1.0 2010-04-08 22:13:37 UTC 2025-11-19 02:10:41 UTC FDB018285 Rhoifolin Isolated from Citrus aurantium (Seville orange). Rhoifolin is found in many foods, some of which are citrus, grapefruit/pummelo hybrid, german camomile, and lemon. (-)-Rhoifolin Apigenin 7-neohesperidoside Apigenin 7-O-neohesperidoside Rhoifolin Rhoifoloside C27H30O14 578.5187 578.163555668 7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one rhoifolin 17306-46-6 CC1OC(OC2C(O)C(O)C(CO)OC2OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C(O)C1O InChI=1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3 RPMNUQRUHXIGHK-UHFFFAOYSA-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 Benzene and substituted derivatives Chromones Disaccharides Flavones Heteroaromatic compounds 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 4'-hydroxyflavonoid 5-hydroxyflavonoid Acetal Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Disaccharide Flavone Flavonoid-7-o-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety 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 a small molecule logp -0.00 ALOGPS logs -2.36 ALOGPS solubility 2.55e+00 g/l ALOGPS melting_point Mp 251-253° logp -0.29 ChemAxon pka_strongest_acidic 8.31 ChemAxon pka_strongest_basic -3 ChemAxon iupac 7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one ChemAxon average_mass 578.5187 ChemAxon mono_mass 578.163555668 ChemAxon smiles CC1OC(OC2C(O)C(O)C(CO)OC2OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C(O)C1O ChemAxon formula C27H30O14 ChemAxon inchi InChI=1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3 ChemAxon inchikey RPMNUQRUHXIGHK-UHFFFAOYSA-N ChemAxon polar_surface_area 225.06 ChemAxon refractivity 135.93 ChemAxon polarizability 57.09 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 14 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12321 Specdb::CMs 46098 Specdb::CMs 282481 Specdb::CMs 382363 Specdb::CMs 382364 Specdb::CMs 382365 Specdb::CMs 382366 Specdb::CMs 382367 Specdb::CMs 382368 Specdb::CMs 382369 Specdb::CMs 382370 Specdb::CMs 382371 Specdb::CMs 382372 Specdb::CMs 382373 Specdb::CMs 382374 Specdb::CMs 382375 Specdb::CMs 382376 Specdb::CMs 382377 Specdb::CMs 382378 Specdb::CMs 382379 Specdb::CMs 382380 Specdb::CMs 382381 Specdb::CMs 382382 Specdb::CMs 382383 Specdb::CMs 382384 Specdb::NmrOneD 29522 Specdb::NmrOneD 29523 Specdb::NmrOneD 29524 Specdb::NmrOneD 29525 Specdb::NmrOneD 29526 Specdb::NmrOneD 29527 Specdb::NmrOneD 29528 Specdb::NmrOneD 29529 Specdb::NmrOneD 29530 Specdb::NmrOneD 29531 Specdb::NmrOneD 29532 Specdb::NmrOneD 29533 Specdb::NmrOneD 29534 Specdb::NmrOneD 29535 Specdb::NmrOneD 29536 Specdb::NmrOneD 29537 Specdb::NmrOneD 29538 Specdb::NmrOneD 29539 Specdb::NmrOneD 29540 Specdb::NmrOneD 29541 Specdb::MsMs 8243 Specdb::MsMs 8244 Specdb::MsMs 8245 Specdb::MsMs 14915 Specdb::MsMs 14916 Specdb::MsMs 14917 Specdb::MsMs 2229641 Specdb::MsMs 2253215 Specdb::MsMs 2253237 Specdb::MsMs 2255248 Specdb::MsMs 2255331 Specdb::MsMs 2257100 Specdb::MsMs 2257191 Specdb::MsMs 2257379 Specdb::MsMs 2257503 Specdb::MsMs 2259047 Specdb::MsMs 2259223 Specdb::MsMs 2259356 Specdb::MsMs 2259513 Specdb::MsMs 2364889 Specdb::MsMs 2364890 Specdb::MsMs 2364891 Specdb::MsMs 2597821 Specdb::MsMs 2597822 Specdb::MsMs 2597823 HMDB38848 #<Reference:0x000055ce33390588> 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 Citrus Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Flour Type 2 specific German camomile Type 1 specific Matricaria recutita 127986 Grapefruit/Pummelo hybrid Type 1 specific Citrus paradisi X Citrus maxima 37656 1.166667 1.166666667 1.166666667 mg/100 g Hard wheat Type 1 specific Triticum durum 4567 Lemon Type 1 specific Citrus limon 2708 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 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 rice Type 1 specific Zizania 15949 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-arrhythmic 129 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.