1.0 2010-04-08 22:12:35 UTC 2019-11-26 03:13:37 UTC FDB016684 Naringenin 5-rhamnoside Isolated from Prunus cerasoides (wild Himalayan cherry). Naringenin 5-rhamnoside is found in fruits. (S)-4',5,7-Trihydroxyflavanone 5-O-a-L-rhamnopyranoside Naringenin 5-O-rhamnoside Naringenin 5-rhamnoside C21H22O9 418.394 418.126382302 (2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one (2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one 83697-42-1 C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O InChI=1S/C21H22O9/c1-9-18(25)19(26)20(27)21(28-9)30-16-7-12(23)6-15-17(16)13(24)8-14(29-15)10-2-4-11(22)5-3-10/h2-7,9,14,18-23,25-27H,8H2,1H3/t9-,14-,18-,19+,20+,21-/m0/s1 OVWZFLKQVPSRDZ-DUJSBPBCSA-N belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Flavonoid O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 4'-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Aryl alkyl ketones Benzene and substituted derivatives Chromones Flavanones Hexoses Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 4'-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Chromane Chromone Ether Flavan Flavanone Flavonoid o-glycoside Flavonoid-5-o-glycoside Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Ketone Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Secondary alcohol logp 0.85 ALOGPS logs -2.51 ALOGPS solubility 1.28e+00 g/l ALOGPS melting_point Mp 135-137° logp 0.96 ChemAxon pka_strongest_acidic 7.8 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 418.394 ChemAxon mono_mass 418.126382302 ChemAxon smiles C[C@@H]1O[C@@H](OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O ChemAxon formula C21H22O9 ChemAxon inchi InChI=1S/C21H22O9/c1-9-18(25)19(26)20(27)21(28-9)30-16-7-12(23)6-15-17(16)13(24)8-14(29-15)10-2-4-11(22)5-3-10/h2-7,9,14,18-23,25-27H,8H2,1H3/t9-,14-,18-,19+,20+,21-/m0/s1 ChemAxon inchikey OVWZFLKQVPSRDZ-DUJSBPBCSA-N ChemAxon polar_surface_area 145.91 ChemAxon refractivity 101.89 ChemAxon polarizability 40.6 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18431 Specdb::CMs 45475 Specdb::CMs 174834 Specdb::MsMs 71688 Specdb::MsMs 71689 Specdb::MsMs 71690 Specdb::MsMs 130398 Specdb::MsMs 130399 Specdb::MsMs 130400 Specdb::MsMs 2368935 Specdb::MsMs 2368936 Specdb::MsMs 2368937 Specdb::MsMs 2566778 Specdb::MsMs 2566779 Specdb::MsMs 2566780 HMDB37581 #<Reference:0x00007f093c072e10> Fruits Unknown generic