1.0 2010-04-08 22:05:01 UTC 2025-11-18 22:32:06 UTC FDB001583 Peonidin 3-(6''-acetyl-glucoside) Peonidin 3-(6''-acetyl-glucoside) is a member of the class of compounds known as anthocyanidin-3-o-glycosides. Anthocyanidin-3-o-glycosides are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Peonidin 3-(6''-acetyl-glucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Peonidin 3-(6''-acetyl-glucoside) can be found in common grape, grape wine, highbush blueberry, and lowbush blueberry, which makes peonidin 3-(6''-acetyl-glucoside) a potential biomarker for the consumption of these food products. Peonidin 3-(6''-acetylglucoside) Peonidin 3-O-(6''-acetyl-glucoside) Peonidin 3-O-(6''-acetylglucoside) C24H25O12 505.4481 505.134601264 3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium 3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium 129016-22-4 [H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1 MBSKDCPWFSMEFD-WKKMNAASSA-O belongs to the class of organic compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Anthocyanidin 3-O-6-p-coumaroyl glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-O-methylated flavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Anisoles Anthocyanidin-3-O-glycosides Anthocyanidins Carbonyl compounds Catechols Cinnamic acid esters Coumaric acids and derivatives Enoate esters Fatty acid esters Flavonoid-3-O-glycosides Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Monosaccharides O-glycosyl compounds Organic cations Organic oxides Oxacyclic compounds Oxanes Phenoxy compounds Polyols Secondary alcohols Styrenes 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Anthocyanidin Anthocyanidin 3-o-6-p-coumaroyl-glycoside Anthocyanidin-3-o-glycoside Anthocyanin Aromatic heteropolycyclic compound Benzenoid Benzopyran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Catechol Cinnamic acid ester Cinnamic acid or derivatives Coumaric acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxycinnamic acid or derivatives Hydroxyflavonoid 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 Secondary alcohol Styrene logp 1.93 ALOGPS logs -3.29 ALOGPS solubility 2.75e-01 g/l ALOGPS logp 0.85 ChemAxon pka_strongest_acidic 6.4 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium ChemAxon average_mass 505.4481 ChemAxon mono_mass 505.134601264 ChemAxon smiles [H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O ChemAxon formula C24H25O12 ChemAxon inchi InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1 ChemAxon inchikey MBSKDCPWFSMEFD-WKKMNAASSA-O ChemAxon polar_surface_area 188.51 ChemAxon refractivity 129.89 ChemAxon polarizability 49.17 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 11 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 ChemAxon Specdb::NmrOneD 247168 Specdb::NmrOneD 247169 Specdb::NmrOneD 247170 Specdb::NmrOneD 247171 Specdb::NmrOneD 247172 Specdb::NmrOneD 247173 Specdb::NmrOneD 247174 Specdb::NmrOneD 247175 Specdb::NmrOneD 247176 Specdb::NmrOneD 247177 Specdb::NmrOneD 247178 Specdb::NmrOneD 247179 Specdb::NmrOneD 247180 Specdb::NmrOneD 247181 Specdb::NmrOneD 247182 Specdb::NmrOneD 247183 Specdb::NmrOneD 247184 Specdb::NmrOneD 247185 Specdb::NmrOneD 247186 Specdb::NmrOneD 247187 Specdb::MsMs 75978 Specdb::MsMs 75979 Specdb::MsMs 75980 Specdb::MsMs 135708 Specdb::MsMs 135709 Specdb::MsMs 135710 Common grape Type 1 specific Vitis vinifera 29760 Grape wine Type 2 specific 0.470353 0.47035319 0.47035319 mg/100 g Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.393653 0.393652558 0.393652558 mg/100 g Lowbush blueberry Type 1 specific Vaccinium angustifolium 472369 2.540746 2.540746176 2.540746176 mg/100 g