1.0 2010-04-08 22:09:52 UTC 2025-11-18 23:31:45 UTC FDB011868 Narirutin obtained from Camellia sinensis (tea). Narirutin is found in many foods, some of which are lemon, globe artichoke, grapefruit, and grapefruit/pummelo hybrid. Isonaringenin Isonaringin Naringenin 7-O-rutinoside Naringenin 7-rutinoside Narirutin C27H32O14 580.5346 580.179205732 5-hydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one 5-hydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-2,3-dihydro-1-benzopyran-4-one 14259-46-2 CC1OC(OCC2OC(OC3=CC(O)=C4C(=O)CC(OC4=C3)C3=CC=C(O)C=C3)C(O)C(O)C2O)C(O)C(O)C1O InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3 HXTFHSYLYXVTHC-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 Alkyl aryl ethers Aryl alkyl ketones Benzene and substituted derivatives Chromones Disaccharides Flavanones Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Chromane Chromone Disaccharide Ether Flavan Flavanone Flavonoid-7-o-glycoside Glycosyl compound Hydrocarbon derivative Hydroxyflavonoid Ketone Monocyclic benzene moiety O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Secondary alcohol Vinylogous acid a small molecule logp -0.35 ALOGPS logs -2.28 ALOGPS solubility 3.08e+00 g/l ALOGPS melting_point Mp 160-165° logp -0.16 ChemAxon pka_strongest_acidic 9.32 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 5-hydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 580.5346 ChemAxon mono_mass 580.179205732 ChemAxon smiles CC1OC(OCC2OC(OC3=CC(O)=C4C(=O)CC(OC4=C3)C3=CC=C(O)C=C3)C(O)C(O)C2O)C(O)C(O)C1O ChemAxon formula C27H32O14 ChemAxon inchi InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3 ChemAxon inchikey HXTFHSYLYXVTHC-UHFFFAOYSA-N ChemAxon polar_surface_area 225.06 ChemAxon refractivity 134.3 ChemAxon polarizability 57.2 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 14 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 121918 Specdb::NmrOneD 121919 Specdb::NmrOneD 121920 Specdb::NmrOneD 121921 Specdb::NmrOneD 121922 Specdb::NmrOneD 121923 Specdb::NmrOneD 121924 Specdb::NmrOneD 121925 Specdb::NmrOneD 121926 Specdb::NmrOneD 121927 Specdb::NmrOneD 121928 Specdb::NmrOneD 121929 Specdb::NmrOneD 121930 Specdb::NmrOneD 121931 Specdb::NmrOneD 121932 Specdb::NmrOneD 121933 Specdb::NmrOneD 121934 Specdb::NmrOneD 121935 Specdb::NmrOneD 121936 Specdb::NmrOneD 121937 Specdb::CMs 21639 Specdb::CMs 43475 Specdb::CMs 282546 Specdb::CMs 395759 Specdb::CMs 395760 Specdb::CMs 395761 Specdb::CMs 395762 Specdb::CMs 395763 Specdb::CMs 395764 Specdb::CMs 395765 Specdb::CMs 395766 Specdb::CMs 395767 Specdb::CMs 395768 Specdb::CMs 395769 Specdb::CMs 395770 Specdb::CMs 395771 Specdb::CMs 395772 Specdb::CMs 395773 Specdb::CMs 395774 Specdb::CMs 395775 Specdb::CMs 395776 Specdb::CMs 395777 Specdb::CMs 395778 Specdb::CMs 395779 Specdb::CMs 395780 Specdb::MsMs 93180 Specdb::MsMs 93181 Specdb::MsMs 93182 Specdb::MsMs 156909 Specdb::MsMs 156910 Specdb::MsMs 156911 Specdb::MsMs 2238048 Specdb::MsMs 2239512 Specdb::MsMs 2240212 Specdb::MsMs 2242241 Specdb::MsMs 2243619 Specdb::MsMs 2243700 Specdb::MsMs 2244306 Specdb::MsMs 2245819 Specdb::MsMs 2246393 Specdb::MsMs 2247876 Specdb::MsMs 2248509 Specdb::MsMs 2249882 Specdb::MsMs 2250543 Specdb::MsMs 2251829 Specdb::MsMs 2445610 Specdb::MsMs 2445611 Specdb::MsMs 2445612 Specdb::MsMs 2517123 Specdb::MsMs 2517124 HMDB33740 28705 #<Reference:0x000055ce30a2d2e0> #<Reference:0x000055ce30a2d128> Black tea Type 1 Fruit juice Type 2 specific Globe artichoke Type 1 specific Cynara scolymus 59895 Grapefruit Type 1 specific Citrus X paradisi 37656 9.464714 9.688593753 9.240833362 mg/100 g Grapefruit/Pummelo hybrid Type 1 specific Citrus paradisi X Citrus maxima 37656 14.95 14.950000326 14.950000326 mg/100 g Green tea Type 1 Herbal tea Type 1 Lemon Type 1 specific Citrus limon 2708 0.64 0.640000007 0.640000007 mg/100 g Lime Type 1 specific Citrus aurantiifolia 159033 0.388571 0.388571433 0.388571433 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 6.04125 6.04125008 6.04125008 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 127.5 127.5 127.5 mg/100 g Pummelo Type 1 specific Citrus maxima 37334 0.0 0.0 0.0 mg/100 g Red tea Type 1 Sweet orange Type 1 specific Citrus sinensis 2711 5.944253 7.3 4.803854068 mg/100 g Tea Type 1 specific Camellia sinensis 4442 bland Oviposition stimulant 1181