CAS No.82373-94-2 | 2,3,5,4＇-Tetrahydroxy stilbene-2-Ο-β-D-glucoside

Introducción

Stilbene glycoside is one of the main components of Polygonum multiflorum, Polygonaceae. It is a kind of polyhydroxy phenolic compounds. It has the function of anti-oxidation and scavenging free radicals. It is also an effective component of anti-aging and Hypolipidemia, and has great research value

Nombre e identificación

2,3,5,4＇-Tetrahydroxy stilbene-2-Ο-β-D-glucoside
2,3,5,4'-Tetrahydroxystilbene-2-O-beta-D-glucopyranoside
2,3,5,4'-tetera-hydroxystilbene-2-O-β-D-glucoside
2,3,4',5-Tetrahydroxystilbene 2-O-D-glucoside
2,3,5,4' -tetrahydroxystibene -2-O-β-D –glucoside

2,3,5,4-tetrahydroxyldiphenylethylene-2-o-glucoside
2,3,5,4'-Tetrahydroxystilbene 2-O-glucoside
2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-glucoside
2,3,5,4'-TETRAHYDROXYSTILBENE-2-O-B-D-GLUCOPYRANOSIDE
b-D-Glucopyranoside,2,4-dihydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl
CIS,2,3,5,4-tetrahydroxyl diphenylethylene-2-o-glucoside
2,3,4,5,6-PENTAFLUOROPHENYL4-BROMO-2-CHLOROBENZENESULFONATE
2,3,5,4'-tetera-hydroxystilbenen-2-O-Beta-D-glucoside
2,3,5,4'-tetrahydroxystibene-2-O-Beta-D glucoside
2,3,5,4'-Tetrahydroxystilbene-2-O-β-D-glucopyranoside
2,4-Dihydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-Glucopyranoside
EH-201
THSG
Tetrahydroxystilbene glucoside
2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside
2,3,5,4＇-Tetrahydroxy；stilbene-2-Ο-β-D- glucoside
Tetrahydroxystilbene Glucoside
2,3,5,4'-Tetra-hydroxystilbene-2-O-beta-D-glucopyranoside
Astragalus polyphenols
2,3,5,4-tetrahydroxyl diphenylethylene-2-o-glucoside
54QRI6OKJ5
2,3,5,4'-Tetrahydroxystilbene-2-O-beta-D-glucoside
(2S,3R,4S,5S,6R)-2-(2,4-dihydroxy-6-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
(2S,3R,4S,5S,6R)-2-[2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymeth
(2S,3R,4S,5S,6R)-2-[2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-
2,4-Dihydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranoside (ACI)
β-D-Glucopyranoside, 2,4-dihydroxy-6-[2-(4-hydroxyphenyl)ethenyl]phenyl, (E)- (ZCI)
(E)-2,3,5,4′-Tetrahydroxy stilbene-2-O-glucoside
2,3,4′,5-Tetrahydroxystilbene 2-O-D-glucoside
trans-2,3,5,4′-Tetrahydroxystilbene-2-O-β-d-glucopyranoside
2,3,5,4'-Tetrahydroxystilbene 2-O--D-glucoside
MFCD00238694
CCG-268716
AfAE'Adaggeratrade markAfA centA centasA notA em leaderA inverted exclamation mark-D-glucoside
SCHEMBL2688101
2,3,5,4'-Tetrahydroxystilbene 2-O-glucosid
2,3,5,4'-Tetrahydroxytoluylene-2-beta-D-glucopyranoside
2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl beta-D-glucopyranoside
2,3,5,4'-Tetrahydroxystilbene 2-O-fA-D-Glucoside
Q-100633
