66468
Arbutin
analytical standard
Synonym(s):
4-Hydroxyphenyl-β-D-glucopyranoside, p-Arbutin, Hydroquinone β-D-glucopyranoside
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About This Item
Empirical Formula (Hill Notation):
C12H16O7
CAS Number:
Molecular Weight:
272.25
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
207-850-3
Beilstein/REAXYS Number:
89673
MDL number:
grade
analytical standard
Quality Segment
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
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.
Other Notes
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
Shinji Sakuma et al.
Molecular pharmaceutics, 9(4), 922-929 (2012-02-23)
A carboxyl group-terminated polyamidoamine dendrimer (generation: 3.0) bearing arbutin, which is a substrate of Na⁺/glucose cotransporter 1 (SGLT1), via a nonbiodegradable ω-amino triethylene glycol linker (PAMAM-ARB), inhibits SGLT1-mediated D-glucose uptake, as does phloridzin, which is a typical SGLT1 inhibitor. Here
Chunqiao Liu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 925, 104-109 (2013-04-02)
α-Arbutin is a glycosylated hydroquinone which has inhibitory function against tyrosinase. In this work, a one-step isolation of α-arbutin from Xanthomonas CGMCC 1243 fermentation broth by macroporous resin adsorption chromatography was investigated. The research results indicated that S-8 resin offered