20633-67-4

Basic information

• Product Name: CALYCOSIN 7-O-GLUCOSIDE
• Synonyms: CALYCOSIN 7-O-GLUCOSIDE;Calycosin-7-O-beta-D-glucoside;calycosin-7-O-β-D-glucoside;calycosin-o-glucopyranoside;3',7-Dihydroxy-4'-Methoxyisoflavone-7-beta-D-glucopyranoside;Calycosin-7-O-B-D-glycoside;Calycosin 7-O-β-D-glucopyranoside
• CAS NO: 20633-67-4
• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40408
• Product Categories: Iso-Flavones;reference substance;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 20633-67-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 745.2 °C at 760 mmHg
• Flash Point: 262 °C
• Appearance: /
• Density: 1.545
• Vapor Pressure: 2.51E-23mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.48±0.10(Predicted)
• CAS DataBase Reference: CALYCOSIN 7-O-GLUCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CALYCOSIN 7-O-GLUCOSIDE(20633-67-4)
• EPA Substance Registry System: CALYCOSIN 7-O-GLUCOSIDE(20633-67-4)

Safety Data

• Hazardous Substances Data: 20633-67-4(Hazardous Substances Data)

Usage

Uses

Calycosin 7-O-β-D-glucoside is one of seven constituent in Guanjiekang (GJK) that is formed by five medicinal herbs that is used for the rheumatoid arthritis (RA).

InChI:InChI=1/C22H22O10/c1-29-15-5-2-10(6-14(15)24)13-9-30-16-7-11(3-4-12(16)18(13)25)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1

Upstream product

• 22877-03-8 3',7-diacetoxy-4'-methoxyisoflavone 
• 20575-57-9 calycosin 
• 108-46-3 recorcinol 
• 1131-94-8 homoisovanillic acid 
• 133-89-1 UDP-glucose 
• 492-61-5 β-D-glucose 

Relevant articles and documents

Identification of a flavonoid 7-O-glucosyltransferase from Andrographis paniculata

Andrographis paniculata is an important traditional medicinal herb in which flavonoids are part of the primary specialized metabolites. A flavonoid glucosyltransferase with broad substrate spectrum (named ApUGT3) was successfully identified by screening homologous glycosyltransferase genes from A. paniculata. The enzyme displayed glycosylation activity toward multiple flavonoids in?vitro, and the major products were identified as 7-O-glucosides. Phylogenetic analysis revealed that ApUGT3 is the first reported glycosyltransferase from the Acanthaceae family that belongs to cluster I, suggesting that ApUGT3 is a new flavonoid glycosyltransferase of this subcluster. This enzyme is potentially useful as powerful glycosylation catalysts to modify flavonoid-like compounds and improve their biological activities. (Figure presented.).

A flavonoid glucoside preparation method (by machine translation)

The invention belongs to the technical field of drug synthesis, relates to a flavonoid glucoside preparation method. Specifically, the preparation method of the present invention the flavonoid aglycon, honey, solvent and at least one of a catalytic amount of a product of said flavonoid glucoside mixed in the reaction container, sealing the reaction vessel and the heating, cooling to room temperature after the completion of reaction, can complete the conversion of the glucoside to the aglycon. The preparation obtained by the method of the glucoside of high conversion rate, in the absence of the strong acid, heavy metal salt and a phase transfer catalyst such as the premise of, only by adding honey and as the target product of the glucoside can be completed in a short time the whole reaction process, low cost, high efficiency, simple operation, environment-friendly. (by machine translation)

A method of chemical synthesis mao Ruiyi flavonoid (by machine translation)

The invention relates to a method for preparing mao Ruiyi flavonoid, comprises the following steps: to resorcinol and 3 - hydroxy -4 - methoxy acetic acid (as the starting material, to make the 3 ', 7 - dihydroxy -4' - methoxyisoflavone, then through the acetylation reaction to obtain the double-b acylated product 3 ', 7 - acetoxy -4' - methoxyisoflavone; selective shall get rid of the 7 bit on the hydroxy protecting group and gets the 7 - hydroxy -3 '- acetoxy -4' - methoxyisoflavone; the 7 position hydroxy generating glycosidic bond to obtain 3 '- acetoxy -4' - methoxyisoflavone - 7 - O - beta - D - tetra-substituted-based glucoside, finally through complete hydrolysis, removing the protecting group to obtain mao Ruiyi flavonoid, namely calycosin - 7 - O - beta - D - glucoside. The invention develops mao Ruiyi flavonoid glycoside of chemical synthesis method, this synthetic route raw materials are easy, and the cost is low, mild reaction conditions. (by machine translation)