2,3,5,4'-Tetrahydroxystilbene 2-O-b-D-glucoside
2,3,5,4'-Tetrahydroxytoluylene-2-beta-D-glucoside
CHEBI:140850
tetrahydroxyldiphenylethylene-2-o-glucoside
s3906
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside
2,3,5,4'-Tetrahydroxyl diphenylethylene-2-O-glucoside
2,3,5,4'-TETRAHYDROXYSTILBENE-2-O-.BETA.-D-GLUCOSIDE
AC-33974
F16062
2,3,5,4'-Tetrahydroxy stilbene-2---D-glucoside
2,3,5,4'-tetrahydroxystilbene 2-O-beta-D-glucoside
trans-2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside
DTXSID801242061
AKOS030530177
(2S,3R,4S,5S,6R)-2-[2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
2,3,5,4-tetrahydroxyl-diphenylethylene-2-o-glucoside
UNII-54QRI6OKJ5
2,3,5,4'-tetrahydroxystilbene-2-o-beta-d-glucopyranoside
55327-45-2
NCGC00482790-01
A864422
BDBM50020713
2,3,5,4'-TETRAHYDROXYSTILBENE-2-O-BETA-D-GLUCOSIDE (USP-RS)
T3513
W-203871
2,3,5,4'-TETRAHYDROXYSTILBENE-2-O-BETA-D-GLUCOSIDE [USP-RS]
SCHEMBL17507729
2,4-DIHYDROXY-6-((1E)-2-(4-HYDROXYPHENYL)ETHENYL)PHENYL .BETA.-D-GLUCOPYRANOSIDE
2,3,5,4'-Tetrahydroxystilbene 2-O-AfAE'A centa' notA inverted exclamation markAfasA'A
2,3,5,4-Tetrahydroxy stilbene-2-Omicron-beta-D-glucoside
beta-D-Glucopyranoside, 2,4-dihydroxy-6-((1E)-2-(4-hydroxyphenyl)ethenyl)phenyl
2,3,5,4'-Tetrahydroxyl-diphenylethylene-2-O-beta-D-glucoside
tetrahydroxyl diphenylethylene-2-o-gluco
2,3,4',5-Tetrahydroxystilbene 2-o-D-glucoside
CHEMBL460860
2,3,5,4'-Tetrahydroxystilbene-2-O-ss-D-glucoside
AKOS040758637
82373-94-2
B-D-GLUCOPYRANOSIDE,2,4-DIHYDROXY-6-[2-(4-HYDROXYPHENYL)ETHENYL]PHENYL
tetrahydroxystilbene glucoside
2,3,5,4'-Tetrahydroxystilbene-2-O-b-D-glucopyranoside
2,4-Dihydroxy-6-((1E)-2-(4-hydroxyphenyl)ethenyl)phenyl beta-D-glucopyranoside
beta-D-Glucopyranoside, 2,4-dihydroxy-6-(2-(4-hydroxyphenyl)ethenyl)phenyl
Tetrahydroxystilbene-2-O-??-D-glucoside
(2S,3R,4S,5S,6R)-2-[2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)vinyl]phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
2,3,4',5-Tetrahydroxystilbene 2-O-Glucoside
.BETA.-D-GLUCOPYRANOSIDE, 2,4-DIHYDROXY-6-((1E)-2-(4-HYDROXYPHENYL)ETHENYL)PHENYL
.BETA.-D-GLUCOPYRANOSIDE, 2,4-DIHYDROXY-6-(2-(4-HYDROXYPHENYL)ETHENYL)PHENYL, (E)-
beta-D-Glucopyranoside, 2,4-dihydroxy-6-(2-(4-hydroxyphenyl)ethenyl)phenyl, (E)-
(E)-2,3,5,4'-Tetrahydroxy stilbene-2-O-glucoside
2,3,5,4'-tetrahydroxystilbene-2-O-?-D-glucoside
AS-76404
[ "" ]
2,3,4',5-Tetrahydroxystilbene 2-O-beta-D-glucopyranoside
2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside

Expandir

MDL：MFCD00238694
InChIKey：JAYVHSBYKLLDJC-DSNJPTTOSA-N
Inchi：1S/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
SMILES：O([C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C1=C(O)C=C(O)C=C1/C=C/C1C=CC(O)=CC=1

