1.0 2011-09-21 01:25:18 UTC 2015-07-21 06:59:08 UTC FDB027495 1-(alpha-Methyl-4-(2-methylpropyl)benzeneacetate)-beta-D-Glucopyranuronic acid Ibuprofen acyl glucuronide is a natural human metabolite of Ibuprofen generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. [HMDB] (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[4-(2-methylpropyl)phenyl]propanoyloxy]oxane-2-carboxylic acid 1-(alpha-methyl-4-(2-methylpropyl)benzeneacetate) b-D-Glucopyranuronic acid 1-(alpha-methyl-4-(2-methylpropyl)benzeneacetate) b-delta-Glucopyranuronic acid 1-(alpha-methyl-4-(2-methylpropyl)benzeneacetate) beta-D-Glucopyranuronic acid 1-(alpha-methyl-4-(2-methylpropyl)benzeneacetate) beta-delta-Glucopyranuronic acid Ibuprofen acyl glucuronide Ibuprofen acyl-beta-D-glucuronide C19H26O8 382.4049 382.162767808 (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)oxane-2-carboxylic acid ibuprofen acyl glucuronide 115075-59-7 CC(C)CC1=CC=C(C=C1)C(C)C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O InChI=1S/C19H26O8/c1-9(2)8-11-4-6-12(7-5-11)10(3)18(25)27-19-15(22)13(20)14(21)16(26-19)17(23)24/h4-7,9-10,13-16,19-22H,8H2,1-3H3,(H,23,24)/t10?,13-,14-,15+,16-,19-/m0/s1 ABOLXXZAJIAUGR-JPMMFUSZSA-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. O-glucuronides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteromonocyclic compounds Acetals Aromatic monoterpenoids Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acid esters Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Monocyclic monoterpenoids Monosaccharides Organic oxides Oxacyclic compounds Oxanes Phenylpropanes Polyols Pyrans Secondary alcohols 1-o-glucuronide Acetal Alcohol Aromatic heteromonocyclic compound Aromatic monoterpenoid Benzenoid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Hydroxy acid Monocyclic benzene moiety Monocyclic monoterpenoid Monosaccharide Monoterpenoid O-glucuronide Organic oxide Organoheterocyclic compound Oxacycle Oxane P-cymene Phenylpropane Polyol Pyran Secondary alcohol Solid logp 1.37 ALOGPS logs -2.38 ALOGPS solubility 1.59e+00 g/l ALOGPS logp 1.9 ChemAxon pka_strongest_acidic 3.4 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)oxane-2-carboxylic acid ChemAxon average_mass 382.4049 ChemAxon mono_mass 382.162767808 ChemAxon smiles CC(C)CC1=CC=C(C=C1)C(C)C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O ChemAxon formula C19H26O8 ChemAxon inchi InChI=1S/C19H26O8/c1-9(2)8-11-4-6-12(7-5-11)10(3)18(25)27-19-15(22)13(20)14(21)16(26-19)17(23)24/h4-7,9-10,13-16,19-22H,8H2,1-3H3,(H,23,24)/t10?,13-,14-,15+,16-,19-/m0/s1 ChemAxon inchikey ABOLXXZAJIAUGR-JPMMFUSZSA-N ChemAxon polar_surface_area 133.52 ChemAxon refractivity 93.03 ChemAxon polarizability 39.5 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18423 Specdb::CMs 39465 Specdb::MsMs 306859 Specdb::MsMs 306860 Specdb::MsMs 306861 Specdb::MsMs 350641 Specdb::MsMs 350642 Specdb::MsMs 350643 HMDB10343 #<Reference:0x000055ce2e9e6540> #<Reference:0x000055ce2e9e5e60> #<Reference:0x000055ce2e9e5780> Beta-glucuronidase P08236 GUSB UDP-glucuronosyltransferase 1-1 P22309 UGT1A1 UDP-glucuronosyltransferase 1-3 P35503 UGT1A3 UDP-glucuronosyltransferase 1-4 P22310 UGT1A4 UDP-glucuronosyltransferase 1-5 P35504 UGT1A5 UDP-glucuronosyltransferase 1-6 P19224 UGT1A6 UDP-glucuronosyltransferase 1-9 O60656 UGT1A9 UDP-glucuronosyltransferase 2A1 Q9Y4X1 UGT2A1 UDP-glucuronosyltransferase 2A3 Q6UWM9 UGT2A3 UDP-glucuronosyltransferase 2B11 O75310 UGT2B11 UDP-glucuronosyltransferase 2B15 P54855 UGT2B15 UDP-glucuronosyltransferase 2B17 O75795 UGT2B17 UDP-glucuronosyltransferase 2B28 Q9BY64 UGT2B28 UDP-glucuronosyltransferase 2B4 P06133 UGT2B4 UDP-glucuronosyltransferase 2B7 P16662 UGT2B7