1.0 2016-10-03 18:04:20 UTC 2020-05-11 20:24:57 UTC BMDB0010323 BMDB10323 Phenethylamine glucuronide 2-Phenylethylamine glucuronide (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2-phenylethyl)amino]oxane-2-carboxylate C14H19NO6 297.3038 297.121237345 (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2-phenylethyl)amino]oxane-2-carboxylic acid phenethylamine glucuronide O[C@@H]1[C@@H](O)[C@H](NCCC2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O InChI=1S/C14H19NO6/c16-9-10(17)12(14(19)20)21-13(11(9)18)15-7-6-8-4-2-1-3-5-8/h1-5,9-13,15-18H,6-7H2,(H,19,20)/t9-,10-,11+,12-,13+/m0/s1 OYNLGXUYULDVEJ-IEECTRCBSA-N 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 Amino acids Benzene and substituted derivatives Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dialkylamines Glycosylamines Hemiaminals Hydrocarbon derivatives Monocarboxylic acids and derivatives Monosaccharides Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Pyrans Secondary alcohols 1-n-glucuronide Alcohol Amine Amino acid Amino acid or derivatives Aromatic heteromonocyclic compound Benzenoid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Glycosyl compound Hemiaminal Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide N-glucuronide N-glycosyl compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Pyran Secondary alcohol Secondary aliphatic amine Secondary amine Aromatic heteromonocyclic compounds Solid logp -1.46 ALOGPS logs -1.16 ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 3.3 ChemAxon pka_strongest_basic 7.81 ChemAxon iupac (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2-phenylethyl)amino]oxane-2-carboxylic acid ChemAxon average_mass 297.3038 ChemAxon mono_mass 297.121237345 ChemAxon smiles O[C@@H]1[C@@H](O)[C@H](NCCC2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O ChemAxon formula C14H19NO6 ChemAxon inchi InChI=1S/C14H19NO6/c16-9-10(17)12(14(19)20)21-13(11(9)18)15-7-6-8-4-2-1-3-5-8/h1-5,9-13,15-18H,6-7H2,(H,19,20)/t9-,10-,11+,12-,13+/m0/s1 ChemAxon inchikey OYNLGXUYULDVEJ-IEECTRCBSA-N ChemAxon polar_surface_area 119.25 ChemAxon refractivity 71.59 ChemAxon polarizability 29.88 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 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 17830 Specdb::CMs 39447 Specdb::CMs 174696 Specdb::MsMs 305482 Specdb::MsMs 305483 Specdb::MsMs 305484 Specdb::MsMs 348904 Specdb::MsMs 348905 Specdb::MsMs 348906 Specdb::MsMs 2352967 Specdb::MsMs 2352968 Specdb::MsMs 2352969 Specdb::MsMs 2585683 Specdb::MsMs 2585684 Specdb::MsMs 2585685 Specdb::NmrOneD 92292 Specdb::NmrOneD 92293 Specdb::NmrOneD 92294 Specdb::NmrOneD 92295 Specdb::NmrOneD 92296 Specdb::NmrOneD 92297 Specdb::NmrOneD 92298 Specdb::NmrOneD 92299 Specdb::NmrOneD 92300 Specdb::NmrOneD 92301 Specdb::NmrOneD 92302 Specdb::NmrOneD 92303 Specdb::NmrOneD 92304 Specdb::NmrOneD 92305 Specdb::NmrOneD 92306 Specdb::NmrOneD 92307 Specdb::NmrOneD 92308 Specdb::NmrOneD 92309 Specdb::NmrOneD 92310 Specdb::NmrOneD 92311 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 FDB027475 191195 166036 C03033 Beta-D-Glucuronides