Propiedades químicas y físicas

Atributos calculados

Calidad precisa: 406.4g/mol
Carga superficial: 0
XLogP3: 1
Recuento de donantes vinculados al hidrógeno: 7
Recuento de receptores de enlace de hidrógeno: 9
Cuenta de enlace giratorio: 5
Masa isotópica única: 406.126382g/mol
Masa isotópica única: 406.126382g/mol
Superficie del Polo topológico: 160Å²
Recuento de átomos pesados: 29
Complejidad: 536
Recuento atómico isotópico: 0
Recuento del Centro estereoscópico atómico definido: 5
Recuento de centros estereoscópicos atómicos indefinidos: 0
Recuento de centros tridimensionales de bonos fijos: 1
Conteo indefinido de centros tridimensionales de Bond: 0
Recuento de unidades de unión covalente: 1

Propiedades experimentales

Logp: 0.15250
PSA: 160.07000
Disolución: H2O: soluble5mg/mL, clear (warmed)
Color / forma: Powder
Punto de ebullición: 715°C at 760 mmHg
índice de refracción: 1.76
Punto de inflamación: 386.2°C
Denso: 1.593g/cm3

Información de Seguridad

Símbolo: GHS07
Wgk Alemania：3
Instrucciones de Seguridad：26
Signo de mercancías peligrosas： Xi
Número de transporte de mercancías peligrosas：NONH for all modes of transport
Instrucciones de peligro：H315-H319
Declaración de advertencia：P305+P351+P338
Condiciones de almacenamiento：Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Código de categoría de peligro：36/38
Palabra de señal：Warning

Circuitos sintéticos

Circuitos sintéticos 1

Condiciones de reacción + Expandir

1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
1.2 rt; 12 h, rt
1.3 Solvents: Water ; rt
2.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, rt
2.2 Reagents: Hydrochloric acid Solvents: Water ; rt
3.1 Reagents: Carbon tetrabromide , Triphenylphosphine Solvents: Diethyl ether ; rt
4.1 Solvents: Toluene ; 12 h, reflux
5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
5.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
5.3 Solvents: Water ; rt
6.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
6.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
7.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
7.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 2

Condiciones de reacción + Expandir

1.1 Reagents: Carbon tetrabromide , Triphenylphosphine Solvents: Diethyl ether ; rt
2.1 Solvents: Toluene ; 12 h, reflux
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
3.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
3.3 Solvents: Water ; rt
4.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
4.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
5.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
5.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 3

Condiciones de reacción + Expandir

1.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt
2.1 Reagents: Carbon tetrabromide , Triphenylphosphine Solvents: Diethyl ether ; rt
3.1 Solvents: Toluene ; 12 h, reflux
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
4.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
4.3 Solvents: Water ; rt
5.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
5.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
6.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
6.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 4

Condiciones de reacción + Expandir

1.1 Reagents: Potassium carbonate Solvents: Acetone ; reflux
2.1 Reagents: Hydrogen peroxide Catalysts: Sulfuric acid Solvents: Methanol , Water ; 2 h, rt
2.2 Solvents: Water ; rt
3.1 Solvents: Acetic acid , Dimethylformamide ; 3 h, reflux
3.2 Solvents: Water
4.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Dichloromethane , Water ; 12 h, 65 - 70 °C
4.2 Solvents: Water
5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 16 h, 45 psi, rt
6.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 12 h, rt
7.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
7.2 rt; 15 h, rt
7.3 Solvents: Water ; rt
8.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
8.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
8.3 Solvents: Water ; rt
9.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
9.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
10.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
10.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 5

Condiciones de reacción + Expandir

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
2.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
2.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 6

Condiciones de reacción + Expandir

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 16 h, 45 psi, rt
2.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 12 h, rt
3.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
3.2 rt; 15 h, rt
3.3 Solvents: Water ; rt
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
4.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
4.3 Solvents: Water ; rt
5.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
5.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
6.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
6.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 7

Condiciones de reacción + Expandir

1.1 Solvents: Acetic acid , Dimethylformamide ; 3 h, reflux
1.2 Solvents: Water
2.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Dichloromethane , Water ; 12 h, 65 - 70 °C
2.2 Solvents: Water
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 16 h, 45 psi, rt
4.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 12 h, rt
5.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
5.2 rt; 15 h, rt
5.3 Solvents: Water ; rt
6.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
6.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
6.3 Solvents: Water ; rt
7.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
7.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
8.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
8.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 8

