21637-25-2

Basic information

• Product Name: ISOQUERCITRIN
• Synonyms: QUERCETIN-3-BETA-D-GLUCOSIDE;QUERCETIN-3-GLUCOSIDE;QUERCETIN-3-O-B-D-GLUCOFURANOSIDE;QUERCETIN-3-O-BETA-D-GLUCOPYRANOSIDE;QUERCETIN-3-O-BETA-GLUCOPYRANOSIDE;QUERCETIN-3-O-B-GLUCOPYRANOSIDE;QUERCETIN 3-O-GLUCOPYRANOSIDE;QUERCETIN-3-O-GLUCOSIDE
• CAS NO: 21637-25-2
• Molecular Formula: C₂₁H₂₀O₁₂
• Molecular Weight: 464.38
• EINECS: 244-488-5
• Product Categories: Flavanols;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 21637-25-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 225-227°
• Boiling Point: 916.258 °C at 760 mmHg
• Flash Point: 322.305 °C
• Appearance: /
• Density: 1.879 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.803
• Storage Temp.: −20°C
• Solubility: DMSO (Slightly, Heated), Ethyl Acetate (Slightly), Methanol (Slightly, Heated, S
• PKA: 6.17±0.40(Predicted)
• CAS DataBase Reference: ISOQUERCITRIN(CAS DataBase Reference)
• NIST Chemistry Reference: ISOQUERCITRIN(21637-25-2)
• EPA Substance Registry System: ISOQUERCITRIN(21637-25-2)

Safety Data

• Safety Statements: 24/25
• RIDADR: 2811
• WGK Germany: 3
• RTECS: LK8960000
• F: 10-23
• Hazardous Substances Data: 21637-25-2(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 21637-25-2 differently. You can refer to the following data:
1. Yellow powder
2. White to dark yellow powder; odorless.

Occurrence

Reported found in Gossypium spp.

Uses

Isoquercitroside is a flavonoid compound that is within medicinal plants which displays various biological activity. This includes inhibition of adipocyte differentiation.

Definition

ChEBI: A quercetin O-glucoside in which a glucofuranosyl residue is attached at position 3 of quercetin via a beta-glycosidic linkage.

InChI:InChI=1/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1

Upstream product

• 153-18-4 rutin 

Downstream Products

• 50-99-7 D-glucose 
• 117-39-5 quercetol 

Relevant articles and documents

Preparation of isoquercitrin by biotransformation of rutin using α-L-rhamnosidase from Aspergillus niger JMU-TS528 and HSCCC purification

Isoquercitrin is a flavonoid with important applications in the pharmaceutical and nutraceutical industries. However, a low yield and high production cost hinders the industrial preparation of isoquercitrin. In the present study, isoquercitrin was prepared by biotransformation of rutin using α-L-rhamnosidase from Aspergillus niger JMU-TS528 combined with high-speed countercurrent chromatography (HSCCC) purification. As a result, the optimum transformation pH, temperature, and time were pH 4.0, 60 °C, and 60 min, respectively. The Km and Vmax were 0.36 mM and 0.460 mmol/min, respectively. For isoquercitrin production, the optimal rutin concentration and transformation time were approximately 1000 mg/L and 60 min. The rutin transformation rate reached 96.44%. The isoquercitrin was purified to a purity of 97.83% using one-step purification with HSCCC. The isoquercitrin was identified using UPLC-Q-TOF-MS. The comprehensive results indicated that the biotransformation procedure using the α-L-rhamnosidase from A. niger JMU-TS528 combined with HSCCC was a simple and effective process to prepare isoquercitrin, which might facilitate the production of isoquercitrin for industrial use.