1.0 2010-04-08 22:05:32 UTC 2025-11-18 22:40:56 UTC FDB002820 Avicularin Constituent of Vaccinium myrtillus (bilberry) and Juglans regia (walnut). Avicularin is found in many foods, some of which are cocoa powder, common walnut, guava, and nuts. 3-(a-L-Arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CI Avicularine Avicularoside Fenicularin Quercetin 3-a-L-arabofuranoside Quercetin 3-alpha-L-arabinofuranoside C20H18O11 434.3503 434.084911418 3-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one 3-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one 572-30-5 OCC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)C(O)C1O InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2 BDCDNTVZSILEOY-UHFFFAOYSA-N belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Flavonoid-3-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Benzene and substituted derivatives Catechols Chromones Flavones Heteroaromatic compounds Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Pentoses Primary alcohols Pyranones and derivatives Secondary alcohols Tetrahydrofurans Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran Catechol Chromone Flavone Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pentose monosaccharide Phenol Primary alcohol Pyran Pyranone Secondary alcohol Tetrahydrofuran Vinylogous acid logp 0.76 ALOGPS logs -2.58 ALOGPS solubility 1.15e+00 g/l ALOGPS melting_point Mp 217° (anhyd. 222°) logp 0.49 ChemAxon pka_strongest_acidic 6.43 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one ChemAxon average_mass 434.3503 ChemAxon mono_mass 434.084911418 ChemAxon smiles OCC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)C(O)C1O ChemAxon formula C20H18O11 ChemAxon inchi InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2 ChemAxon inchikey BDCDNTVZSILEOY-UHFFFAOYSA-N ChemAxon polar_surface_area 186.37 ChemAxon refractivity 103.31 ChemAxon polarizability 40.37 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26058 Specdb::CMs 42218 Specdb::CMs 131979 Specdb::CMs 139713 Specdb::MsMs 102477 Specdb::MsMs 102478 Specdb::MsMs 102479 Specdb::MsMs 168291 Specdb::MsMs 168292 Specdb::MsMs 168293 Specdb::MsMs 374038 Specdb::MsMs 374059 Specdb::MsMs 2392342 Specdb::MsMs 2392343 Specdb::MsMs 2392344 Specdb::MsMs 2569892 Specdb::MsMs 2569893 Specdb::MsMs 2569894 HMDB30860 #<Reference:0x000055ce3105fd98> Allspice Type 1 specific Pimenta dioica 375272 American cranberry Type 1 specific Vaccinium macrocarpon 13750 4.943576 4.943576336 4.943576336 mg/100 g Apple Type 1 specific Malus pumila 283210 0.516278 1.873002251 0.0 mg/100 g Beer Type 2 specific 0.000583 0.000583333 0.000583333 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 Black chokeberry Type 1 specific Photinia melanocarpa 661339 0.0 0.0 0.0 mg/100 g Black tea Type 1 0.009798 0.019596629 0.0 mg/100 g Cocoa powder Type 2 specific 0.0 0.0 0.0 mg/100 g Common walnut Type 1 specific Juglans regia 51240 Fennel Type 1 specific Foeniculum vulgare 48038 Fruits Unknown generic Grape wine Type 2 specific 0.3635 0.4965 0.230499998 mg/100 g Green tea Type 1 0.009798 0.019596629 0.0 mg/100 g Guava Type 1 specific Psidium guajava 120290 Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 7.099205 7.099205494 7.099205494 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 4.296887 4.296887398 4.296887398 mg/100 g Nuts Unknown generic Pear Type 1 specific Pyrus communis 23211 0.0 0.0 0.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442 0.009798 0.019596629 0.0 mg/100 g Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Antibiotic 147 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Cyclooxygenase activator 848 Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. 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. Tissue thromboplastin inhibitor 1362 A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.