109194-60-7

Basic information

• Product Name: 1-O-(4-Hydroxy-3-methoxyphenyl)-β-D-glucopyranose
• Synonyms: 1-O-(3-Methoxy-4-hydroxyphenyl)-β-D-glucopyranose;1-O-(4-Hydroxy-3-methoxyphenyl)-β-D-glucopyranose;2-Methoxy-4-(β-D-glucopyranosyloxy)phenol;4-Hydroxy-3-methoxyphenyl β-D-glucopyranoside;Tachioside
• CAS NO: 109194-60-7
• Molecular Formula: C₁₃H₁₈O₈
• Molecular Weight: 302.27722
• Mol File: 109194-60-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 577.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.519±0.06 g/cm3(Predicted)
• PKA: 10.14±0.20(Predicted)
• CAS DataBase Reference: 1-O-(4-Hydroxy-3-methoxyphenyl)-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-(4-Hydroxy-3-methoxyphenyl)-β-D-glucopyranose(109194-60-7)
• EPA Substance Registry System: 1-O-(4-Hydroxy-3-methoxyphenyl)-β-D-glucopyranose(109194-60-7)

Safety Data

• Hazardous Substances Data: 109194-60-7(Hazardous Substances Data)

Usage

General Description

1-O-(4-Hydroxy-3-methoxyphenyl)-β-D-glucopyranose, also known as arbutin, is a natural compound found in various plants such as bearberry, cranberry, and pear. It is a glycoside, meaning it consists of a sugar molecule (glucose) linked to a hydroquinone (4-hydroxyphenyl) group. Arbutin has been used in traditional medicine for its potential skin-lightening and anti-inflammatory properties. It is believed to inhibit the production of melanin in the skin, making it a popular ingredient in skincare products aimed at reducing hyperpigmentation, dark spots, and age spots. Additionally, arbutin has shown antioxidant and antibacterial properties, making it potentially beneficial for skin health and protection. However, further research is needed to fully understand its effectiveness and safety for long-term use.

Upstream product

• 824-46-4 methoxyhydroquinone 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 67-56-1 methanol 
• 136112-50-0 2-Methoxyhydroquinone 4-O-<6-O-(4-O-α-L-rhamnopyranosyl)-syringyl>-β-D-glucopyranoside 

Downstream Products

• 824-46-4 methoxyhydroquinone 
• 84812-00-0 3,4-dimethoxybenzyl alcohol O-β-D-glucopyranoside 

Relevant articles and documents

Activity-Guided Identification of in Vitro Antioxidants in Beer

In order to locate the key antioxidants contributing to oxidative stability of beer, activity-guided fractionation in combination with the oxygen radical absorbance capacity (ORAC) assay, hydrogen peroxide scavenging (HPS) assay, and linoleic acid (LA) assay was applied to a pilsner-type beer. LC-MS and 1D/2D NMR experiments led to the identification of a total of 31 antioxidants, among which 3-methoxy-4-hydroxyphenyl-β-d-glucopyranoside (tachioside), 4-(2-formylpyrrol-1-yl)butyric acid, 4-[2-formyl-5-(hydroxymethyl)pyrrol-1-yl]butyric acid, n-multifidol-3-O-β-d-glucoside, quercetin-3-O-(6″-malonyl)-glucoside, 4-feruloylquinic acid, syringaresinol, saponarin, and hordatines A-C have been isolated from beer for the first time. On a molar comparison, the hordatines A-C, saponarin, and quercetin-3-O-β-d-(6″-malonyl)glucoside were evaluated with the highest antioxidant activities of all identified beer constituents, reaching values of 10-17.5 (ORAC), 2.0-4.1 (HPS), and 1.1-6.1 μmol TE/μmol (LA) for hordatines A-C.

PHENOLIC GLUCOSIDE GALLATES FROM QUERCUS MONGOLICA AND Q. ACUTISSIMA

Six phenolic glucoside gallates: D-threo-guaiacylglycerol 8-O-, L-threo-guaiacylglycerol 8-O-, 3-methoxy-4-hydroxyphenol 1-O-, gentisic acid 5-O, 3,5-dimethoxy-4-hydroxyphenol 1-O- and cis-coniferyl alcohol 4-O-β-D-(6'-O-galloyl)glucopyranosides were isolated from Quercus mongolica and Q. acutissima. - Key Word Index: Quercus mongolica; Q. acutissima; Fagaceae; phenolic glucoside gallates; D-threo-guaiacylglycerol; L-threo-guaiacylglycerol; 3-methoxy-4-hydroxyphenol; gentisic acid; 3,5-dimethoxy-4-hydroxyphenol; cis-coniferyl alcohol.