1.0 2010-04-08 22:07:37 UTC 2025-11-18 23:04:51 UTC FDB007455 Asperuloside Asperuloside is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Asperuloside is soluble (in water) and a very weakly acidic compound (based on its pKa). Asperuloside can be found in bilberry, which makes asperuloside a potential biomarker for the consumption of this food product. Asperuloside C18H22O11 414.3607 414.116211546 [(4S,7S,8S,11S)-2-oxo-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[5.3.1.0⁴,¹¹]undeca-1(10),5-dien-6-yl]methyl acetate asperuloside 14259-45-1 CC(=O)OCC1=C[C@@H]2OC(=O)C3=CO[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]1[C@H]23 InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1 IBIPGYWNOBGEMH-DILZHRMZSA-N belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. O-glycosyl compounds Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteropolycyclic compounds Acetals Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Furans Furopyrans Gamma butyrolactones Hexoses Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Pyrans Secondary alcohols Tetrahydrofurans Vinylogous esters Acetal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Furan Furopyran Gamma butyrolactone Hexose monosaccharide Hydrocarbon derivative Lactone Monosaccharide O-glycosyl compound Organic oxide Organoheterocyclic compound Oxacycle Oxane Polyol Primary alcohol Pyran Secondary alcohol Tetrahydrofuran Vinylogous ester Iridoids acetate ester beta-D-glucoside gamma-lactone iridoid monoterpenoid monosaccharide derivative logp -1.04 ALOGPS logs -1.37 ALOGPS solubility 1.75e+01 g/l ALOGPS melting_point 131.5 oC logp -2.4 ChemAxon pka_strongest_acidic 5.44 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(4S,7S,8S,11S)-2-oxo-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[5.3.1.0⁴,¹¹]undeca-1(10),5-dien-6-yl]methyl acetate ChemAxon average_mass 414.3607 ChemAxon mono_mass 414.116211546 ChemAxon smiles CC(=O)OCC1=C[C@@H]2OC(=O)C3=CO[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]1[C@H]23 ChemAxon formula C18H22O11 ChemAxon inchi InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1 ChemAxon inchikey IBIPGYWNOBGEMH-DILZHRMZSA-N ChemAxon polar_surface_area 161.21 ChemAxon refractivity 90.84 ChemAxon polarizability 38.55 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 48867 Specdb::MsMs 48868 Specdb::MsMs 48869 Specdb::MsMs 118383 Specdb::MsMs 118384 Specdb::MsMs 118385 Bilberry Type 1 specific Vaccinium myrtillus 180763 Anti neoplastic 465 A substance that inhibits or prevents the proliferation of neoplasms. Anti-clastogen 188 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-mutagenic 451 Cathartic 784 Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic. Herbicide 986 A substance used to destroy plant pests. Hypotensive 1021 Laxative 1065 An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.