1.0 2016-09-30 22:45:16 UTC 2020-05-11 20:22:26 UTC BMDB0001390 BMDB01390 Hydroxycotinine (3R-trans)-3-Hydroxy-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone 3-Hydroxy-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone 3-Hydroxycotinine trans-3'-Hydroxycotinine trans-3-Hydroxycotinine 1-Methyl-3-hydroxy-5-(3-pyridyl)-2-pyrrolidinone 3'-Hydroxycotinine C10H12N2O2 192.2145 192.089877638 (5S)-3-hydroxy-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one hydroxycotinine 34834-67-8 CN1[C@@H](CC(O)C1=O)C1=CN=CC=C1 InChI=1S/C10H12N2O2/c1-12-8(5-9(13)10(12)14)7-3-2-4-11-6-7/h2-4,6,8-9,13H,5H2,1H3/t8-,9?/m0/s1 XOKCJXZZNAUIQN-IENPIDJESA-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. Organic compounds Organoheterocyclic compounds Pyridines and derivatives Pyrrolidinylpyridines Pyrrolidinylpyridines Alkaloids and derivatives Azacyclic compounds Carbonyl compounds Heteroaromatic compounds Hydrocarbon derivatives Lactams N-alkylpyrrolidines Organic oxides Organonitrogen compounds Organopnictogen compounds Pyrrolidine-2-ones Secondary alcohols Tertiary carboxylic acid amides 2-pyrrolidone Alcohol Alkaloid or derivatives 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 Secondary alcohol Tertiary carboxylic acid amide Aromatic heteromonocyclic compounds Solid logp -1.45 LI,NY & GORROD,JW (1992) logp -0.32 ALOGPS logs -0.61 ALOGPS logp -0.73 ChemAxon pka_strongest_acidic 13.11 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac (5S)-3-hydroxy-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one ChemAxon average_mass 192.2145 ChemAxon mono_mass 192.089877638 ChemAxon smiles CN1[C@@H](CC(O)C1=O)C1=CN=CC=C1 ChemAxon formula C10H12N2O2 ChemAxon inchi InChI=1S/C10H12N2O2/c1-12-8(5-9(13)10(12)14)7-3-2-4-11-6-7/h2-4,6,8-9,13H,5H2,1H3/t8-,9?/m0/s1 ChemAxon inchikey XOKCJXZZNAUIQN-IENPIDJESA-N ChemAxon polar_surface_area 53.43 ChemAxon refractivity 50.73 ChemAxon polarizability 19.48 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 17439 Specdb::CMs 38050 Specdb::CMs 155374 Specdb::MsMs 304549 Specdb::MsMs 304550 Specdb::MsMs 304551 Specdb::MsMs 347788 Specdb::MsMs 347789 Specdb::MsMs 347790 Specdb::MsMs 2244996 Specdb::MsMs 2245103 Specdb::MsMs 2247131 Specdb::MsMs 2247178 Specdb::MsMs 2249102 Specdb::MsMs 2249269 Specdb::MsMs 2675473 Specdb::MsMs 2675474 Specdb::MsMs 2675475 Specdb::MsMs 3033683 Specdb::MsMs 3033684 Specdb::MsMs 3033685 Specdb::NmrOneD 87992 Specdb::NmrOneD 87993 Specdb::NmrOneD 87994 Specdb::NmrOneD 87995 Specdb::NmrOneD 87996 Specdb::NmrOneD 87997 Specdb::NmrOneD 87998 Specdb::NmrOneD 87999 Specdb::NmrOneD 88000 Specdb::NmrOneD 88001 Specdb::NmrOneD 88002 Specdb::NmrOneD 88003 Specdb::NmrOneD 88004 Specdb::NmrOneD 88005 Specdb::NmrOneD 88006 Specdb::NmrOneD 88007 Specdb::NmrOneD 88008 Specdb::NmrOneD 88009 Specdb::NmrOneD 88010 Specdb::NmrOneD 88011 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022597 8395266 10219774 6210 Jacob, Peyton, III; Shulgin, Alexander T.; Benowitz, Neal L. Synthesis of (3'R,5'S)-trans-3'-hydroxycotinine, a major metabolite of nicotine. Metabolic formation of 3'-hydroxycotinine in humans is highly stereoselective. J. Med. Chem. (1990), 33 (7), pp 1888–1891