1.0 2010-04-08 22:05:29 UTC 2019-11-26 02:57:51 UTC FDB002711 Hyperin Occurs widely in plants, e.g. in apple peel and Hypericum perforatum (St John's wort) Hyperoside is the 3-O-galactoside of quercetin. It is a medicinally active compound that can be isolated from Drosera rotundifolia, from the Stachys plant, from Prunella vulgaris, from Rumex acetosella and from St John's wort. Hyperin is found in many foods, some of which are apricot, pear, guava, and common buckwheat. 2-(3,4-Dihydroxyphenyl)-3-(b-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4-Dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4-Dihydroxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 3-O-b-D-Galactopyranosyloxy-3',4',5,7-tetrahydroxyflavone Hyperin Hyperoside Hyperozide Jyperin Quercetin 3-beta-D-galactopyranoside Quercetin 3-D-galactoside Quercetin 3-galactoside Quercetin 3-O-&beta;-D-galactopyranoside Quercetin 3-O-beta-D-galactopyranoside Quercetin 3-O-beta-D-galactoside Quercetin 3-O-galactoside C21H20O12 464.3763 464.095476104 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one hyperoside 482-36-0 OC[C@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@H]1O InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 OVSQVDMCBVZWGM-DTGCRPNFSA-N belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Flavonoid-3-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Benzene and substituted derivatives Catechols Chromones Flavones Heteroaromatic compounds Hexoses Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Pyranones and derivatives Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran Catechol Chromone Flavone Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid Flavones and Flavonols beta-D-galactoside flavonols monosaccharide derivative quercetin O-glycoside tetrahydroxyflavone logp 0.47 ALOGPS logs -2.38 ALOGPS solubility 1.95e+00 g/l ALOGPS melting_point Mp 232-233° dec. logp -0.14 ChemAxon pka_strongest_acidic 6.37 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 464.3763 ChemAxon mono_mass 464.095476104 ChemAxon smiles OC[C@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@H]1O ChemAxon formula C21H20O12 ChemAxon inchi InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 ChemAxon inchikey OVSQVDMCBVZWGM-DTGCRPNFSA-N ChemAxon polar_surface_area 206.6 ChemAxon refractivity 109.28 ChemAxon polarizability 43.37 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 12 ChemAxon donor_count 8 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 17862 Specdb::NmrOneD 17863 Specdb::NmrOneD 17864 Specdb::NmrOneD 17865 Specdb::NmrOneD 17866 Specdb::NmrOneD 17867 Specdb::NmrOneD 17868 Specdb::NmrOneD 17869 Specdb::NmrOneD 17870 Specdb::NmrOneD 17871 Specdb::NmrOneD 17872 Specdb::NmrOneD 17873 Specdb::NmrOneD 17874 Specdb::NmrOneD 17875 Specdb::NmrOneD 17876 Specdb::NmrOneD 17877 Specdb::NmrOneD 17878 Specdb::NmrOneD 17879 Specdb::NmrOneD 17880 Specdb::NmrOneD 17881 Specdb::CMs 10038 Specdb::CMs 42151 Specdb::CMs 171824 Specdb::MsMs 87396 Specdb::MsMs 87397 Specdb::MsMs 87398 Specdb::MsMs 149892 Specdb::MsMs 149893 Specdb::MsMs 149894 Specdb::MsMs 374385 Specdb::MsMs 436965 Specdb::MsMs 436966 Specdb::MsMs 436967 Specdb::MsMs 436968 Specdb::MsMs 436969 Specdb::MsMs 438970 Specdb::MsMs 438971 Specdb::MsMs 438972 Specdb::MsMs 438973 Specdb::MsMs 439147 Specdb::MsMs 439286 Specdb::MsMs 440545 Specdb::MsMs 444974 Specdb::MsMs 444975 Specdb::MsMs 444976 Specdb::MsMs 444977 Specdb::MsMs 444978 Specdb::MsMs 447867 HMDB30775 #<Reference:0x000055ce325c9148> Alcoholic beverages Unknown generic Allspice Type 1 specific Pimenta dioica 375272 Almond Type 1 specific Prunus dulcis 3755 0.789475 0.789474988 0.789474988 mg/100 g American cranberry Type 1 specific Vaccinium macrocarpon 13750 34850.0 34850.0 34850.0 mg/100 g Apple Type 1 specific Malus pumila 283210 0.639011 2.357647099 0.