1.0 2010-04-08 22:12:52 UTC 2019-11-26 03:14:18 UTC FDB017151 Cyanidin 3-(6''-malonylglucoside) Isolated from red chicory leaves (Cichorium intybus). Cyanidin 3-(6''-malonylglucoside) is found in many foods, some of which are lettuce, passion fruit, romaine lettuce, and sweet orange. Cyanidin 3-(6-malonylglucoside) Cyanidin 3-(6''-malonylglucoside) Cyanidin 3-malonylglucoside Cyanidin 3-O-(6''-malonyl-glucoside) C24H23O14 535.431 535.108780444 3-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium 3-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium 94977-38-5 OC1C(COC(=O)CC(O)=O)OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)C(O)C1O InChI=1S/C24H22O14/c25-10-4-13(27)11-6-16(23(36-15(11)5-10)9-1-2-12(26)14(28)3-9)37-24-22(34)21(33)20(32)17(38-24)8-35-19(31)7-18(29)30/h1-6,17,20-22,24,32-34H,7-8H2,(H4-,25,26,27,28,29,30)/p+1 ROQLTZUOXIQBDO-UHFFFAOYSA-O belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Anthocyanidin-3-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1,3-dicarbonyl compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Anthocyanidins Benzene and substituted derivatives Carboxylic acid esters Carboxylic acids Catechols Dicarboxylic acids and derivatives Flavonoid-3-O-glycosides Heteroaromatic compounds Hydrocarbon derivatives Monosaccharides O-glycosyl compounds Organic cations Organic oxides Oxacyclic compounds Oxanes Polyols Secondary alcohols 1,3-dicarbonyl compound 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Anthocyanidin Anthocyanidin-3-o-glycoside Aromatic heteropolycyclic compound Benzenoid Benzopyran Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Dicarboxylic acid or derivatives Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic cation Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Polyol Secondary alcohol logp 0.82 ALOGPS logs -3.10 ALOGPS solubility 4.52e-01 g/l ALOGPS logp 0.68 ChemAxon pka_strongest_acidic 3.29 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 3-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium ChemAxon average_mass 535.431 ChemAxon mono_mass 535.108780444 ChemAxon smiles OC1C(COC(=O)CC(O)=O)OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)C(O)C1O ChemAxon formula C24H23O14 ChemAxon inchi InChI=1S/C24H22O14/c25-10-4-13(27)11-6-16(23(36-15(11)5-10)9-1-2-12(26)14(28)3-9)37-24-22(34)21(33)20(32)17(38-24)8-35-19(31)7-18(29)30/h1-6,17,20-22,24,32-34H,7-8H2,(H4-,25,26,27,28,29,30)/p+1 ChemAxon inchikey ROQLTZUOXIQBDO-UHFFFAOYSA-O ChemAxon polar_surface_area 236.81 ChemAxon refractivity 131.75 ChemAxon polarizability 49.42 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 12 ChemAxon donor_count 8 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Specdb::MsMs 51501 Specdb::MsMs 51502 Specdb::MsMs 51503 Specdb::MsMs 176238 Specdb::MsMs 176239 Specdb::MsMs 176240 Specdb::MsMs 2361170 Specdb::MsMs 2361171 Specdb::MsMs 2361172 Specdb::CMs 20541 Specdb::CMs 45620 Specdb::CMs 249068 Specdb::CMs 249069 Specdb::CMs 249070 Specdb::CMs 249071 Specdb::CMs 249072 Specdb::CMs 249073 Specdb::CMs 249074 Specdb::CMs 249075 Specdb::CMs 249076 Specdb::CMs 249077 Specdb::CMs 249078 Specdb::CMs 249079 Specdb::CMs 249080 Specdb::CMs 249081 Specdb::CMs 249082 Specdb::CMs 249083 Specdb::CMs 249084 Specdb::CMs 249085 Specdb::CMs 249086 Specdb::CMs 249087 Specdb::CMs 249088 Specdb::CMs 249089 Specdb::CMs 249090 HMDB37974 #<Reference:0x000055ce32328fb0> Blackberry Type 1 specific Rubus 40.0 40.0 40.0 mg/100 g Chicory Type 1 specific Cichorium intybus 13427 Chives Type 1 specific Allium schoenoprasum 74900 Common grape Type 1 specific Vitis vinifera 29760 0.0 0.0 0.0 mg/100 g Corn Type 1 specific Zea mays 4577 Endive Type 1 specific Cichorium endivia 114280 0.0 0.0 0.0 mg/100 g Garden onion (var.) Type 1 specific Allium cepa var. cepa 4679 1.5 1.5 1.5 mg/100 g Garlic Type 1 specific Allium sativum 4682 Green vegetables Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.0 0.0 0.0 mg/100 g Lettuce Type 1 specific Lactuca sativa 4236 1.458667 2.917334676 0.0 mg/100 g Lupine Type 1 specific Lupinus 3869 Passion fruit Type 1 specific Passiflora edulis 78168 Romaine lettuce Type 1 specific Lactuca sativa L. var. longifolia Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 4.301667 4.301666617 4.301666617 mg/100 g Summer grape Type 1 specific Vitis aestivalis 3605 0.0 0.0 0.0 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 1.76 1.759999982 1.759999982 mg/100 g Tropical highland blackberry Type 1 specific Rubus adenotrichos 40.0 40.0 40.0 mg/100 g