ChemicalBook--->CAS DataBase List--->528-48-3

528-48-3

528-48-3 Structure

528-48-3 Structure
IdentificationBack Directory
[Name]

Fisetin
[CAS]

528-48-3
[Synonyms]

viset
fietin
fustel
fustet
cotinin
FISETIN
CI 75620
Fisetine
fisetholz
superfustel
AKOS 244-37
youngfustic
fisidenolon
ZanteFustic
FISETIN hplc
superfustelk
ventinsumach
jungerfustik
FISETIN HYDRATE
Fustic Crystals
NATURAL BROWN 1
Fisidenolon 1521
5-DEOXYQUERCETIN
Fisetin (Fustel)
FISETIN WITH HPLC
5-desoxyquercetin
boisbleudehonqrie
c.i.naturalbrown1
ungarischesgelbholz
Fisetin, 70%, tech.
Fisetin, tech., 70%
youngfusticcrystals
3,7,3',4'-TETRAHYDROXYFLAVONE
3,2',4',7-TETRAHYDROXYFLAVONE
3,3',4',7-TETRAHYDROXYFLAVONE
3,3’,4’,7-tetrahydroxy-flavon
5kg 10kg Purity:70%
Flavone, 3,3',4',7-tetrahydroxy-
3,3',4',7-TETRAHYDROXYFLAVONE HYDRATE
Fisetin, froM Toxicodendron sylvestre
3,7-Dihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-chroMen-4-one
2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4h-1-benzopyran-4-on
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-
Fisetin,2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4h-1-benzopyran-4-on
[EINECS(EC#)]

208-434-4
[Molecular Formula]

C15H10O6
[MDL Number]

MFCD00006829
[MOL File]

528-48-3.mol
[Molecular Weight]

286.24
Chemical PropertiesBack Directory
[Appearance]

OCHRE POWDER
[Melting point ]

>330 °C(lit.)
[Boiling point ]

348.61°C (rough estimate)
[density ]

1.2981 (rough estimate)
[refractive index ]

1.4413 (estimate)
[storage temp. ]

−20°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[Colour Index ]

75620
[form ]

Solid
[pka]

6.83±0.40(Predicted)
[color ]

Pale Yellow to Very Dark Yellow
[Merck ]

14,4088
[BRN ]

292829
[Stability:]

Hygroscopic
[Major Application]

food and beverages
[Cosmetics Ingredients Functions]

SKIN CONDITIONING
COLORANT
[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]

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3, 7-dihydroxy-(528-48-3)
Hazard InformationBack Directory
[Chemical Properties]

OCHRE POWDER
[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].
[Uses]

Fisetin is used in biological studies as spleen tyrosine kinase inhibitors for autoimmune inflammation disease. This compound has neuroprotective properties.
[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.
[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-).
[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.
[Biological Functions]

Fisetin shows great potential as a senolytic agent and has broad potential clinical applications, but currently only limited human data are available. [1]
[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
[Mechanism of action]

Fisetin has multi-pathway and multi-target properties. Studies have shown that Fisetin can induce p53 activation and cause cell cycle arrest at various checkpoints by activating caspase-8, caspase-9, caspase-3 and inhibiting Bcl-2, leading to apoptosis, and inhibition of NF-κB and ERK1/2 activities, thus inhibiting the survival and growth of tumour cells. In addition, by inhibiting the PI3K/Akt pathway, it also blocks the mTOR pathway and controls feedback loops, as well as preventing oxidative stress, inflammatory responses, and cytotoxicity by modulating the activity of the PI3K/Akt, Nrf2, NF-κB, protein kinase C, and MAPK pathways.
[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.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Risk Statements ]

36/37/38
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

LK9250000
[F ]

10
[TSCA ]

Yes
[HS Code ]

29329990
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Fisetin(528-48-3).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Fisetin(528-48-3)MS
Fisetin(528-48-3)1HNMR
Fisetin(528-48-3)13CNMR
Fisetin(528-48-3)IR1
Fisetin(528-48-3)IR2
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