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Arbutin

analytical standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H16O7
Numéro CAS:
497-76-7
Poids moléculaire :
272.25
Numéro Beilstein :
89673
Numéro CE :
207-850-3
Numéro MDL:
MFCD00016915
Code UNSPSC :
85151701
ID de substance PubChem :
329760256
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥98% (HPLC)

Activité optique

[α]/D -64.0±2.0°, c = 3 in H2O

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

food and beverages

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

BJRNKVDFDLYUGJ-RMPHRYRLSA-N

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Catégories apparentées

Description générale

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Produits recommandés

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCCH2273
BCCG1026
BCCB6833
BCBW4011
BCBR4411V

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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)
Bernardo Antonio Frontana-Uribe et al.
Molecules (Basel, Switzerland), 16(10), 8866-8873 (2011-10-25)
From the aerial parts of Salvia mexicana var. mexicana, two C-10 epimers (α and β) of salvimexicanolide were isolated. Our interpretation of the data, especially the 13C NMR, led us to conclude that the previously described 13C-NMR spectrum of the
Hyo-Jong Lee et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 61(8), 817-825 (2012-04-11)
Arbutin, which is found in the genus Arctostaphylos, is an anti-oxidant and a depigmenting agent. The present study was designed to validate the anti-inflammatory effect of arbutin. The anti-inflammatory properties of arbutin were studied using a lipopolysaccharide (LPS)-stimulated murine BV2
Mi Jeong Kang et al.
Archives of pharmacal research, 34(4), 687-693 (2011-05-06)
A possible role of metabolism by intestinal bacteria in arbutin-induced toxicity was investigated in mammalian cell cultures. Following an incubation of arbutin with intestinal bacteria, either Bifidobacterium longum HY81 or Bifidobacterium adolescentis, for 24 h, its aglycone hydroquinone could be
Jyh-Myng Zen et al.
Journal of AOAC International, 94(3), 985-990 (2011-07-30)
An online derivatization followed by a disposable electrochemical sensor was used for the determination of arbutin (AR) in cosmetic products. The AR was chemically oxidized by MnO2 and subsequently reduced at inexpensive screen-printed carbon electrodes using a low detection potential
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