1.0 2010-04-08 22:05:49 UTC 2025-11-18 22:52:53 UTC FDB003499 (Z)-Resveratrol 3-glucoside Constituent of the wine grape (Vitis vinifera). (Z)-Resveratrol 3-glucoside is found in fruits and common grape. (Z)-Resveratrol 3-glucoside cis-Piceid cis-Resveratrol 3-glucoside cis-Resveratrol 3-O-glucoside C20H22O8 390.3839 390.13146768 (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol 148766-36-3 OC[C@H]1O[C@@H](OC2=CC(\C=C/C3=CC=C(O)C=C3)=CC(O)=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-BUFXCDORSA-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 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 126-129° logp 1.13 ChemAxon pka_strongest_acidic 9.1 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 390.3839 ChemAxon mono_mass 390.13146768 ChemAxon smiles OC[C@H]1O[C@@H](OC2=CC(\C=C/C3=CC=C(O)C=C3)=CC(O)=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-BUFXCDORSA-N ChemAxon polar_surface_area 139.84 ChemAxon refractivity 99.6 ChemAxon polarizability 39.04 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13832 Specdb::CMs 42481 Specdb::CMs 158825 Specdb::MsMs 87495 Specdb::MsMs 87496 Specdb::MsMs 87497 Specdb::MsMs 150015 Specdb::MsMs 150016 Specdb::MsMs 150017 Specdb::MsMs 2226590 Specdb::MsMs 2228905 Specdb::MsMs 2230513 Specdb::MsMs 2381675 Specdb::MsMs 2381676 Specdb::MsMs 2381677 Specdb::MsMs 2581134 Specdb::MsMs 2581135 Specdb::MsMs 2581136 HMDB31422 #<Reference:0x000055ce33498728> Common grape Type 1 specific Vitis vinifera 29760 Fruits Unknown generic White wine Type 2 0.15 0.15 0.15 mg/100 g