1.0 2018-06-25 21:50:15 UTC 2020-03-13 17:33:35 UTC BMDB0062094 BMDB62094 4-Hydroxyphenyl-beta-glucopyranoside Arbutin, also known as ursin or uvasol, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Arbutin exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Hydroquinone-O-beta-D-glucopyranoside p-Hydroxyphenyl beta-D-glucopyranoside p-Hydroxyphenyl beta-D-glucoside Ursin Uvasol Hydroquinone-O-b-D-glucopyranoside Hydroquinone-O-β-D-glucopyranoside p-Hydroxyphenyl b-D-glucopyranoside p-Hydroxyphenyl β-D-glucopyranoside p-Hydroxyphenyl b-D-glucoside p-Hydroxyphenyl β-D-glucoside 4-Hydroxyphenyl-b-glucopyranoside 4-Hydroxyphenyl-β-glucopyranoside 4-Hydroxyphenyl beta-D-glucopyranoside 4-Hydroxyphenyl β-D-glucopyranoside Arbutine Arbutoside Arbutyne Hydroquinone beta-D-glucopyranoside Hydroquinone glucose Hydroquinone β-D-glucopyranoside beta-Arbutin p-Arbutin Β-arbutin Arbutin C12H16O7 272.2512 272.089602866 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol β-arbutin 497-76-7 [H][C@]1(CO)O[C@@]([H])(OC2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Phenolic glycosides 1-hydroxy-2-unsubstituted benzenoids 4-alkoxyphenols Acetals Hexoses Hydrocarbon derivatives O-glycosyl compounds Oxacyclic compounds Oxanes Phenol ethers Phenoxy compounds Polyols Primary alcohols Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid 4-alkoxyphenol Acetal Alcohol Aromatic heteromonocyclic compound Benzenoid Hexose monosaccharide Hydrocarbon derivative Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organoheterocyclic compound Oxacycle Oxane Phenol Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol Aromatic heteromonocyclic compounds beta-D-glucoside monosaccharide derivative logp -1.36 ALOGPS logs -0.84 ALOGPS logp -0.9 ChemAxon pka_strongest_acidic 9.82 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol ChemAxon average_mass 272.2512 ChemAxon mono_mass 272.089602866 ChemAxon smiles [H][C@]1(CO)O[C@@]([H])(OC2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O ChemAxon formula C12H16O7 ChemAxon inchi InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1 ChemAxon inchikey BJRNKVDFDLYUGJ-RMPHRYRLSA-N ChemAxon polar_surface_area 119.61 ChemAxon refractivity 62.16 ChemAxon polarizability 25.88 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 2024 Specdb::CMs 5680 Specdb::CMs 31756 Specdb::CMs 134474 Specdb::CMs 142208 Specdb::NmrOneD 16682 Specdb::NmrOneD 16683 Specdb::NmrOneD 16684 Specdb::NmrOneD 16685 Specdb::NmrOneD 16686 Specdb::NmrOneD 16687 Specdb::NmrOneD 16688 Specdb::NmrOneD 16689 Specdb::NmrOneD 16690 Specdb::NmrOneD 16691 Specdb::NmrOneD 16692 Specdb::NmrOneD 16693 Specdb::NmrOneD 16694 Specdb::NmrOneD 16695 Specdb::NmrOneD 16696 Specdb::NmrOneD 16697 Specdb::NmrOneD 16698 Specdb::NmrOneD 16699 Specdb::NmrOneD 16700 Specdb::NmrOneD 16701 Specdb::MsMs 91005 Specdb::MsMs 91006 Specdb::MsMs 91007 Specdb::MsMs 154296 Specdb::MsMs 154297 Specdb::MsMs 154298 Specdb::MsMs 374132 Specdb::MsMs 439794 Specdb::MsMs 439795 Specdb::MsMs 449976 Specdb::MsMs 449977 Specdb::MsMs 449978 Specdb::MsMs 449979 Specdb::MsMs 2226600 Specdb::MsMs 2228144 Specdb::MsMs 2228916 Specdb::MsMs 2230505 Specdb::MsMs 2231256 Specdb::MsMs 2232967 Specdb::MsMs 2233653 Specdb::MsMs 2235261 Specdb::MsMs 2256629 Specdb::MsMs 2415685 Specdb::MsMs 2415686 Specdb::MsMs 2415687 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 FDB030911 DB11217 389765 440936 C06186 18305 C00002638 HYDROQUINONE-O-BETA-D-GLUCOPYRANOSIDE Arbutin Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684