1.0 2010-04-08 22:11:43 UTC 2025-11-19 00:53:20 UTC FDB015221 Vitisin A Constituent of some red wines. Vitisin A is found in grape wine, alcoholic beverages, and common grape. Malvidin 3-glucoside-pyruvate Vitisin A C26H25O14 561.4683 561.124430508 7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2lambda4,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),2,4,6,9,11-hexaen-2-ylium 7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2lambda4,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),2,4,6,9,11-hexaen-2-ylium 184362-09-2 COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2 InChI=1S/C26H24O14/c1-35-14-3-9(4-15(36-2)19(14)29)23-24(40-26-22(32)21(31)20(30)17(8-27)39-26)11-7-16(25(33)34)37-12-5-10(28)6-13(38-23)18(11)12/h3-7,17,20-22,26-27,30-32H,8H2,1-2H3,(H2-,28,29,33,34)/p+1/t17-,20-,21+,22-,26+/m1/s1 QVULQDHVHOUFCX-AQFMKAHKSA-O belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Biflavonoids and polyflavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids Biflavonoids and polyflavonoids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 3'-O-methylated flavonoids 4'-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Anisoles Anthocyanidin-3-O-glycosides Anthocyanidins Carboxylic acids Dimethoxybenzenes Flavonoid-3-O-glycosides Heteroaromatic compounds Hexoses Hydrocarbon derivatives Methoxyphenols Monocarboxylic acids and derivatives O-glycosyl compounds Organic cations Organic oxides Oxacyclic compounds Oxanes Phenoxy compounds Polyols Primary alcohols Proanthocyanidins Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Anisole Anthocyanidin Anthocyanidin-3-o-glycoside Anthocyanin Aromatic heteropolycyclic compound Benzenoid Benzopyran Bi- and polyflavonoid skeleton Carboxylic acid Carboxylic acid derivative Dimethoxybenzene Ether Flavonoid o-glycoside Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid M-dimethoxybenzene Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic cation Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Polyol Primary alcohol Proanthocyanidin Secondary alcohol logp 2.05 ALOGPS logs -3.23 ALOGPS solubility 3.50e-01 g/l ALOGPS logp 0.39 ChemAxon pka_strongest_acidic 2.23 ChemAxon pka_strongest_basic -3 ChemAxon iupac 7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2lambda4,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),2,4,6,9,11-hexaen-2-ylium ChemAxon average_mass 561.4683 ChemAxon mono_mass 561.124430508 ChemAxon smiles COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2 ChemAxon formula C26H25O14 ChemAxon inchi InChI=1S/C26H24O14/c1-35-14-3-9(4-15(36-2)19(14)29)23-24(40-26-22(32)21(31)20(30)17(8-27)39-26)11-7-16(25(33)34)37-12-5-10(28)6-13(38-23)18(11)12/h3-7,17,20-22,26-27,30-32H,8H2,1-2H3,(H2-,28,29,33,34)/p+1/t17-,20-,21+,22-,26+/m1/s1 ChemAxon inchikey QVULQDHVHOUFCX-AQFMKAHKSA-O ChemAxon polar_surface_area 217.97 ChemAxon refractivity 142.39 ChemAxon polarizability 53.88 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 14 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 25872 Specdb::CMs 44830 Specdb::CMs 282008 Specdb::CMs 346726 Specdb::CMs 346727 Specdb::CMs 346728 Specdb::CMs 346729 Specdb::CMs 346730 Specdb::CMs 346731 Specdb::CMs 346732 Specdb::CMs 346733 Specdb::CMs 346734 Specdb::CMs 346735 Specdb::CMs 346736 Specdb::CMs 346737 Specdb::CMs 346738 Specdb::CMs 346739 Specdb::CMs 346740 Specdb::CMs 346741 Specdb::CMs 346742 Specdb::CMs 346743 Specdb::CMs 346744 Specdb::CMs 346745 Specdb::CMs 346746 Specdb::CMs 346747 Specdb::MsMs 67146 Specdb::MsMs 67147 Specdb::MsMs 67148 Specdb::MsMs 124887 Specdb::MsMs 124888 Specdb::MsMs 124889 Specdb::MsMs 2490839 Specdb::MsMs 2490840 Specdb::MsMs 2490841 HMDB36348 #<Reference:0x000055ce3228da38> #<Reference:0x000055ce3228d880> Alcoholic beverages Unknown generic Common grape Type 1 specific Vitis vinifera 29760 Grape wine Type 2 specific 0.315587 0.315586608 0.315586608 mg/100 g Red wine Type 2 0.0 0.0 0.0 mg/100 g