1.0 2010-04-08 22:05:00 UTC 2019-11-26 02:56:35 UTC FDB001540 Apigenin 7-(6''-malonylglucoside) Apigenin 7-(6''-malonylglucoside) is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Apigenin 7-(6''-malonylglucoside) is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Apigenin 7-(6''-malonylglucoside) can be found in german camomile, lupine, and parsley, which makes apigenin 7-(6''-malonylglucoside) a potential biomarker for the consumption of these food products. 7-MAG Apigenin 7-O-(6-malonyl-beta-D-glucoside) Apigenin 7-O-(6-O-malonylglucoside) Apigenin-7-(6''-malonyl-glucoside) Malonyl Apigenin 7-o-glucoside C24H22O14 534.4231 534.100955412 3-{[(2R,3S,4S,5R,6S)-6-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid 3-{[(2R,3S,4S,5R,6S)-6-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid 86546-87-4 O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC(O)=C3C(OC(=C(O)C3=O)C3=CC=C(O)C=C3)=C2)[C@@H]1O InChI=1S/C24H22O14/c25-10-3-1-9(2-4-10)23-21(33)19(31)17-12(26)5-11(6-13(17)37-23)36-24-22(34)20(32)18(30)14(38-24)8-35-16(29)7-15(27)28/h1-6,14,18,20,22,24-26,30,32-34H,7-8H2,(H,27,28)/t14-,18-,20+,22-,24-/m1/s1 FIVFPODHFQLHTO-ZQIGZIPLSA-N belongs to the class of organic compounds known as flavonoid o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid. Flavonoid O-glucuronides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-4-unsubstituted benzenoids 3'-O-methylated flavonoids 3-O-methylated flavonoids 3-methoxychromones 5-hydroxyflavonoids Acetals Alkyl aryl ethers Anisoles Benzodioxoles Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Flavones Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Monocarboxylic acids and derivatives Monosaccharides O-glucuronides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Phenoxy compounds Polyols Pyranones and derivatives Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-4-unsubstituted benzenoid 1-o-glucuronide 3-methoxychromone 3-methoxyflavonoid-skeleton 3p-methoxyflavonoid-skeleton 5-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzodioxole Benzopyran Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Chromone Ether Flavone Flavonoid-4p-o-glucuronide Glucuronic acid or derivatives Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy acid Hydroxyflavonoid Methoxybenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide O-glucuronide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol ether Phenolic glycoside Phenoxy compound Polyol Pyran Pyranone Secondary alcohol Vinylogous acid logp 1.03 ALOGPS logs -2.92 ALOGPS solubility 6.47e-01 g/l ALOGPS logp 0.53 ChemAxon pka_strongest_acidic 3.37 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 3-{[(2R,3S,4S,5R,6S)-6-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid ChemAxon average_mass 534.4231 ChemAxon mono_mass 534.100955412 ChemAxon smiles O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC(O)=C3C(OC(=C(O)C3=O)C3=CC=C(O)C=C3)=C2)[C@@H]1O ChemAxon formula C24H22O14 ChemAxon inchi InChI=1S/C24H22O14/c25-10-3-1-9(2-4-10)23-21(33)19(31)17-12(26)5-11(6-13(17)37-23)36-24-22(34)20(32)18(30)14(38-24)8-35-16(29)7-15(27)28/h1-6,14,18,20,22,24-26,30,32-34H,7-8H2,(H,27,28)/t14-,18-,20+,22-,24-/m1/s1 ChemAxon inchikey FIVFPODHFQLHTO-ZQIGZIPLSA-N ChemAxon polar_surface_area 229.74 ChemAxon refractivity 122.52 ChemAxon polarizability 49.88 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 13 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 100113 Specdb::MsMs 100114 Specdb::MsMs 100115 Specdb::MsMs 165354 Specdb::MsMs 165355 Specdb::MsMs 165356 Specdb::MsMs 3597711 Specdb::MsMs 3597712 Specdb::MsMs 3597713 Specdb::MsMs 3598966 Specdb::MsMs 3598967 Specdb::MsMs 3598968 German camomile Type 1 specific Matricaria recutita 127986 Lupine Type 1 specific Lupinus 3869 Parsley Type 1 specific Petroselinum crispum 4043