1.0 2010-04-08 22:04:53 UTC 2025-11-18 22:29:11 UTC FDB001221 Arbutin Arbutin is a glycoside; a glycosylated hydroquinone extracted from the bearberry plant in the genus Arctostaphylos. It inhibits tyrosinase and thus prevents the formation of melanin. Arbutin is therefore used as a skin-lightening agent. Arbutin is found in wheat, and is concentrated in pear skins (Pyrus communis) . It has been found as biomarker for the consumption of pears. β-D-Glucopyranoside, 4-hydroxyphenyl 4-Hydroxyphenyl b-D-glucopyranoside, 9CI, 8CI 4-hydroxyphenyl beta-D-glucopyranoside 4-Hydroxyphenyl-beta-D-glucopyranoside Arbutinum Arbutoside Beta-arbutin Ericolin Hydroquinone β-d-glucopyranoside Hydroquinone beta-d-glucopyranoside Hydroquinone o-beta-d-glucopyranoside Hydroquinone-glucose Hydroquinone-o-beta-d-glucopyranoside P-arbutin P-hydroxyphenyl β-d-glucopyranoside P-hydroxyphenyl β-d-glucoside P-hydroxyphenyl beta-d-glucopyranoside P-hydroxyphenyl beta-d-glucoside Ursin Uvasol C12H16O7 272.2512 272.089602866 2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol arbutin 497-76-7 OCC1OC(OC2=CC=C(O)C=C2)C(O)C(O)C1O 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 BJRNKVDFDLYUGJ-UHFFFAOYSA-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. Phenolic glycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteromonocyclic compounds 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 a small molecule logp -1.36 ALOGPS logs -0.84 ALOGPS solubility 3.91e+01 g/l ALOGPS melting_point Mp 142-143° logp -0.9 ChemAxon pka_strongest_acidic 9.82 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol ChemAxon average_mass 272.2512 ChemAxon mono_mass 272.089602866 ChemAxon smiles OCC1OC(OC2=CC=C(O)C=C2)C(O)C(O)C1O 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 ChemAxon inchikey BJRNKVDFDLYUGJ-UHFFFAOYSA-N ChemAxon polar_surface_area 119.61 ChemAxon refractivity 62.16 ChemAxon polarizability 25.92 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24503 Specdb::CMs 41655 Specdb::MsMs 10736 Specdb::MsMs 10737 Specdb::MsMs 10738 Specdb::MsMs 17408 Specdb::MsMs 17409 Specdb::MsMs 17410 HMDB29943 18305 Apple Type 1 specific Malus pumila 283210 0.0 0.0 0.0 mg/100 g Asian pear Type 1 specific Pyrus pyrifolia 3767 Bilberry Type 1 specific Vaccinium myrtillus 180763 1500.0 1500.0 1500.0 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 Milk (Cow) Type 2 specific Pear Type 1 specific Pyrus communis 23211 0.131333 1.398000018 0.0 mg/100 g Pomes Unknown generic Quince Type 1 specific Cydonia oblonga 36610 2.689 2.688999957 2.688999957 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 Wheat Type 1 specific Triticum 4564 Wheat bread Type 2 specific Whole wheat bread Type 1 Yali pear Type 1 specific Pyrus × bretschneideri bitter Allelochemic 41 Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-edemic 248 Anti-melanogenic 424 A substance that inhibits or prevents the proliferation of neoplasms. Anti-streptococcic 631 A substance that kills or slows the growth of bacteria. Anti-tussive 674 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Artemicide 707 Candidicide 756 Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. Insulin-sparing 1043 Mycoplasma inhibitor 1128 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Tyrosinase inhibitor 1389 Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals. Urinary antiseptic 1398