Condiciones de reacción + Expandir

1.1 Solvents: Toluene ; 12 h, reflux
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
2.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
2.3 Solvents: Water ; rt
3.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
3.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
4.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
4.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 9

Condiciones de reacción + Expandir

1.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 12 h, rt
2.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
2.2 rt; 15 h, rt
2.3 Solvents: Water ; rt
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
3.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
3.3 Solvents: Water ; rt
4.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
4.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
5.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
5.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 10

Condiciones de reacción + Expandir

1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Dichloromethane , Water ; 12 h, 65 - 70 °C
1.2 Solvents: Water
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 16 h, 45 psi, rt
3.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 12 h, rt
4.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
4.2 rt; 15 h, rt
4.3 Solvents: Water ; rt
5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
5.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
5.3 Solvents: Water ; rt
6.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
6.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
7.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
7.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 11

Condiciones de reacción + Expandir

1.1 Catalysts: Water Solvents: Methanol ; 0.5 h

Referencia

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

Bao, Ni-Man ; et al, Journal of Agricultural and Food Chemistry, 2020, 68(18), 5086-5092

Circuitos sintéticos 12

Condiciones de reacción + Expandir

1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
1.2 rt; 15 h, rt
1.3 Solvents: Water ; rt
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
2.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
2.3 Solvents: Water ; rt
3.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
3.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
4.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
4.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 13

Condiciones de reacción + Expandir

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
1.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
1.3 Solvents: Water ; rt
2.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
2.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
3.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
3.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 14

Condiciones de reacción + Expandir

1.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
1.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Circuitos sintéticos 15

Condiciones de reacción + Expandir

1.1 Reagents: Hydrogen peroxide Catalysts: Sulfuric acid Solvents: Methanol , Water ; 2 h, rt
1.2 Solvents: Water ; rt
2.1 Solvents: Acetic acid , Dimethylformamide ; 3 h, reflux
2.2 Solvents: Water
3.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Dichloromethane , Water ; 12 h, 65 - 70 °C
3.2 Solvents: Water
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 16 h, 45 psi, rt
5.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; 12 h, rt
6.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ; 10 min, rt
6.2 rt; 15 h, rt
6.3 Solvents: Water ; rt
7.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; -78 °C; 30 min, -78 °C; -78 °C → rt; 1 h, rt; rt → -78 °C
7.2 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 18 h, rt
7.3 Solvents: Water ; rt
8.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 1.5 h, 0 °C
8.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
9.1 Reagents: Potassium hydroxide Solvents: Ethanol ; 40 min, rt
9.2 Solvents: Water ; rt

Referencia

Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4'-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside

Kumar, Sunil; et al, Journal of Natural Products, 2017, 80(5), 1294-1301

Literatura relevante

1. Enhanced TSG stability through co-assembly with C3G: the mechanism behind processing Polygonum multiflorum Thunb with black beans via supramolecular analysis Yue Liu,Shukai Wang,Yunan Qin,Ying Wang,Jianbo Yang,Lanzhen Zhang,Quan Li,Shuangcheng Ma Food Funct. 2023 14 4204

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	Proveedores:MedChemExpress
No, No..	Pureza	Acciones	Especificaciones	Precio	Tiempo de actualización	Funcionamiento
HY-N0652-10mM*1mLinDMSO	99.20%	In-stock	10mM*1mLinDMSO	￥550	26 Jul. 2023
HY-N0652-10mg	99.20%	In-stock	10mg	￥500	01 Sep. 2023
HY-N0652-25mg	99.20%	In-stock	25mg	￥1000	01 Sep. 2023
HY-N0652-50mg	99.20%	In-stock	50mg	￥1400	01 Sep. 2023
HY-N0652-10mM*1 mL in DMSO	99.20%	In-stock	10mM*1 mL in DMSO	￥550	01 Sep. 2023
HY-N0652-5mg	99.20%	In-stock	5mg	￥312	01 Sep. 2023

	Proveedores:西格玛奥德里奇（上海）贸易有限公司
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PHL82666-10MG			10mg	¥4932.81	09 Sep. 2023
1651654-50MG			50MG	￥4896.69	12 Apr. 2023
PHL82666-10MG			10MG	￥4697.92	06 Jan. 2023
1651654-50MG			50mg	¥5141.51	06 Sep. 2023

