30197-14-9

Basic information

• Product Name: 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE
• Synonyms: 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE;DEOXYRHAPONTIN;deoxyrhapontin from rhubarb root;3,5-dihydroxy-4'-methoxystilbene 3-o-β-d-glucoside;(E)-4'-Methoxy-5-(β-D-glucopyranosyloxy)stilbene-3-ol;3-(β-D-Glucopyranosyloxy)-5-[(E)-2-(4-methoxyphenyl)vinyl]phenol;3-Hydroxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]phenyl β-D-glucopyranoside;Deoxyrhaponticin
• CAS NO: 30197-14-9
• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.41
• EINECS: 200-258-5
• Mol File: 30197-14-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 700.5±60.0 °C(Predicted)
• Appearance: /
• Density: 1.433±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.19±0.10(Predicted)
• CAS DataBase Reference: 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE(30197-14-9)
• EPA Substance Registry System: 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE(30197-14-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 30197-14-9(Hazardous Substances Data)

Usage

Uses

Deoxyrhaponticin is an impurity of Rhaponticin (R316000), a stilbene derivative found in Rheum. It is an inhibitor of Tyrosinase which is responsible for the molting process in insects, undesirable browning of fruits and vegetables, and coloring of skin, hair, and eyes in animals.

InChI:InChI=1/C21H23O8/c1-27-15-6-4-12(5-7-15)2-3-13-8-14(23)10-16(9-13)28-20-19(25)18(24)17(11-22)29-21(20)26/h2-10,17-25H,11H2,1H3/q-1/t17-,18-,19+,20-,21-/m1/s1

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 824-94-2 p-methoxybenzyl chloride 
• 187803-40-3 3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde 
• 3462-97-3 (4-methoxybenzyl)triphenylphosphonium bromide 
• 65728-21-4 5-[(E)-2-(4-methoxyphenyl)vinyl]benzene-1,3-diol 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 197440-96-3 (E)-5-hydroxy-4'-methoxy-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)stilbene 
• 94356-29-3 desoxyrhaponticin 6''-O-gallate 

Downstream Products

• 27208-80-6 polydatin 
• 94425-94-2 cis-3,5-dihydroxy-4'-methoxystilbene 3-O-β-D-glucopyranoside 

Relevant articles and documents

USE OF HYDROXYSTILBENES FOR DYEING, READY-TO-USE COMPOSITION CONTAINING THEM AND DYEING PROCESS

The invention relates to the use of hydroxystilbenes for dyeing, to ready-to-use dye compositions comprising them, to a dyeing process using them and to a multi-compartment device containing the compositions used in the processes of the invention.

Studies on Rhubarb (Rhei Rhizoma). VI. Isolation and Characterization of Stilbenes

Nineteen stilbene derivatives (I-XIX), of which five are novel cis-stilbenes, have been obtained from a rhubarb of low quality (commercial name:, Imo-Daio).Based on chemical and spectroscopic evidence, these compounds have been characterized as rhapontigenin (I), rhaponticin (II), rhapontigenin 3'-O-β-D-glucopyranoside (III), rhaponticin 6''-O-gallate (IV), rhaponticin 2''-O-gallate (V), rhaponticin 2''-O-p-coumarate (VI), piceatannol (VII), piceatannol 3-O-β-D-glucopyranoside (VIII), piceatannol 3'-O-β-D-glucopyranoside (IX), piceatannol 3'-O-β-D-xylopyranoside (X), piceatannol 3-O-β-D-(6''-O-galloyl) glucopyranoside (XI), desoxyrhaponticin (XII), desoxyrhaponticin 6''-O-gallate (XIII), 3,4',5-trihydroxystilbene 4'-O-β-D-(6''-O-galloyl) glucopyranoside (XIV), cis-3,3',5-trihydroxy-4'-methoxystilbene 3-O-β-D-glucopyranoside (XV), cis-3,3',5-trihydroxy-4'-methoxystilbene 3-O-β-D-(6''-O-galloyl) glucopyranoside (XVI), cis-3,5-dihydroxy-4'-methoxystilbene 3-O-β-D-glucopyranoside (XVII), cis-3,3',5-trihydroxy-4'-methoxystilbene 3-O-β-D-(2''-O-galloyl) glucopyranoside (XVIII) and cis-3,3',5-trihydroxy-4'-methoxystilbene (XIX).Keywords - rhubarb; Polygonaceae; trans-stilbene; cis-stilbene; gallic acid ester; p-coumaric acid ester; rhaponticin; desoxyrhaponticin; piceatannol; 3,4',5-trihydroxystilbene