1.0 2010-04-08 22:11:11 UTC 2020-09-17 15:32:55 UTC FDB014280 Luteolin 7-glucoside Luteolin-7-O-glucoside, also known as 7-O-glucoluteolin or cinaroside, belongs to the class of organic compounds known as flavonoid O-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. glucoside. Because of the conjugation of glucose, Luteolin 7-O-glucoside is a moderately water-soluble compound. Luteolin 7-O-glucoside is found, on average, in a few different plants, spices and foods, such as Mexican oregano, anises, and wild celeries and in a lower concentration in lentils, and wild carrots. common buckwheats, corns, globe artichokes, roman camomiles, and orange mints. 2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl b-D-glucopyranoside 2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside 2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl β-D-glucopyranoside 2-(3,4-Dihydroxyphenyl)-7-(b-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one 2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one 2-(3,4-Dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one 7-Glucoluteolin 7-Glucosylluteolin 7-O-b-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone 7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone 7-O-β-D-glucosyl-5,7,3',4'-tetrahydroxyflavone Cinaroside Cynaroside Daphneflavonoloside Flavopurposide Glucoluteolin Luteolin 7-glucoside Luteolin 7-monoglucoside Luteolin 7-O-b-D-glucoside Luteolin 7-O-beta-D-glucoside Luteolin 7-O-glucopyranoside Luteolin 7-O-glucoside Luteolin 7-O-β-D-glucoside Luteolin-7-glucoside Luteoloside C21H20O11 448.3769 448.100561482 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one luteolin 7-O-glucoside 5373-11-5 OC[C@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C=C(O3)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 PEFNSGRTCBGNAN-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 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids Acetals Benzene and substituted derivatives Catechols Chromones Flavones Heteroaromatic compounds Hexoses Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides 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 Acetal Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran Catechol Chromone Flavone Flavonoid-7-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 Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid Flavones and Flavonols beta-D-glucoside flavones glycosyloxyflavone monosaccharide derivative trihydroxyflavone logp 0.58 ALOGPS logs -2.62 ALOGPS solubility 1.08e+00 g/l ALOGPS melting_point Mp 256-258° (254°) logp 0.14 ChemAxon pka_strongest_acidic 7.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 448.3769 ChemAxon mono_mass 448.100561482 ChemAxon smiles OC[C@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C=C(O3)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C21H20O11 ChemAxon inchi InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 ChemAxon inchikey PEFNSGRTCBGNAN-QNDFHXLGSA-N ChemAxon polar_surface_area 186.37 ChemAxon refractivity 107.04 ChemAxon polarizability 42.98 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25415 Specdb::CMs 44432 Specdb::CMs 173085 Specdb::MsMs 106869 Specdb::MsMs 106870 Specdb::MsMs 106871 Specdb::MsMs 173712 Specdb::MsMs 173713 Specdb::MsMs 173714 Specdb::MsMs 285955 Specdb::MsMs 373973 Specdb::MsMs 374112 Specdb::MsMs 374113 Specdb::MsMs 438964 Specdb::MsMs 438965 Specdb::MsMs 438966 Specdb::MsMs 438967 Specdb::MsMs 439145 Specdb::MsMs 439843 Specdb::MsMs 440546 Specdb::MsMs 447862 Specdb::MsMs 447863 Specdb::MsMs 447864 Specdb::MsMs 448093 Specdb::MsMs 449407 Specdb::MsMs 450067 Specdb::MsMs 452249 Specdb::MsMs 2230826 HMDB35588 #<Reference:0x00007f093c1a62c8> Amaranth Type 1 specific Amaranthus 3564 Anise Type 1 specific Pimpinella anisum 271192 128.0 128.0 128.0 mg/100 g Annual wild rice Type 1 specific Zizania aquatica 75727 Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Bulgur Type 2 specific Carrot Type 1 specific Daucus carota ssp. sativus 79200 10.0 10.0 10.0 mg/100 g Celery leaves Type 1 specific Apium graveolens var. secalinum 941588 1.17 1.169999917 1.169999917 mg/100 g Cereals and cereal products Unknown generic Chicory Type 1 specific Cichorium intybus 13427 Cocoa bean Type 1 specific Theobroma cacao 3641 Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common sage Type 1 specific Salvia officinalis 38868 Common thyme Type 1 specific Thymus vulgaris 49992 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Cumin Type 1 specific Cuminum cyminum 52462 Dandelion Type 1 specific Taraxacum officinale 50225 Dill Type 1 specific Anethum graveolens 40922 Fennel Type 1 specific Foeniculum vulgare 48038 Flour Type 2 specific German camomile Type 1 specific Matricaria recutita 127986 Globe artichoke Type 1 specific Cynara scolymus 59895 0.0 0.0 0.0 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 Hard wheat Type 1 specific Triticum durum 4567 Herbs and Spices Unknown generic Italian sweet red pepper Type 1 specific Capsicum annuum 4072 Lemon balm Type 1 specific Melissa officinalis 39338 Lentils Type 1 generic Lens culinaris 3864 0.0645 0.128999993 0.0 mg/100 g Mexican oregano Type 1 specific Lippia graveolens 297.666667 297.666666667 297.666666667 mg/100 g Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Olive Type 1 specific Olea europaea 4146 7.252071 14.50414287 0.0 mg/100 g Orange bell pepper Type 1 specific Capsicum annuum 4072 Orange mint Type 1 specific Mentha aquatica 190902 Oriental wheat Type 1 specific Triticum turanicum 376534 Pear Type 1 specific Pyrus communis 23211 Pepper Type 1 specific Capsicum annuum 4072 Peppermint Type 1 specific Mentha X piperita 34256 10.902143 10.902142848 10.902142848 mg/100 g Potato Type 1 specific Solanum tuberosum 4113 Prairie turnip Type 1 specific Pediomelum esculentum 458363 Quinoa Type 1 specific Chenopodium quinoa 63459 Red bell pepper Type 1 specific Capsicum annuum 4072 Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 Roman camomile Type 1 specific Chamaemelum nobile 99037 Rosemary Type 1 specific Rosmarinus officinalis 39367 Rye Type 1 specific Secale cereale 4550 Sacred lotus Type 1 specific Nelumbo nucifera 4432 Safflower Type 1 specific Carthamus tinctorius 4222 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spearmint Type 1 specific Mentha spicata 29719 Spelt Type 1 specific Triticum spelta 58933 Sweet marjoram Type 1 specific Origanum majorana 268884 Tarragon Type 1 specific Artemisia dracunculus 72341 Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild carrot Type 1 specific Daucus carota 4039 10.0 10.0 10.0 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 80.0 80.0 80.0 mg/100 g Wild rice Type 1 specific Zizania 15949 Yellow bell pepper Type 1 specific Capsicum annuum 4072 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). Anti complementary 201 Anti dermatic 224 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti hyperthyroid 353 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-herpetic 329 A substance that destroys or inhibits replication of viruses. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. 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-viral 689 A substance that destroys or inhibits replication of viruses. Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Cholagogue 800 Deiodinase inhibitor 865 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. Hypocholesterolemic 1016 Insectiphile 1042 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. 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.