1.0 2010-04-08 22:05:23 UTC 2025-11-18 22:37:33 UTC FDB002449 (E)-Resveratrol 3-glucoside Present in grapeskins and red wine. Isolated from Polygonum cuspidatum (Japanese knotweed) Piceid is a stilbenoid glucoside and is a major resveratrol derivative in grape juices. (E)-Resveratrol 3-glucoside is found in many foods, some of which are green vegetables, common grape, sorghum, and fruits. (E)-Resveratrol 3-glucoside 3,4,5-Trihydroxystilbene-3-beta-monoglucoside 3,4'-5-Trihydroxystilbene-3-beta-D-glucopyranoside 3,5,4'-Trihydroxystilbene 3-glucoside Piceid Polydatin Resveratrol 3-beta-D-glucoside Resveratrol 3-beta-mono-D-glucoside Resveratrol 3-glucoside Resveratrol 3-O-glucoside Resveratrol 5-O-glucoside trans-Resveratrol 3-glucoside trans-Resveratrol 3-O-glucoside C20H22O8 390.388 390.131467668 (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol piceid 27208-80-6 OC[C@H]1O[C@@H](OC2=CC(O)=CC(\C=C\C3=CC=C(O)C=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 HSTZMXCBWJGKHG-CUYWLFDKSA-N belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Stilbene glycosides Organic compounds Phenylpropanoids and polyketides Stilbenes Stilbene glycosides Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Hexoses Hydrocarbon derivatives O-glycosyl compounds Oxacyclic compounds Oxanes Phenol ethers Phenolic glycosides Phenoxy compounds Polyols Primary alcohols Secondary alcohols Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Alcohol Aromatic heteromonocyclic compound Benzenoid Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol Stilbene glycoside Styrene Diphenyl ethers, biphenyls, dibenzyls and stilbenes Diphenyl ethers, biphenyls, dibenzyls and stilbenes Stilbenes beta-D-glucoside monosaccharide derivative polyphenol stilbenoid logp 0.65 ALOGPS logs -2.71 ALOGPS solubility 7.66e-01 g/l ALOGPS melting_point Mp 130-140° (resolidifies at 170°, remelts at 228-230°) logp 1.13 ChemAxon pka_strongest_acidic 8.6 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 390.388 ChemAxon mono_mass 390.131467668 ChemAxon smiles OC[C@H]1O[C@@H](OC2=CC(O)=CC(\C=C\C3=CC=C(O)C=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C20H22O8 ChemAxon inchi InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 ChemAxon inchikey HSTZMXCBWJGKHG-CUYWLFDKSA-N ChemAxon polar_surface_area 139.84 ChemAxon refractivity 99.6 ChemAxon polarizability 40.19 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19969 Specdb::CMs 42000 Specdb::CMs 169642 Specdb::MsMs 85692 Specdb::MsMs 85693 Specdb::MsMs 85694 Specdb::MsMs 147831 Specdb::MsMs 147832 Specdb::MsMs 147833 Specdb::MsMs 374393 Specdb::MsMs 451005 Specdb::MsMs 2240406 Specdb::MsMs 2241317 Specdb::MsMs 2806718 Specdb::MsMs 2806719 Specdb::MsMs 2806720 Specdb::MsMs 2898198 Specdb::MsMs 2898199 Specdb::MsMs 2898200 HMDB30564 #<Reference:0x000055ce2f2a1fe0> Alcoholic beverages Unknown generic Almond Type 1 specific Prunus dulcis 3755 Apple Type 1 specific Malus pumila 283210 Beer Type 2 specific Berry wine Type 2 specific 0.13 0.200986873 0.059013159 mg/100 g Chocolate Type 2 specific 0.1 0.100000001 0.100000001 mg/100 g Cocoa liquor Type 2 specific Common grape Type 1 specific Vitis vinifera 29760 0.128706 0.24333334 0.029318421 mg/100 g Fruits Unknown generic Garden rhubarb Type 1 specific Rheum rhabarbarum 3621 Garden tomato Type 1 specific Solanum lycopersicum 4081 Grape wine Type 2 specific 0.360434 0.624182614 0.204796646 mg/100 g Green tea Type 1 Green vegetables Unknown generic Lentils Type 1 generic Lens culinaris 3864 0.0465 0.093000002 0.0 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 Peanut Type 1 specific Arachis hypogaea 3818 0.01355 0.01355 0.01355 mg/100 g Pistachio Type 1 specific Pistacia vera 55513 Red grape juice Type 1 Red wine Type 2 Rosé wine Type 2 Sorghum Type 1 specific Sorghum bicolor 4558 Strawberry Type 1 specific Fragaria X ananassa 3747 White grape juice Type 1 White wine Type 2 0.17 0.17 0.17 mg/L Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti lipoperoxidant 407 Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Fungicide 940 A substance used to destroy fungal pests. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. 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. Protein-tyrosine-kinase inhibitor 1271 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.