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Arbutin

Arbutin is a glycoside hydroquinone originally found in Bergenia and Arctostaphylos that inhibits tyrosinase. Arbutin decreases melanin production and is commercially used in skin-lightening products. Arbutin also inhibits phospholipase A2 (PLA2).

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18842113

Cas No.

497-76-7

Purity

≥98%

Formula

C12H16O7

Formula Wt.

272.25

Chemical Name

4-Hydroxyphenyl-β-D-glucopyranoside

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol

Synonym

Hydroquinone glucose; Arbutoside; Ursin

Melting Point

199-200°C

Solubility

Soluble in water (55mg/mL), DMSO (55mg/mL) and alcohol.

Appearance

White crystalline powder

Inoue Y, Hasegawa S, Yamada T, et al. Analysis of the effects of hydroquinone and arbutin on the differentiation of melanocytes. Biol Pharm Bull. 2013;36(11):1722-30. PMID: 24189417.

Lim YJ, Lee EH, Kang TH, et al. Inhibitory effects of arbutin on melanin biosynthesis of alpha-melanocyte stimulating hormone-induced hyperpigmentation in cultured brownish guinea pig skin tissues. Arch Pharm Res. 2009 Mar;32(3):367-73. PMID: 19387580.

Oliver AE, Crowe LM, de Araujo PS, et al. Arbutin inhibits PLA2 in partially hydrated model systems. Biochim Biophys Acta. 1996 Jul 12;1302(1):69-78. PMID: 8695657.

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