Fisetin Chemical Properties

Melting point:

>330 °C(lit.)

Boiling point:

348.61°C (rough estimate)

Density 

1.2981 (rough estimate)

refractive index 

1.4413 (estimate)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

Colour Index 

75620

pka

6.83±0.40(Predicted)

color 

Pale Yellow to Very Dark Yellow

Merck 

14,4088

BRN 

292829

Stability:

Hygroscopic

InChI

InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H

InChIKey

XHEFDIBZLJXQHF-UHFFFAOYSA-N

SMILES

C1(C2=CC=C(O)C(O)=C2)OC2=CC(O)=CC=C2C(=O)C=1O

LogP

1.970 (est)

EPA Substance Registry System

Fisetin (528-48-3)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

LK9250000

F 

10

TSCA 

Yes

HS Code 

29329990

MSDS

• Language:English Provider:Fisetin
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Fisetin Usage And Synthesis

Description

Fisetin, a well-known plant flavonol from natural flavonoid group, is found in traditional medicines, plants, vegetables, fruits. Fisetin also has anti-oxidant, anti-inflammatory, anti-tumor effects^[1].

Chemical Properties

OCHRE POWDER

Uses

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

Definition

ChEBI: Fisetin is a 7-hydroxyflavonol with additional hydroxy groups at positions 3, 3' and 4'. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an antioxidant, an anti-inflammatory agent, a metabolite, a plant metabolite and a geroprotector. It is a 3'-hydroxyflavonoid, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a fisetin(1-).

Application

Fisetin is primarily used in laboratory bioactivity studies as an analytical standard for qualitative and quantitative analyses of Fisetin, and as a dietary supplement, and sells well for its potential anti-aging and cognitive enhancing effects. Because of its potent antioxidant and anti-inflammatory properties, it has been shown to have varying degrees of inhibitory effects on a wide range of diseases (e.g., cancer, Alzheimer's disease, anti-aging cells, and diabetes), and has been extensively studied in terms of its pharmacological effects in vitro and in vivo.

benefits

Fisetin is known to have antioxidant properties and demonstrates the specific biological activity of protecting functional macromolecules against stress, resulting in a benefit to cellular cytoprotection.It is also known to have anti-inflammatory, chemopreventive, and chemotherapeutic properties.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Anticancer Research

Fisetin is a plant polyphenol from the flavonoid group. It occurs in fruits and vegetablesincluding persimmons, strawberries, onions, cucumbers, and apples. It is anantioxidant, exerts anticarcinogenic effects in HCT-116 (human colon carcinoma)cells, and modulates protein kinase and lipid kinase pathways (Wang et al. 2012).Fisetin alter signaling pathway like MAPK, NF-κB, activators of transcription(JAK/STAT), Janus kinase/signal transducers, phosphoinositide-3-kinase-proteinkinase (PI3K/Akt), Wnt, and mammalian target of rapamycin (mTOR), therebyleading to cell cycle arrest in HL-60 cells (human acute promyelocytic leukemiacells) (Singh et al. 2016b). Thus, it exhibits inhibitory effects on adhesion, migration,invasion, and multidrug resistance (Suh et al. 2009).

Side effects

Fisetin is generally considered safe and no significant toxicity has been reported in humans when consumed in dietary amounts. However, as with any dietary supplement or medication, excessive intake of laccasein supplements may result in adverse reactions. Some of the potential adverse effects of laccasein supplementation may include gastrointestinal disturbances such as nausea, vomiting, and diarrhoea. In addition, fisetin may interact with certain medications, such as blood thinners, and may increase the risk of bleeding. fisetin may also have estrogenic activity, which means that it may interact with the body's endocrine system and affect individuals with hormone-sensitive diseases (e.g., breast cancer); therefore, it is important to take precautions before taking fisetin supplements, especially for individuals with a history of hormone-related medical conditions or who are taking medications that may interact with fisetin.

Source

Fisetin is a plant flavonol from the flavonoid group of polyphenols. It can be found in many plants, where it serves as a yellow/ochre colouring agent. It is also found in many fruits and vegetables, such as strawberries, apples, persimmons, onions and cucumbers.

storage

Store at -20°C

References

[1] KIM T W. Fisetin, an Anti-Inflammatory Agent, Overcomes Radioresistance by Activating the PERK-ATF4-CHOP Axis in Liver Cancer.[J]. International Journal of Molecular Sciences, 2023, 24 10. DOI:10.3390/ijms24109076.

Fisetin(528-48-3)Related Product Information

• Isoflavone
• Chrysin
• 7-HYDROXYFLAVONE
• FLAVONE
• ISOFLAVONES
• 3,4',7,8-Tetrahydroxyflavone hydrate
• Kaempferol
• TAMARIXETIN
• 3',4',7,8-TETRAHYDROXYFLAVONE
• SCUTELLAREIN
• Luteolin
• Fisetin 3-methylether
• FISETIN-3',4'-DIMETHYL ETHER
• Fisetin
• 3'',4'',5,7-Tetrahydroxyflavone-3-β-rytinoside
• FISETIN-3',4'-DIMETHYLETHER(P)
• FISETIN(SH)
• FISETIN-3',4'-DIMETHYLETHER(RG)(CALL)