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Merck

66468

Supelco

Arbutin

analytical standard

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C12H16O7
Número de CAS:
Peso molecular:
272.25
Beilstein/REAXYS Number:
89673
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Certificados de análisis (COA)

Lot/Batch Number

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Los clientes también vieron

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)
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
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
Hailan Li et al.
Die Pharmazie, 66(4), 306-309 (2011-05-27)
Arbutin is a glycosylated hydroquinone extracted from the bearberry plant (Arctostaphylos species). In the present study, we determined the effects of arbutin on TCCSUP human bladder carcinoma cell proliferation. Arbutin did not exhibit any cytotoxic effects in TCCSUP cells at
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

Artículos

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

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