55327-45-2

Basic information

• Product Name: tetrahydroxyl diphenylethylene-2-o-glucoside
• Synonyms: tetrahydroxyl diphenylethylene-2-o-glucoside;2,3,5,4-tetrahydroxyl diphenylethylene-2-o-glucoside;2,3,5,4'-Tetrahydroxyl-diphenylethylene-2-O-beta-D-glucoside;2,3,5,4'-Tetrahydroxytoluylene-2-beta-D-glucoside;2,3,5,4-tetrahydroxyl diphenylethylene -2-o-glucos;2,3,5,4'-Tetrahydroxyl-diphenylethylene-2-O-β-D-glucoside;2,3,5,4'-Tetrahydroxytoluylene-2-β-D-glucoside
• CAS NO: 55327-45-2
• Molecular Formula: C20H22O9
• Molecular Weight: 406.38328
• Mol File: 55327-45-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 715 °C at 760 mmHg
• Flash Point: 386.2 °C
• Appearance: /
• Density: 1.593
• Vapor Pressure: 1.86E-21mmHg at 25°C
• Refractive Index: 1.76
• PKA: 8.87±0.40(Predicted)
• CAS DataBase Reference: tetrahydroxyl diphenylethylene-2-o-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydroxyl diphenylethylene-2-o-glucoside(55327-45-2)
• EPA Substance Registry System: tetrahydroxyl diphenylethylene-2-o-glucoside(55327-45-2)

Safety Data

• Hazardous Substances Data: 55327-45-2(Hazardous Substances Data)

Usage

General Description

Tetrahydroxyl diphenylethylene-2-o-glucoside, also known as THD-glucoside, is a chemical compound that is often used in skincare products and cosmetics for its potential skin-lightening properties. This is due to its ability to inhibit melanin production by suppressing the activity of tyrosinase, an enzyme involved in melanin synthesis. It is derived from Vitex agnus-castus, also known as the Chaste Tree. THD-glucoside is also known for its oxidative stability and its ability to be easily absorbed into the skin, making it a preferred component in many skincare formulations. However, as with any skincare ingredient, its effectiveness can vary based on the concentration used and overall formulation of the product.

InChI:InChI=1/C20H22O9/c21-9-15-16(25)17(26)18(27)20(28-15)29-19-11(7-13(23)8-14(19)24)4-1-10-2-5-12(22)6-3-10/h1-8,15-18,20-27H,9H2/b4-1+/t15-,16-,17-,18-,20+/m1/s1

Upstream product

• 13246-46-3 2,4-dibenzyloxybenzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 120743-99-9 p-[(tert-butyldimethylsilyl)oxy]benzaldehyde 
• 138585-08-7 (4-((tert-butyldimethylsilyl)oxy)phenyl)methanol 
• 85565-92-0 3,5-Bis(benzyloxy)-2-hydroxybenzaldehyde 
• 6195-80-8 2,4-bis(benzyloxy)phenol 
• 120506-39-0 (4-(bromomethyl)phenoxy) (tert-butyl) dimethylsilane 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 55327-45-2 2,4-dihydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl-β-D-glucopyranoside 
• 55327-45-2 trans-2,3,4',5-tetrahydroxystilbene-2-O-β-D-glucoside 

Downstream Products

• 928205-59-8 (Z)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside 
• 55327-45-2 cis-2,3,4',5-tetrahydroxystilbene-2-O-β-D-glucoside 

Relevant articles and documents

Water-Assisted/Water-Accelerated Photoreaction of trans-2,3,4′,5-Tetrahydroxystilbene-2- O-β- d -glucoside from the Roots of Polygonum multiflorum

The photoreaction of 2,3,4′,5-tetrahydroxystilbene-2-O-β-d-glucoside (TSG) has been investigated. Water-assisted/water-accelerated photodimerization of trans-TSG favored the formation of syn-head-to-tail [2 + 2] photocyclobutane under 365 nm irradiation as a result of hydrophobic association and a fluorescent solute-solute aggregate from their excited singlet states. In contrast, irradiation with 254 nm led to [2 + 2] photocycloreversion. The two cyclobutane dimers were first obtained through straightforward photoreaction and identified as multiflorumiside A and multiflorumiside C through the detailed analysis of high-resolution electrospray ionization mass spectrometry and one- and two-dimensional nuclear magnetic resonance. Therefore, trans-TSG should be protected from light and water.

Isomeric effect on H/D exchange of resveratrol studied by NMR spectroscopy

Resveratrol (3,5,4′-trihydroxylstilbene), a phytoalexin in response to injury or fungal attack, is found in grapes and other food products. It has been well documented that the compound has beneficial effects as hypolipidemic, anticancer, antiviral, neuro