1.0 2010-04-08 22:06:49 UTC 2025-11-18 22:59:59 UTC FDB005749 Isorhamnetin 3-beta-D-glucoside Isorhamnetin 3-beta-d-glucoside, also known as isorhamnetin-3-glu, is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Isorhamnetin 3-beta-d-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isorhamnetin 3-beta-d-glucoside can be synthesized from beta-D-glucose. Isorhamnetin 3-beta-d-glucoside can also be synthesized into isorhamnetin. Isorhamnetin 3-beta-d-glucoside can be found in sea-buckthornberry, which makes isorhamnetin 3-beta-d-glucoside a potential biomarker for the consumption of this food product. Isorhamnetin 3-beta-d-glucoside may be a unique S.cerevisiae (yeast) metabolite. Isorhamnetin-3-O-beta-D-glucopyranoside C22H22O12 478.4029 478.111126168 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1 InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22+/m1/s1 CQLRUIIRRZYHHS-LFXZADKFSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Cyclic alcohols and derivatives Hydrocarbon derivatives Tertiary alcohols Alcohol Aliphatic homopolycyclic compound Cadinane sesquiterpenoid Cyclic alcohol Hydrocarbon derivative Organic oxygen compound Organooxygen compound Sesquiterpenoid Tertiary alcohol logp 0.64 ALOGPS logs -2.59 ALOGPS solubility 1.22e+00 g/l ALOGPS logp 0.0011 ChemAxon pka_strongest_acidic 6.44 ChemAxon pka_strongest_basic -3 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 478.4029 ChemAxon mono_mass 478.111126168 ChemAxon smiles COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1 ChemAxon formula C22H22O12 ChemAxon inchi InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22+/m1/s1 ChemAxon inchikey CQLRUIIRRZYHHS-LFXZADKFSA-N ChemAxon polar_surface_area 195.6 ChemAxon refractivity 113.76 ChemAxon polarizability 45.4 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 2481 Specdb::CMs 1083836 Specdb::NmrOneD 319811 Specdb::NmrOneD 319812 Specdb::NmrOneD 319813 Specdb::NmrOneD 319814 Specdb::NmrOneD 319815 Specdb::NmrOneD 319816 Specdb::NmrOneD 319817 Specdb::NmrOneD 319818 Specdb::NmrOneD 319819 Specdb::NmrOneD 319820 Specdb::NmrOneD 319821 Specdb::NmrOneD 319822 Specdb::NmrOneD 319823 Specdb::NmrOneD 319824 Specdb::NmrOneD 319825 Specdb::NmrOneD 319826 Specdb::NmrOneD 319827 Specdb::NmrOneD 319828 Specdb::NmrOneD 319829 Specdb::NmrOneD 319830 Specdb::MsMs 90753 Specdb::MsMs 90754 Specdb::MsMs 90755 Specdb::MsMs 153990 Specdb::MsMs 153991 Specdb::MsMs 153992 Specdb::MsMs 3602120 Specdb::MsMs 3602121 Specdb::MsMs 3602122 Specdb::MsMs 3603299 Specdb::MsMs 3603300 Specdb::MsMs 3603301 Sea-buckthornberry Type 1 specific Hippophae rhamnoides 193516 Strawberry Type 1 specific Fragaria X ananassa 3747