1.0 2020-03-10 17:02:20 UTC 2020-05-11 20:27:33 UTC BMDB0096169 BMDB96169 4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide 4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valerate-O-glucuronide C17H22O11 402.35 402.116211546 (2S,3S,4S,5R,6S)-6-{[5-(3,4-dihydroxyphenyl)-4-hydroxypentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (2S,3S,4S,5R,6S)-6-{[5-(3,4-dihydroxyphenyl)-4-hydroxypentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid OC(CCC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)CC1=CC(O)=C(O)C=C1 InChI=1S/C17H22O11/c18-8(5-7-1-3-9(19)10(20)6-7)2-4-11(21)27-17-14(24)12(22)13(23)15(28-17)16(25)26/h1,3,6,8,12-15,17-20,22-24H,2,4-5H2,(H,25,26)/t8?,12-,13-,14+,15-,17+/m0/s1 FZTBEBWSWJPSHQ-AHLSELSJSA-N belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates O-glucuronides 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Benzene and substituted derivatives Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acid esters Carboxylic acids Catechols Dicarboxylic acids and derivatives Fatty acid esters Hexoses Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Polyols Pyrans Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 1-o-glucuronide Acetal Alcohol Aromatic heteromonocyclic compound Benzenoid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hexose monosaccharide Hydrocarbon derivative Hydroxy acid Monocyclic benzene moiety Monosaccharide O-glucuronide Organic oxide Organoheterocyclic compound Oxacycle Oxane Phenol Polyol Pyran Secondary alcohol Aromatic heteromonocyclic compounds logp -0.46 ALOGPS logs -1.87 ALOGPS logp -1 ChemAxon pka_strongest_acidic 3.19 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (2S,3S,4S,5R,6S)-6-{[5-(3,4-dihydroxyphenyl)-4-hydroxypentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid ChemAxon average_mass 402.35 ChemAxon mono_mass 402.116211546 ChemAxon smiles OC(CCC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)CC1=CC(O)=C(O)C=C1 ChemAxon formula C17H22O11 ChemAxon inchi InChI=1S/C17H22O11/c18-8(5-7-1-3-9(19)10(20)6-7)2-4-11(21)27-17-14(24)12(22)13(23)15(28-17)16(25)26/h1,3,6,8,12-15,17-20,22-24H,2,4-5H2,(H,25,26)/t8?,12-,13-,14+,15-,17+/m0/s1 ChemAxon inchikey FZTBEBWSWJPSHQ-AHLSELSJSA-N ChemAxon polar_surface_area 194.21 ChemAxon refractivity 89.1 ChemAxon polarizability 38.6 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 10 ChemAxon donor_count 7 ChemAxon physiological_charge -1 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 36544 Specdb::CMs 47967 Specdb::CMs 145863 Specdb::MsMs 913972 Specdb::MsMs 913973 Specdb::MsMs 913974 Specdb::MsMs 962131 Specdb::MsMs 962132 Specdb::MsMs 962133 Specdb::NmrOneD 54262 Specdb::NmrOneD 54263 Specdb::NmrOneD 54264 Specdb::NmrOneD 54265 Specdb::NmrOneD 54266 Specdb::NmrOneD 54267 Specdb::NmrOneD 54268 Specdb::NmrOneD 54269 Specdb::NmrOneD 54270 Specdb::NmrOneD 54271 Specdb::NmrOneD 54272 Specdb::NmrOneD 54273 Specdb::NmrOneD 54274 Specdb::NmrOneD 54275 Specdb::NmrOneD 54276 Specdb::NmrOneD 54277 Specdb::NmrOneD 54278 Specdb::NmrOneD 54279 Specdb::NmrOneD 54280 Specdb::NmrOneD 54281 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 124202072 88690