487-41-2

Basic information

• Product Name: FORSYTHIN
• Synonyms: FORSYTHIN PHILLYRIN;dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl;Phillyroside;Phyllyrin;β-D-Glucopyranoside,4-[(1S,3aR,4R,6aR)-4-(3,4-;(1S)-1β-[4-(β-D-Glucopyranosyloxy)-3-methoxyphenyl]-4α-(3,4-dimethoxyphenyl)-3aβ,4,6,6aβ-tetrahydro-1H,3H-furo[3,4-c]furan;PHEOPHYTHIN A (SH);Chionanthin
• CAS NO: 487-41-2
• Molecular Formula: C₂₇H₃₄O₁₁
• Molecular Weight: 534.55
• Product Categories: Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Piperidines ,Homopiperidines
• Mol File: 487-41-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: approximate 157℃
• Boiling Point: 730.4 °C at 760 mmHg
• Flash Point: 395.5 °C
• Appearance: /
• Density: 1.361 g/cm³
• Vapor Pressure: 2.14E-22mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 12.81±0.70(Predicted)
• CAS DataBase Reference: FORSYTHIN(CAS DataBase Reference)
• NIST Chemistry Reference: FORSYTHIN(487-41-2)
• EPA Substance Registry System: FORSYTHIN(487-41-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 487-41-2(Hazardous Substances Data)

Usage

Uses

Phillyrin is a natural lignan compound attenuating tumor necrosis factor secreted from macrophages, that play an inportant role in adipocyte dysfunctions. Anti-obesity.

InChI:InChI=1/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25?,26+,27+/m0/s1

Upstream product

• 186581-53-3 diazomethane 
• 24404-49-7 (3R,4S,5S,6R)-2-{4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Downstream Products

• 487-39-8 phillygenin 
• 487-39-8 (+)-pinoresinol monomethyl ether 

Relevant articles and documents

Chemical synthesis method of phillyrin

The present invention relates to a method for chemical synthesis of phillyrin. According to the method, a glycosyl acceptor phillygenin and a glycosyl donor are dissolved in an organic solvent, a glycosylation reaction is performed to prepare tetra acyl phillyrin, the tetra acyl phillyrin is dissolved in an organic solvent, sodium methylate is added, a deacylation reaction is performed, an acidic pH value adjusting agent is added to adjust the pH value of the reaction mixture to achieve a neutral state, and finally a purification treatment is performed to obtain the product. According to the present invention, the advanced and practical characteristics of the production method comprise convenient raw material source, cheap and easily-available catalyst for the glycosylation reaction, significantly-reduced preparation cost, and industrial production achieving.