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 Bilberry Type 1 specific Vaccinium myrtillus 180763 Black chokeberry Type 1 specific Photinia melanocarpa 661339 46.461456 46.461456299 46.461456299 mg/100 g Black elderberry Type 1 specific Sambucus nigra 4202 Black tea Type 1 1.963515 4.179072857 0.737071732 mg/100 g Blackberry Type 1 specific Rubus Caraway Type 1 specific Carum carvi 48032 Chicory Type 1 specific Cichorium intybus 13427 Cloves Type 1 specific Syzygium aromaticum 219868 Cocoa bean Type 1 specific Theobroma cacao 3641 Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common grape Type 1 specific Vitis vinifera 29760 0.94 0.939999938 0.939999938 mg/100 g Common walnut Type 1 specific Juglans regia 51240 200.0 200.0 200.0 mg/100 g Dill Type 1 specific Anethum graveolens 40922 Endive Type 1 specific Cichorium endivia 114280 0.0 0.0 0.0 mg/100 g European plum Type 1 specific Prunus domestica 3758 0.273092 0.273091671 0.273091671 mg/100 g Fox grape Type 1 specific Vitis labrusca 103355 2.61 2.610000134 2.610000134 mg/100 g Fruit juice Type 2 specific German camomile Type 1 specific Matricaria recutita 127986 Green tea Type 1 1.963515 4.179072857 0.737071732 mg/100 g Guava Type 1 specific Psidium guajava 120290 Herbal tea Type 1 Herbs and Spices Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 8.992516 8.992516359 8.992516359 mg/100 g Horseradish Type 1 specific Armoracia rusticana 3704 Lettuce Type 1 specific Lactuca sativa 4236 0.121634 0.138278142 0.104988965 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 13.228609 13.228609085 13.228609085 mg/100 g Loquat Type 1 specific Eriobotrya japonica 32224 Nectarine Type 1 specific Prunus persica var. nucipersica 323851 0.578671 0.578671028 0.578671028 mg/100 g Peach (var.) Type 1 specific Prunus persica var. persica 323852 0.710049 0.710049099 0.710049099 mg/100 g Pear Type 1 specific Pyrus communis 23211 0.035 0.07 0.0 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 Pomes Unknown generic Quince Type 1 specific Cydonia oblonga 36610 0.267696 0.718571419 0.0 mg/100 g Red raspberry Type 1 specific Rubus idaeus 32247 0.199615 0.19961538 0.19961538 mg/100 g Red tea Type 1 Rowanberry Type 1 specific Sorbus aucuparia 36599 2.504371 2.504370689 2.504370689 mg/100 g Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 4.101667 4.101666629 4.101666629 mg/100 g Sacred lotus Type 1 specific Nelumbo nucifera 4432 Sea-buckthornberry Type 1 specific Hippophae rhamnoides 193516 0.0 0.0 0.0 mg/100 g Sorrel Type 1 specific Rumex acetosa 41241 43.5 43.5 43.5 mg/100 g Sour cherry Type 1 specific Prunus cerasus 140311 Spinach Type 1 specific Spinacia oleracea 3562 Star anise Type 1 specific Illicium verum 124778 Summer grape Type 1 specific Vitis aestivalis 3605 0.85 0.850000024 0.850000024 mg/100 g Tarragon Type 1 specific Artemisia dracunculus 72341 Tea Type 1 specific Camellia sinensis 4442 1.963515 4.179072857 0.737071732 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 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). Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti capillary-fragility 160 Anti dermatitic 225 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti elastase 250 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Anti hepatotoxic 328 Any compound that is able to prevent damage to the liver. Anti nociceptive 484 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Anti radicular 572 Anti-aging 95 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-flu 284 A substance that destroys or inhibits replication of viruses. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-ischemic 377 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-tussive 674 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Anti-wrinkle 693 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. cAMP inhibitor 752 A substance that diminishes the rate of a chemical reaction. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Capillarifortificant 758 Capillarigenic 759 Cyclooxygenase activator 848 Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hypotensive 1021 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Tissue thromboplastin inhibitor 1362 A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. Xanthine oxidase inhibitor 1431 An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).