Fisetin

Base Information

• Chemical Name: Fisetin
• CAS No.: 528-48-3
• Molecular Formula: C15H10O6
• Molecular Weight: 286.241
• Hs Code.: 29329990
• Mol file: 528-48-3.mol

Synonyms:Fisetin(6CI);Flavone, 3,3',4',7-tetrahydroxy- (8CI);2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-benzopyran-4-one;3,3',4',7-Tetrahydroxyflavone;5-Desoxyquercetin;Bois Bleu de Honqrie;C.I.75620;C.I. Natural Brown 1;Cotinin;Fisetholz;Fustel;Fustet;Junger Fustik;NSC 407010;NSC 656275;Superfustel;Superfustel K;Ungarisches Gelbholz;Ventin Sumach;Viset;Young Fustic;Young FusticCrystals;Zante Fustic;

Chemical Property of Fisetin

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 3.23E-15mmHg at 25°C
• Melting Point: 330 ºC
• Refractive Index: 1.784
• Boiling Point: 599.4 ºC at 760 mmHg
• PKA: 6.83±0.40(Predicted)
• Flash Point: 233 ºC
• PSA: 111.13000
• Density: 1.688 g/cm³
• LogP: 2.28240
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

Fisetin ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Fisetin is used in biological studies as spleen tyrosine kinase inhibitors for autoimmune inflammation disease. This compound has neuroprotective properties.

Technology Process of Fisetin

There total 24 articles about Fisetin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-(3,4-dimethoxyphenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one (58544-90-4) → 3,7,3',4'-tetrahydroxyflavone (528-48-3)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00698

Reference yield: 96.7%

3,4,2',4'-tetrahydroxy-chalcone (487-52-5,21849-70-7) → 3,7,3',4'-tetrahydroxyflavone (528-48-3)

Guidance literature:

With sodium carbonate / sodium bicarbonate buffer solution; potassium hydrogen sulfate complex; In dichloromethane; acetone; at 20 ℃; for 21h;

Reference yield: 65.0%

3,3′,4′,7-tetraacetoxyflavone (114840-33-4) → 3,7,3',4'-tetrahydroxyflavone (528-48-3)

Guidance literature:

With sodium dithionite; water; sodium hydroxide; In methanol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1080/09168451.2018.1467263

upstream raw materials:

Fisetin 3',4'-dimethyl ether

3,7,3',4'-tetrahydroxyflavanone

2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxymethoxy-chromen-4-one

2-(3,4-dimethoxyphenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one

Downstream raw materials:

3,3′,4′,7-tetraacetoxyflavone

3,3',4',7-tetra-O-methylfisetin

3,4-Dihydroxybenzoic acid

4-hydroxysalicylic acid

Refernces

• 1、 Tsunekawa, Ryuji,Hanaya, Kengo,Higashibayashi, Shuhei,Sugai, Takeshi. "Synthesis of fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside based on site-selective deacetylation and deoxygenation". . p. 1316 - 1322. Retrieved 2018/07/29.
• 2、 -. "MICROBIAL PRODUCTION OF THE FLAVONOIDS GARBANZOL, RESOKAEMPFEROL AND FISETIN". Page/Page column 51; 52. . Retrieved 2016/06/01.