1.0 2020-03-10 17:02:47 UTC 2020-05-11 20:27:45 UTC BMDB0096197 BMDB96197 Indole-3-acetic-acid-O-glucuronide (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-{[2-(1H-indol-3-yl)acetyl]oxy}oxane-2-carboxylate C16H17NO8 351.3081 351.095416525 (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-(1H-indol-3-yl)acetyl]oxy}oxane-2-carboxylic acid (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-(1H-indol-3-yl)acetyl]oxy}oxane-2-carboxylic acid O[C@@H]1[C@@H](O)[C@H](OC(=O)CC2=CNC3=C2C=CC=C3)O[C@@H]([C@H]1O)C(O)=O InChI=1S/C16H17NO8/c18-10(5-7-6-17-9-4-2-1-3-8(7)9)24-16-13(21)11(19)12(20)14(25-16)15(22)23/h1-4,6,11-14,16-17,19-21H,5H2,(H,22,23)/t11-,12-,13+,14-,16+/m0/s1 BPTLUNCVRGWZSW-JHZZJYKESA-N belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene glycosides Terpene glycosides Beta hydroxy acids and derivatives C-glucuronides C-glycosyl compounds Carbonyl compounds Carboxylic acids Dialkyl ethers Hydrocarbon derivatives Menthane monoterpenoids Monocarboxylic acids and derivatives Monocyclic monoterpenoids Organic oxides Oxacyclic compounds Oxanes Polyols Pyrans Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Beta-hydroxy acid C-glucuronide C-glycosyl compound Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkyl ether Ether Glucuronic acid or derivatives Glycosyl compound Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monocyclic monoterpenoid Monoterpenoid Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane P-menthane monoterpenoid Polyol Pyran Secondary alcohol Terpene glycoside Aliphatic heteromonocyclic compounds logp -0.11 ALOGPS logs -1.83 ALOGPS logp -0.24 ChemAxon pka_strongest_acidic 3.39 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-(1H-indol-3-yl)acetyl]oxy}oxane-2-carboxylic acid ChemAxon average_mass 351.3081 ChemAxon mono_mass 351.095416525 ChemAxon smiles O[C@@H]1[C@@H](O)[C@H](OC(=O)CC2=CNC3=C2C=CC=C3)O[C@@H]([C@H]1O)C(O)=O ChemAxon formula C16H17NO8 ChemAxon inchi InChI=1S/C16H17NO8/c18-10(5-7-6-17-9-4-2-1-3-8(7)9)24-16-13(21)11(19)12(20)14(25-16)15(22)23/h1-4,6,11-14,16-17,19-21H,5H2,(H,22,23)/t11-,12-,13+,14-,16+/m0/s1 ChemAxon inchikey BPTLUNCVRGWZSW-JHZZJYKESA-N ChemAxon polar_surface_area 149.31 ChemAxon refractivity 80.75 ChemAxon polarizability 33.63 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 36203 Specdb::CMs 47992 Specdb::CMs 159251 Specdb::MsMs 910483 Specdb::MsMs 910484 Specdb::MsMs 910485 Specdb::MsMs 957586 Specdb::MsMs 957587 Specdb::MsMs 957588 Specdb::MsMs 3224188 Specdb::MsMs 3224189 Specdb::MsMs 3224190 Specdb::MsMs 3224191 Specdb::MsMs 3224192 Specdb::MsMs 3224193 Specdb::NmrOneD 55362 Specdb::NmrOneD 55363 Specdb::NmrOneD 55364 Specdb::NmrOneD 55365 Specdb::NmrOneD 55366 Specdb::NmrOneD 55367 Specdb::NmrOneD 55368 Specdb::NmrOneD 55369 Specdb::NmrOneD 55370 Specdb::NmrOneD 55371 Specdb::NmrOneD 55372 Specdb::NmrOneD 55373 Specdb::NmrOneD 55374 Specdb::NmrOneD 55375 Specdb::NmrOneD 55376 Specdb::NmrOneD 55377 Specdb::NmrOneD 55378 Specdb::NmrOneD 55379 Specdb::NmrOneD 55380 Specdb::NmrOneD 55381 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 89622 124202110