	Proveedores:上海源叶生物科技有限公司
No, No..	Pureza	Acciones	Especificaciones	Precio	Tiempo de actualización	Funcionamiento
B21757-20mg	分析标准品,HPLC≥98%	上海:>10/北京:2/武汉:4/南京:3	20mg	￥280.00	02 Sep. 2021
B21757-1g	分析标准品,HPLC≥98%	上海:准现货/北京:0/武汉:0/南京:0	1g	￥3500.00	02 Sep. 2021

	Proveedores:上海麦克林生化科技有限公司
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T874838-100mg	99%	上海仓库：现货/北方仓库：现货/南方仓库：-	100mg	￥310.00	28 Sep. 2022
T874838-500mg	99%	预计交期：1个工作日	500mg	￥1,128.00	28 Sep. 2022
T874838-1g	99%	预计交期：8~10个工作日	1g	￥1,692.00	28 Sep. 2022

	Proveedores:梯希爱(上海)化成工业发展有限公司
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T3513-50MG	>98.0%(HPLC)	上海:请联系我们/天津:请联系我们/日本:7	50mg	¥195.00	15 Apr. 2024
T3513-250MG	>98.0%(HPLC)	上海:请联系我们/天津:请联系我们/日本:20	250mg	¥920.00	15 Apr. 2024

	Proveedores:TargetMol Chemicals
No, No..	Pureza	Acciones	Especificaciones	Precio	Tiempo de actualización	Funcionamiento
T2964-10 mg	99.77%	上海现货	10mg	￥ 410	11 Jul. 2023
T2964-25 mg	99.77%	上海现货	25mg	￥ 811	11 Jul. 2023
T2964-50 mg	99.77%	上海现货	50mg	￥ 1,156	11 Jul. 2023
T2964-100 mg	99.77%	上海现货	100MG	￥ 1,730	11 Jul. 2023
T2964-1 mL * 10 mM (in DMSO)	99.77%	上海现货	1 mL * 10 mM (in DMSO)	￥ 410	11 Jul. 2023

	Proveedores:1PlusChem
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1P0053Y1-50mg	99%	1 week	50mg	$191.00/ ¥1,387.27	16 Dec. 2023
1P0053Y1-100mg	≥98%	1 week	100mg	$335.00/ ¥2,433.17	16 Dec. 2023
1P0053Y1-250mg	≥98%	1 week	250mg	$651.00/ ¥4,728.34	16 Dec. 2023
1P0053Y1-25mg	≥98%	1 week	25mg	$138.00/ ¥1,002.32	16 Dec. 2023
1P0053Y1-10mg	99%	1 week	10mg	$91.00/ ¥660.95	16 Dec. 2023
1P0053Y1-5mg	99%	1 week	5mg	$81.00/ ¥588.32	16 Dec. 2023

	Proveedores:A2B Chem LLC
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AC37593-250mg	≥98%	in stock	250mg	$510.00/ ¥3,704.23	30 Dec. 2023
AC37593-50mg	99%	in stock	50mg	$112.00/ ¥813.48	30 Dec. 2023
AC37593-25mg	99%	in stock	25mg	$80.00/ ¥581.06	30 Dec. 2023
AC37593-10mg	99%	in stock	10mg	$40.00/ ¥290.53	30 Dec. 2023
AC37593-5mg	99%	in stock	5mg	$26.00/ ¥188.84	30 Dec. 2023

	Proveedores:PhytoLab
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82666-1000mg	≥ 95.0 %		1000mg	€13800/ ¥100,066.56	25 Oct. 2023
82666-500mg	≥ 95.0 %		500mg	€7360/ ¥53,368.83	25 Oct. 2023
82666-250mg	≥ 95.0 %		250mg	€3910/ ¥28,352.19	25 Oct. 2023
82666-50mg	≥ 95.0 %		50mg	€827.9999999999999/ ¥6,003.99	25 Oct. 2023

Nombre del producto：2,3,5,4＇-Tetrahydroxy stilbene-2-Ο-β-D-glucoside

Atributos calculados

Propiedades experimentales

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