1.0 2010-04-08 22:11:05 UTC 2025-11-19 00:43:54 UTC FDB014105 (R)-Naringenin 8-C-(2''-rhamnosylglucoside) Constituent of Eriobotrya japonica (loquat). (R)-Naringenin 8-C-(2''-rhamnosylglucoside) is found in fruits. (R)-8-(2''-O-a-L-Rhamnopyranosylglucopyranosyl)-4',5,7-trihydroxyflavanone (R)-8-(2''-O-a-L-Rhamnopyranosylglucopyranosyl)-naringenin (R)-Naringenin 8-C-(2''-rhamnosylglucoside) C27H32O14 580.5346 580.179205732 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one 302-72-7 CC1OC(OC2C(O)C(O)C(CO)OC2C2=C(O)C=C(O)C3=C2OC(CC3=O)C2=CC=C(O)C=C2)C(O)C(O)C1O InChI=1S/C27H32O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-6,9,15-16,19-23,25-31,33-37H,7-8H2,1H3 LCTOQECBRZFOCD-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 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Aryl alkyl ketones Benzene and substituted derivatives C-glycosyl compounds Chromones Dialkyl ethers Disaccharides Flavanones Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran C-glycosyl compound Chromane Chromone Dialkyl ether Disaccharide Ether Flavan Flavanone Flavonoid-8-c-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 Primary alcohol Secondary alcohol Vinylogous acid logp -0.45 ALOGPS logs -1.92 ALOGPS solubility 6.95e+00 g/l ALOGPS logp -0.65 ChemAxon pka_strongest_acidic 7.48 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 580.5346 ChemAxon mono_mass 580.179205732 ChemAxon smiles CC1OC(OC2C(O)C(O)C(CO)OC2C2=C(O)C=C(O)C3=C2OC(CC3=O)C2=CC=C(O)C=C2)C(O)C(O)C1O ChemAxon formula C27H32O14 ChemAxon inchi InChI=1S/C27H32O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-6,9,15-16,19-23,25-31,33-37H,7-8H2,1H3 ChemAxon inchikey LCTOQECBRZFOCD-UHFFFAOYSA-N ChemAxon polar_surface_area 236.06 ChemAxon refractivity 135.28 ChemAxon polarizability 56.18 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 14 ChemAxon donor_count 9 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 101967 Specdb::MsMs 101968 Specdb::MsMs 101969 Specdb::MsMs 167676 Specdb::MsMs 167677 Specdb::MsMs 167678 Specdb::MsMs 2841708 Specdb::MsMs 2841709 Specdb::MsMs 2841710 Specdb::MsMs 2864154 Specdb::MsMs 2864155 Specdb::MsMs 2864156 Specdb::NmrOneD 131318 Specdb::NmrOneD 131319 Specdb::NmrOneD 131320 Specdb::NmrOneD 131321 Specdb::NmrOneD 131322 Specdb::NmrOneD 131323 Specdb::NmrOneD 131324 Specdb::NmrOneD 131325 Specdb::NmrOneD 131326 Specdb::NmrOneD 131327 Specdb::NmrOneD 131328 Specdb::NmrOneD 131329 Specdb::NmrOneD 131330 Specdb::NmrOneD 131331 Specdb::NmrOneD 131332 Specdb::NmrOneD 131333 Specdb::NmrOneD 131334 Specdb::NmrOneD 131335 Specdb::NmrOneD 131336 Specdb::NmrOneD 131337 Specdb::CMs 14305 Specdb::CMs 44384 Specdb::CMs 282547 Specdb::CMs 395956 Specdb::CMs 395957 Specdb::CMs 395958 Specdb::CMs 395959 Specdb::CMs 395960 Specdb::CMs 395961 Specdb::CMs 395962 Specdb::CMs 395963 Specdb::CMs 395964 Specdb::CMs 395965 Specdb::CMs 395966 Specdb::CMs 395967 Specdb::CMs 395968 Specdb::CMs 395969 Specdb::CMs 395970 Specdb::CMs 395971 Specdb::CMs 395972 Specdb::CMs 395973 Specdb::CMs 395974 Specdb::CMs 395975 Specdb::CMs 395976 Specdb::CMs 395977 HMDB0035426 Fruits Unknown generic