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03338

Supelco

α-Arbutin

analytical standard

Synonym(s):

4-Hydroxyphenyl α-D-glucopyranoside, Hydroquinone O-α-D-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C12H16O7
CAS Number:
84380-01-8
Molecular Weight:
272.25
Beilstein:
89675
MDL number:
MFCD09838262
UNSPSC Code:
85151701
PubChem Substance ID:
329747593
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥99% (HPLC and GC)

shelf life

limited shelf life, expiry date on the label

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC2=CC=C(O)C=C2

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

InChI key

BJRNKVDFDLYUGJ-ZIQFBCGOSA-N

Related Categories

General description

α-Arbutin is a glycosylated hydroquinone and an anomer of naturally occurring arbutin. It is a potent inhibitor of tyrosinase, a vital enzyme involved in epidermal melanin biosynthesis. α-Arbutin finds extensive application as a powerful skin-lightening agent in cosmetic industries.

Application

α-Arbutin may be used as an analytical reference standard for the determination of the analyte in cosmetics by high-performance liquid chromatography with UV detection (HPLC-UV) method.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Syntheses of arbutin-$\alpha$-glycosides and a comparison of their inhibitory effects with those of $\alpha$-arbutin and arbutin on human tyrosinase
Sugimoto K, et al.
Chemical & Pharmaceutical Bulletin, 51(7), 798-801 (2003)
Syntheses of $\alpha$-arbutin-$\alpha$-glycosides and their inhibitory effects on human tyrosinase
Sugimoto K, et al.
Journal of Bioscience and Bioengineering, 99(3), 272-276 (2005)
Isolation of $\alpha$-arbutin from Xanthomonas CGMCC 1243 fermentation broth by macroporous resin adsorption chromatography
Liu C, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 925, 104-109 (2013)
Quantitative determination of $\alpha$-arbutin, $\beta$-arbutin, kojic acid, nicotinamide, hydroquinone, resorcinol, 4-methoxyphenol, 4-ethoxyphenol, and ascorbic acid from skin whitening products by HPLC-UV
Wang YH, et al.
Journal of AOAC (Association of Official Analytical Chemists) International, 98(1), 5-12 (2015)

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