Merck
CN
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文件

A4256

Sigma-Aldrich

熊果苷

≥98% (HPLC)

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别名:
4-羟基苯基-β- D -吡喃葡萄糖苷, p -熊果苷, 对苯二酚 β- D -吡喃葡萄糖苷
经验公式（希尔记法）:
C12H16O7
CAS号:
497-76-7
分子量:
272.25
Beilstein:
89673
EC 号:
207-850-3
MDL编号:
MFCD00016915
PubChem化学物质编号:
24890841
NACRES:
NA.25

生物来源

synthetic or plant

质量水平

200

检测方案

≥98% (HPLC)

形式

powder

旋光性

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

技术

HPLC: suitable

颜色

light yellow

mp

195 °C

溶解性

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

储存温度

room temp

SMILES字符串

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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相关类别

应用

熊果苷是一种糖基化的对苯二酚，用于黑色素生物合成的研究，并作为抑制剂来鉴定、区分和表征酪氨酸酶。

生化/生理作用

熊果苷是传统中药（TCM）中使用的糖基化对苯二酚。 熊果苷由于其酪氨酸酶抑制活性而抑制黑色素的形成。

其他说明

为了全面了解我们针对客户研究提供的各种单糖产品，建议您访问我们的碳水化合物分类页面。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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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
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
Dong-Ho Seo et al.
Applied microbiology and biotechnology, 95(6), 1417-1425 (2012-07-31)
Arbutins (α- and β-arbutins) are glycosylated hydroquinones that are commercially used in the cosmetic industry. These compounds have an inhibitory function against tyrosinase, a critical enzyme for generating pigments, which leads to the prevention of melanin formation, resulting in a
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