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.