1.0 2020-03-10 17:03:18 UTC 2020-05-11 20:28:00 UTC BMDB0096228 BMDB96228 NNAL-N-glucuronide C16H24N3O8 386.3771 386.156339759 1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium 1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium CN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O InChI=1S/C16H23N3O8/c1-18(17-26)6-3-5-10(20)9-4-2-7-19(8-9)15-13(23)11(21)12(22)14(27-15)16(24)25/h2,4,7-8,10-15,20-23H,3,5-6H2,1H3/p+1/t10?,11-,12-,13+,14-,15+/m0/s1 VSVYJUYJFLYYSI-UKOUFMKDSA-O belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates N-glucuronides Aromatic alcohols Azacyclic compounds Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic N-nitroso compounds Organic cations Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Pyrans Pyridinium derivatives Secondary alcohols Alcohol Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives N-glucuronide N-glycosyl compound Organic cation Organic n-nitroso compound Organic nitrogen compound Organic nitroso compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Pyran Pyridine Pyridinium Secondary alcohol Aromatic heteromonocyclic compounds logp -1.44 ALOGPS logs -2.71 ALOGPS logp -5.7 ChemAxon pka_strongest_acidic 2.71 ChemAxon pka_strongest_basic 3.51 ChemAxon iupac 1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium ChemAxon average_mass 386.3771 ChemAxon mono_mass 386.156339759 ChemAxon smiles CN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O ChemAxon formula C16H24N3O8 ChemAxon inchi InChI=1S/C16H23N3O8/c1-18(17-26)6-3-5-10(20)9-4-2-7-19(8-9)15-13(23)11(21)12(22)14(27-15)16(24)25/h2,4,7-8,10-15,20-23H,3,5-6H2,1H3/p+1/t10?,11-,12-,13+,14-,15+/m0/s1 ChemAxon inchikey VSVYJUYJFLYYSI-UKOUFMKDSA-O ChemAxon polar_surface_area 164 ChemAxon refractivity 91.66 ChemAxon polarizability 38.55 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 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 35125 Specdb::CMs 48254 Specdb::CMs 175055 Specdb::MsMs 899800 Specdb::MsMs 899801 Specdb::MsMs 899802 Specdb::NmrOneD 59372 Specdb::NmrOneD 59373 Specdb::NmrOneD 59374 Specdb::NmrOneD 59375 Specdb::NmrOneD 59376 Specdb::NmrOneD 59377 Specdb::NmrOneD 59378 Specdb::NmrOneD 59379 Specdb::NmrOneD 59380 Specdb::NmrOneD 59381 Specdb::NmrOneD 59382 Specdb::NmrOneD 59383 Specdb::NmrOneD 59384 Specdb::NmrOneD 59385 Specdb::NmrOneD 59386 Specdb::NmrOneD 59387 Specdb::NmrOneD 59388 Specdb::NmrOneD 59389 Specdb::NmrOneD 59390 Specdb::NmrOneD 59391 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 53297451 FDB034585