1.0 2010-04-08 22:12:28 UTC 2025-11-19 01:47:25 UTC FDB016491 Kaempferol 3-rhamnoside 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one can be found in a number of food items such as endive, linden, peach, and ginkgo nuts, which makes 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one a potential biomarker for the consumption of these food products. 3-O-a-L-Rhamnopyranosyloxy-4',5,7-trihydroxyflavone 3,4',5,7-Tetrahydroxyflavone-3-L-rhamnoside Afzelin Afzeloside Kaempferin Kaempferol 3-a-L-rhamnoside kaempferol 3-O-alpha-L-rhamnopyranoside kaempferol-3-O-alpha-L-rhamnoside C21H20O10 432.3775 432.10564686 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]chromen-4-one 482-39-3 CC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C(O)C1O InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3 SOSLMHZOJATCCP-UHFFFAOYSA-N belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Angular pyranocoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Pyranocoumarins Aromatic heteropolycyclic compounds 2,2-dimethyl-1-benzopyrans Alkyl aryl ethers Alkyl chlorides Aryl alkyl ketones Benzenoids Chromones Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Organochlorides Oxacyclic compounds Pyranochromenes Pyranones and derivatives 1-benzopyran 2,2-dimethyl-1-benzopyran Alkyl aryl ether Alkyl chloride Alkyl halide Angular pyranocoumarin Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Chromane Chromone Ether Heteroaromatic compound Hydrocarbon derivative Ketone Lactone Organic oxide Organic oxygen compound Organochloride Organohalogen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranochromene Pyranone logp 1.48 ALOGPS logs -2.45 ALOGPS solubility 1.55e+00 g/l ALOGPS melting_point Mp 172-174° logp 1.21 ChemAxon pka_strongest_acidic 6.37 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one ChemAxon average_mass 432.3775 ChemAxon mono_mass 432.10564686 ChemAxon smiles CC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C(O)C1O ChemAxon formula C21H20O10 ChemAxon inchi InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3 ChemAxon inchikey SOSLMHZOJATCCP-UHFFFAOYSA-N ChemAxon polar_surface_area 166.14 ChemAxon refractivity 105.75 ChemAxon polarizability 41.48 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 52251 Specdb::CMs 65862 Specdb::CMs 116356 Specdb::CMs 116878 Specdb::CMs 129041 Specdb::CMs 165202 Specdb::MsMs 81549 Specdb::MsMs 81550 Specdb::MsMs 81551 Specdb::MsMs 142671 Specdb::MsMs 142672 Specdb::MsMs 142673 Specdb::MsMs 2226523 Specdb::MsMs 2228170 Specdb::MsMs 2228969 Specdb::MsMs 2229175 Specdb::MsMs 2229321 Specdb::MsMs 2229614 Specdb::MsMs 2229878 Specdb::MsMs 2230157 Specdb::MsMs 2230265 Specdb::MsMs 2230494 Specdb::MsMs 2231270 Specdb::MsMs 2232912 Specdb::MsMs 2233624 Specdb::MsMs 2235340 Specdb::MsMs 2235683 Specdb::MsMs 2236269 Specdb::MsMs 2237098 Specdb::MsMs 2237698 Specdb::MsMs 2239911 Common hazelnut Type 1 specific Corylus avellana 13451 Endive Type 1 specific Cichorium endivia 114280 0.079301 0.158601388 0.0 mg/100 g Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Kiwi Type 1 specific Actinidia chinensis 3625 0.004833 0.008 0.001666667 mg/100 g Lettuce Type 1 specific Lactuca sativa 4236 0.0 0.0 0.0 mg/100 g Linden Type 1 specific Tilia 64580 Peach Type 1 specific Prunus persica 3760 Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).