylnorcotinine A cotinine metabolite derived from liver. Formation of norcotinine via N-demethylation of cotinine is expected to proceed via the N-hydroxymethyl intermediate, which is predicted to be relatively stable, due to the low pKa of the pyrrolidone-N moiety. [HMDB] (5S)-1-(hydroxymethyl)-5-(3-pyridinyl)-2-Pyrrolidinone (S)-1-(hydroxymethyl)-5-(3-pyridinyl)-2-Pyrrolidinone N-(hydroxymethyl)-norcotinine N-Hydroxymethylnorcotinine N'-hydroxymethyl-norcotinine C10H12N2O2 192.2145 192.089877638 (5S)-1-(hydroxymethyl)-5-(pyridin-3-yl)pyrrolidin-2-one (5S)-1-(hydroxymethyl)-5-(pyridin-3-yl)pyrrolidin-2-one 157129-55-0 OCN1[C@@H](CCC1=O)C1=CN=CC=C1 InChI=1S/C10H12N2O2/c13-7-12-9(3-4-10(12)14)8-2-1-5-11-6-8/h1-2,5-6,9,13H,3-4,7H2/t9-/m0/s1 GQUFOBHEPVFQMD-VIFPVBQESA-N belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring. Pyrrolidinylpyridines Organic compounds Organoheterocyclic compounds Pyridines and derivatives Pyrrolidinylpyridines Aromatic heteromonocyclic compounds Alkaloids and derivatives Alkanolamines Azacyclic compounds Carbonyl compounds Heteroaromatic compounds Hydrocarbon derivatives Lactams N-alkylpyrrolidines Organic oxides Organopnictogen compounds Pyrrolidine-2-ones Tertiary carboxylic acid amides 2-pyrrolidone Alkaloid or derivatives Alkanolamine Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Lactam N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrrolidine Pyrrolidinylpyridine Pyrrolidone Tertiary carboxylic acid amide Solid logp -0.66 ALOGPS logs -0.67 ALOGPS solubility 4.10e+01 g/l ALOGPS logp -0.37 ChemAxon pka_strongest_acidic 14 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac (5S)-1-(hydroxymethyl)-5-(pyridin-3-yl)pyrrolidin-2-one ChemAxon average_mass 192.2145 ChemAxon mono_mass 192.089877638 ChemAxon smiles OCN1[C@@H](CCC1=O)C1=CN=CC=C1 ChemAxon formula C10H12N2O2 ChemAxon inchi InChI=1S/C10H12N2O2/c13-7-12-9(3-4-10(12)14)8-2-1-5-11-6-8/h1-2,5-6,9,13H,3-4,7H2/t9-/m0/s1 ChemAxon inchikey GQUFOBHEPVFQMD-VIFPVBQESA-N ChemAxon polar_surface_area 53.43 ChemAxon refractivity 50.38 ChemAxon polarizability 19.37 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1200 Specdb::MsIr 1201 Specdb::MsIr 1202 Specdb::CMs 16075 Specdb::CMs 38024 Specdb::CMs 158085 Specdb::NmrOneD 147370 Specdb::NmrOneD 147371 Specdb::NmrOneD 147372 Specdb::NmrOneD 147373 Specdb::NmrOneD 147374 Specdb::NmrOneD 147375 Specdb::NmrOneD 147376 Specdb::NmrOneD 147377 Specdb::NmrOneD 147378 Specdb::NmrOneD 147379 Specdb::NmrOneD 147380 Specdb::NmrOneD 147381 Specdb::NmrOneD 147382 Specdb::NmrOneD 147383 Specdb::NmrOneD 147384 Specdb::NmrOneD 147385 Specdb::NmrOneD 147386 Specdb::NmrOneD 147387 Specdb::NmrOneD 147388 Specdb::NmrOneD 147389 Specdb::MsMs 301633 Specdb::MsMs 301634 Specdb::MsMs 301635 Specdb::MsMs 344182 Specdb::MsMs 344183 Specdb::MsMs 344184 Specdb::MsMs 2806529 Specdb::MsMs 2806530 Specdb::MsMs 2806531 Specdb::MsMs 2876147 Specdb::MsMs 2876148 Specdb::MsMs 2876149 HMDB01324 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