1.0 2010-04-08 22:05:24 UTC 2020-02-24 19:10:31 UTC FDB002510 Orientin Isolated from Hordeum vulgare (barley) and Passiflora incarnata (maypops) Orientin is a flavone, a chemical flavonoid-like compound found in the passion flower, the Açaí palm and Anadenanthera peregrina. Orientin is also reported in millets and in the Phyllostachys nigra bamboo leaves. 8-b-D-Glucopyranosyl-3',4',5,7-tetrahydroxyflavone 8-b-D-Glucopyranosylluteolin 8-beta-D-glucosylluteolin 8-Glucosylluteolin Luteolin 8-C-beta-D-glucopyranoside Luteolin 8-C-glucoside Luteolin 8-glucoside Luteolin-8-glucoside Lutexin C21H20O11 448.3769 448.100561482 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one orientin 28608-75-5 OCC1OC(C(O)C(O)C1O)C1=C(O)C=C(O)C2=C1OC(=CC2=O)C1=CC(O)=C(O)C=C1 InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2 PLAPMLGJVGLZOV-UHFFFAOYSA-N belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Flavonoid 8-C-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 Benzene and substituted derivatives C-glycosyl compounds Catechols Chromones Dialkyl ethers Flavones Heteroaromatic compounds Hexoses Hydrocarbon derivatives 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 7-hydroxyflavonoid Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran C-glycosyl compound Catechol Chromone Dialkyl ether Ether Flavone Flavonoid-8-c-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid logp 0.34 ALOGPS logs -2.31 ALOGPS solubility 2.18e+00 g/l ALOGPS melting_point Mp 265-267° dec. logp -0.35 ChemAxon pka_strongest_acidic 6.2 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one ChemAxon average_mass 448.3769 ChemAxon mono_mass 448.100561482 ChemAxon smiles OCC1OC(C(O)C(O)C1O)C1=C(O)C=C(O)C2=C1OC(=CC2=O)C1=CC(O)=C(O)C=C1 ChemAxon formula C21H20O11 ChemAxon inchi InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2 ChemAxon inchikey PLAPMLGJVGLZOV-UHFFFAOYSA-N ChemAxon polar_surface_area 197.37 ChemAxon refractivity 108.01 ChemAxon polarizability 42.33 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 161969 Specdb::NmrOneD 161970 Specdb::NmrOneD 161971 Specdb::NmrOneD 161972 Specdb::NmrOneD 161973 Specdb::NmrOneD 161974 Specdb::NmrOneD 161975 Specdb::NmrOneD 161976 Specdb::NmrOneD 161977 Specdb::NmrOneD 161978 Specdb::NmrOneD 161979 Specdb::NmrOneD 161980 Specdb::NmrOneD 161981 Specdb::NmrOneD 161982 Specdb::NmrOneD 161983 Specdb::NmrOneD 161984 Specdb::NmrOneD 161985 Specdb::NmrOneD 161986 Specdb::NmrOneD 161987 Specdb::NmrOneD 161988 Specdb::MsMs 12962 Specdb::MsMs 12963 Specdb::MsMs 12964 Specdb::MsMs 19634 Specdb::MsMs 19635 Specdb::MsMs 19636 Specdb::MsMs 440521 Specdb::MsMs 452209 Specdb::MsMs 2231645 Specdb::MsMs 2233813 Specdb::MsMs 2233978 Specdb::MsMs 2234932 Specdb::MsMs 2235156 Specdb::MsMs 2252631 Specdb::MsMs 2253871 Specdb::MsMs 2254701 Specdb::MsMs 2255859 Specdb::MsMs 2256778 Specdb::MsMs 2257830 Specdb::MsMs 2258726 Specdb::MsMs 2259835 Specdb::MsMs 2662600 Specdb::MsMs 2662601 Specdb::MsMs 2662602 Specdb::MsMs 3015921 Specdb::CMs 23046 Specdb::CMs 42032 Specdb::CMs 135877 Specdb::CMs 143611 Specdb::CMs 156100 Specdb::CMs 156102 Specdb::CMs 156104 Specdb::CMs 156106 Specdb::CMs 156108 Specdb::CMs 156110 Specdb::CMs 156112 Specdb::CMs 156114 Specdb::CMs 156116 Specdb::CMs 156117 Specdb::CMs 156119 Specdb::CMs 156121 Specdb::CMs 280080 HMDB30614 7781 #<Reference:0x000055ce31fbb620> Amaranth Type 1 specific Amaranthus 3564 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 Cereals and cereal products Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common oregano Type 1 specific Origanum vulgare 39352 Common salsify Type 1 specific Tragopogon porrifolius 13731 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Cucumber Type 1 specific Cucumis sativus 3659 Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Flaxseed Type 1 specific Linum usitatissimum 4006 Flour Type 2 specific Hard wheat Type 1 specific Triticum durum 4567 Herbs and Spices Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Quinoa Type 1 specific Chenopodium quinoa 63459 Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 Rye Type 1 specific Secale cereale 4550 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Sweet basil Type 1 specific Ocimum basilicum 39350 Sweet marjoram Type 1 specific Origanum majorana 268884 Tamarind Type 1 specific Tamarindus indica 58860 Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Tree fern Type 1 specific Cyathea Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild rice Type 1 specific Zizania 15949 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. cAMP-phosphodiesterase inhibitor 753 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. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms.