1.0 2010-04-08 22:06:00 UTC 2025-11-18 22:54:19 UTC FDB003911 Apiumetrin Apigenin-7-O-glucoside, also known as cosmosiin or apigetrin, belongs to the class of organic compounds known as flavonoid 7-O-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2- or 7-position of the phenylchromen-4-one flavonoid backbone. Thus, apigenin 7-O-glucoside consists of the apigenin flavanoid ring linked to glucose at the 7-position. Because of the conjugation of glucose, Apigenin 7-O-glucoside is a moderately water-soluble compound. Apigenin-7-O-glucoside can be found in a number of food items, such as common thyme, white lupine, common oregano, and orange mint. Apigenin-7-O-glucoside can also be found in dandelion coffee and in plants such as wild celery and anise. Apigenin-7-O-glucoside has been shown to exhibit anti-platelet function (PMID: 21834233). C21H20O10 432.381 432.105646844 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one apigenin 7-o-β-glucoside 578-74-5 [H][C@]1(CO)O[C@@]([H])(OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1 KMOUJOKENFFTPU-QNDFHXLGSA-N belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Flavonoid-7-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids Acetals Carbonyl compounds Chromones Cinnamic acid esters Coumaric acid esters Coumaric acids and derivatives Enoate esters Fatty acid esters Flavones Heteroaromatic compounds Hydrocarbon derivatives Monocarboxylic acids and derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Pyranones and derivatives Secondary alcohols Styrenes Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid Acetal Alcohol Alpha,beta-unsaturated carboxylic ester Aromatic heteropolycyclic compound Benzenoid Benzopyran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Chromone Cinnamic acid ester Cinnamic acid or derivatives Coumaric acid ester Coumaric acid or derivatives Enoate ester Fatty acid ester Fatty acyl Flavone Flavonoid-7-o-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxycinnamic acid or derivatives Hydroxyflavonoid Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Pyran Pyranone Secondary alcohol Styrene Vinylogous acid logp 0.68 ALOGPS logs -2.65 ALOGPS solubility 9.71e-01 g/l ALOGPS logp 0.44 ChemAxon pka_strongest_acidic 7.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 432.381 ChemAxon mono_mass 432.105646844 ChemAxon smiles [H][C@]1(CO)O[C@@]([H])(OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O ChemAxon formula C21H20O10 ChemAxon inchi InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1 ChemAxon inchikey KMOUJOKENFFTPU-QNDFHXLGSA-N ChemAxon polar_surface_area 166.14 ChemAxon refractivity 105.06 ChemAxon polarizability 42.1 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 137283 Specdb::CMs 145017 Specdb::MsMs 86358 Specdb::MsMs 86359 Specdb::MsMs 86360 Specdb::MsMs 148638 Specdb::MsMs 148639 Specdb::MsMs 148640 Specdb::MsMs 285871 Specdb::MsMs 285872 Specdb::MsMs 285873 Specdb::MsMs 285874 Specdb::MsMs 285875 Specdb::MsMs 285876 Specdb::MsMs 1470776 Specdb::MsMs 1470777 Specdb::MsMs 1470787 Specdb::MsMs 1470793 Specdb::MsMs 1470801 Specdb::MsMs 1470813 Specdb::MsMs 1470941 Specdb::MsMs 1470951 Specdb::MsMs 1470952 Specdb::MsMs 1470953 Specdb::MsMs 1471026 Specdb::MsMs 1471055 Specdb::MsMs 1471056 Globe artichoke Type 1 specific Cynara scolymus 59895 Olive Type 1 specific Olea europaea 4146 Wild celery Type 1 specific Apium graveolens 4045