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A4256

Sigma-Aldrich

Arbutin

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C12H16O7
Numero CAS:
497-76-7
Peso molecolare:
272.25
Beilstein:
89673
Numero CE:
207-850-3
Numero MDL:
MFCD00016915
Codice UNSPSC:
12352201
ID PubChem:
24890841
NACRES:
NA.25

Origine biologica

synthetic or plant

Livello qualitativo

200

Saggio

≥98% (HPLC)

Stato

powder

Attività ottica

[α]25/D -66.0 to -62.0 °, c = 3% (w/v) in water

tecniche

HPLC: suitable

Colore

light yellow

Punto di fusione

195 °C

Solubilità

water: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

Temperatura di conservazione

room temp

Stringa SMILE

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
BJRNKVDFDLYUGJ-RMPHRYRLSA-N

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Applicazioni

Arbutin, a glycosylated hydroquinone, is used in studies on melanin biosynthesis and as an inhibitor to identify, differentiate and characterize tyrosinase(s).

Azioni biochim/fisiol

Arbutin is a glycosylated hydroquinone used in traditional Chinese medicine (TCM). Arbutin inhibits melanin formation due to its tyrosinase inhibitory activity.

Altre note

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
BCCG9892
BCCC2158
BCBW1724
BCBS6222V
BCBN6022V

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Sigma-Aldrich

772313

4-Methoxyphenyl β-D-glucopyranoside

L-Dopa-(phenyl-d3) ≥98 atom % D, ≥98% (CP)

Sigma-Aldrich

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[D-Phe7]-MSH α

Sigma-Aldrich

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[D-Phe7]-MSH α

L-tirosina reagent grade, ≥98% (HPLC)

Sigma-Aldrich

T3754

L-tirosina

MDL 72527 ≥98% (HPLC)

Sigma-Aldrich

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MDL 72527

Hydroquinone ReagentPlus®, ≥99%

Sigma-Aldrich

H9003

Hydroquinone

Sang Mi An et al.
Phytotherapy research : PTR, 24(8), 1175-1180 (2010-01-16)
Tyrosinase (TYR) catalyzes rate-limiting steps of melanogenesis and thus its inhibitors are potentially useful as hypopigmenting agents. Recently, p-coumaric acid (p-CA) has been suggested to interfere with the pro-melanogenic actions of tyrosine due to its structural similarity with tyrosine (An
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
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
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