Skip to Content
Merck
All Photos(2)

Documents

66468

Supelco

Arbutin

analytical standard

Synonym(s):

4-Hydroxyphenyl-β-D-glucopyranoside, p-Arbutin, Hydroquinone β-D-glucopyranoside

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C12H16O7
CAS Number:
497-76-7
Molecular Weight:
272.25
Beilstein:
89673
EC Number:
207-850-3
MDL number:
MFCD00016915
UNSPSC Code:
85151701
PubChem Substance ID:
329760256
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98% (HPLC)

optical activity

[α]/D -64.0±2.0°, c = 3 in H2O

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O

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-RMPHRYRLSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Arbutin is a β-D-glucopyranoside of hydroquinone, that occurs naturally and which can be used in the treatment of various cutaneous hyperpigmentations.Its mode of action basically involves the inhibition of tyrosinase activity of human melanocytes and also suppresses the production of melanin via inhibition of melanin synthetic enzyme.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL6877
BCCH2273
BCCG1026
BCCB6833
BCBW4011

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Arbutin: mechanism of its depigmenting action in human melanocyte culture
Maeda K and Fukuda M
Journal of Pharmacology and Experimental Therapeutics, 276(2), 765-769 (1996)
Eiman M-E Aboagla et al.
Theriogenology, 76(3), 538-546 (2011-05-03)
Arbutin (4-hydroxyphenyl-glucopyranoside) is a glycosylated hydroquinone present in high concentrations in the leaves of several plants capable of surviving prolonged, extreme dehydration. Two experiments were conducted to determine the effects of arbutin on cryopreservation of goat sperm. In Experiment 1
Tilak Khanal et al.
Biochemical and biophysical research communications, 413(2), 318-324 (2011-09-06)
A possible role for metabolism by the human intestinal microflora in arbutin-induced cytotoxicity was investigated using human hepatoma HepG2 cells. When the cytotoxic effects of arbutin and hydroquinone (HQ), a deglycosylated metabolite of arbutin, were compared, HQ was more toxic
J J Leyden et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 25(10), 1140-1145 (2011-06-01)
Facial hyperpigmented disorders are a common complaint in the adult population of all races. First-line topical treatments are usually hydroquinone or topical retinoids, which can cause irritant reactions. The need for better tolerated, yet effective, skin lightening agents that could
Dong-Ho Seo et al.
Applied microbiology and biotechnology, 94(5), 1189-1197 (2012-02-09)
α-Arbutin (α-Ab) is a powerful skin whitening agent that blocks epidermal melanin biosynthesis by inhibiting the enzymatic oxidation of tyrosine and L-3,4-dihydroxyphenylalanine (L-DOPA). α-Ab was effectively synthesized from hydroquinone (HQ) by enzymatic biotransformation using amylosucrase (ASase). The ASase gene from
View All Related Papers

Articles

Analysis of Arbutin and Hydroquinone in whitening serum

Development of an HPLC-UV method to determine Arbutin and Hydroquinone in whitening serum using a Chromolith® HighResolution C18 100x2mm HPLC column.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service