1198094-51-7

Basic information

• Product Name: 3,5,4’-trihydroxystilbene-3-O-b-d-glucopyranoside
• Synonyms: 3,5,4’-trihydroxystilbene-3-O-b-d-glucopyranoside
• CAS NO: 1198094-51-7
• Molecular Weight: 390.39
• Mol File: 1198094-51-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3,5,4’-trihydroxystilbene-3-O-b-d-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5,4’-trihydroxystilbene-3-O-b-d-glucopyranoside(1198094-51-7)
• EPA Substance Registry System: 3,5,4’-trihydroxystilbene-3-O-b-d-glucopyranoside(1198094-51-7)

Safety Data

• Hazardous Substances Data: 1198094-51-7(Hazardous Substances Data)

Upstream product

• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 57-50-1 Sucrose 
• 604-68-2 α-D-glucopyranose peracetylate 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 9005-25-8 starch 

Downstream Products

• 62218-12-6 trans-δ-viniferin 

Relevant articles and documents

Enzymatic Synthesis of Resveratrol α-Glucoside by Amylosucrase of Deinococcus geothermalis

Glycosylation of resveratrol was carried out by using the amylosucrase of Deinococcus geothermalis, and the glycosylated products were tested for their solubility, chemical stability, and biological activities. We synthesized and identified these two major glycosylated products as resveratrol-4'-O- α-glucoside and resveratrol-3-O-α-glucoside by nuclear magnetic resonance analysis with a ratio of 5:1. The water solubilities of the two resveratrol-α-glucoside isomers (α-piceid isomers) were approximately 3.6 and 13.5 times higher than that of β-piceid and resveratrol, respectively, and they were also highly stable in buffered solutions. The antioxidant activity of the α-piceid isomers, examined by radical scavenging capability, showed it to be initially lower than that of resveratrol, but as time passed, the α-piceid isomers' activity reached a level similar to that of resveratrol. The α- piceid isomers also showed better inhibitory activity against tyrosinase and melanin synthesis in B16F10 melanoma cells than β-piceid. The cellular uptake of the α-piceid isomers, which was assessed by ultra-performance liquid chromatography (UPLC) analysis of the cell-free extracts of B16F10 melanoma cells, demonstrated that the glycosylated form of resveratrol was gradually converted to resveratrol inside the cells. These results indicate that the enzymatic glycosylation of resveratrol could be a useful method for enhancing the bioavailability of resveratrol.

SKIN AGING INHIBITOR AND CONCENTRATE OF RESVERATROL 3-O-A-GLUCOSIDE

An object of the present invention is to provide an anti-skin aging agent that can prevent skin aging such as spots, dullness, wrinkles, sags, and skin roughness. It has been found that resveratrol 3-O-α-glucoside has remarkable anti-skin aging effects such as melanogenesis suppression, hyaluronidase inhibition, anti-oxidization, cell activation, sirtuin gene activation, matrix metalloproteinase suppression, and anti-inflammation, and thus, can be used as an anti-skin aging agent.