CAS Number528-48-3
Synonyms5-Deoxyquercetin; Fisetin; Viset; 3,3',4',7-tetrahydroxyflavone; MFCD00006829; Fustet; Superfustel; Cotinin; Fustel; Fisidenolon 1521; 5-Desoxyquercetin; 3,7-Dihydroxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one; 2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one; 2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one; Fietin; EINECS 208-434-4; 3,7,3',4'-Tetrahydroxyflavone; Fisetholz
Molecular FormulaC15H10O6
Molecular Weight286.24
Purity≥95 (HPLC)%
Density1.7±0.1 g/cm3
Boiling Point599.4±50.0 °C at 760 mmHg
Melting Point330ºC
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 528-48-3 |
| Catalog No. | 2A-9022532 |
| Chinese Name | 漆黄素 |
| Synonyms | 5-Deoxyquercetin; Fisetin; Viset; 3,3',4',7-tetrahydroxyflavone; MFCD00006829; Fustet; Superfustel; Cotinin; Fustel; Fisidenolon 1521; 5-Desoxyquercetin; 3,7-Dihydroxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one; 2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one; 2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one; Fietin; EINECS 208-434-4; 3,7,3',4'-Tetrahydroxyflavone; Fisetholz |
| Molecular Formula | C15H10O6 |
| Molecular Weight | 286.24 |
| Purity | ≥95 (HPLC) |
| Density | 1.7±0.1 g/cm3 |
| Boiling Point | 599.4±50.0 °C at 760 mmHg |
| Melting Point | 330ºC |
| Appearance | powder |
| Water Solubility | Water solubility: virtually insoluble; soluble in: |
| Storage Condition | Store refrigerated at -20°C |
| Application | Fisetin is a natural flavonol found in many fruits and vegetables that has multiple benefits such as antioxidant, anti-cancer, and neuroprotective effects. |
| HTC | 2914501900 |
| MDL Number | MFCD00006829 |
| SMILES | OC1=CC=C2C(C(O)=C(OC2=C1)C3=CC(O)=C(C=C3)O)=O |
| 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 |
| InChI Key | InChIKey=XHEFDIBZLJXQHF-UHFFFAOYSA-N |
| NACRES Code | NA.28 |
| MSDS | msds/22532_1_528_48_3.pdf |
| Bioactivity | Fisetin is a natural flavonol found in many fruits and vegetables with various benefits, such as antioxidant, anticancer, neuroprotection effects. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR Signaling Pathways >> Cell Cycle/DNA Damage >> Sirtuin Signaling Pathways >> Epigenetics >> Sirtuin Signaling Pathways >> Apoptosis >> TNF Receptor Natural Products >> Flavonoids Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Target Sirtuin, PPAR, TNF-alpha[1][2] In Vitro Fisetin inhibits lipid accumulation and suppresses the expression of PPARγ in 3T3-L1 cells. Fisetin suppresses early stages of preadipocyte differentiation, and induces expression of Sirt1. Fisetin facilitates Sirt1-mediated deacetylation of PPARγ and FoxO1, and enhances the association of Sirt1 with the PPARγ promoter, leading to suppression of PPARγ transcriptional activity, thereby repressing adipogenesis[1]. Fisetin binds to tubulin and stabilizes microtubules with binding characteristics far superior than paclitaxel. Fisetin treatment of human prostate cancer cells results in robust up-regulation of microtubule associated proteins (MAP)-2 and -4. Fisetin significantly inhibits PCa cell proliferation, migration, and invasion. Nudc, a protein associated with microtubule motor dynein/dynactin complex that regulates microtubule dynamics, is inhibited with Fisetin treatment[2]. In Vivo Fisetin treatment to UVB exposed mice results in decreased hyperplasia and reduces infiltration of inflammatory cells. Fisetin treatment also reduces inflammatory mediators such as COX-2, PGE2 as well as its receptors (EP1- EP4), and MPO activity. Furthermore, Fisetin reduces the level of inflammatory cytokines TNFα, IL-1β and IL-6 in UVB exposed skin. Fisetin treatment also reduces cell proliferation markers as well as DNA damage as evidenced by increased expression of p53 and p21 proteins[3]. Cell Assay 3T3-L1 cells are transfected with reporter vector, and expression plasmids using TransIT-LT1. After 24 h, media is replaced with viral supernatant. After 15-18 h of infection, media is replaced with DMI, 0.1 μM troglitazone and Fisetin (50 μM). Cells are lysed using cell culture lysis buffer two days after addition of differentiation stimulus. Luciferase activity is determined using an analytical luminescence luminometer[1]. Animal Admin Mice: The mice are divided into six groups of eight animals each. The mice in the first group are topically treated with 0.2 mL acetone and used as vehicle control. The mice in the second and third groups receive topical treatment of Fisetin 250 nmol/0.2 mL acetone/mouse and 500 nmol/0.2 mL acetone/mouse respectively on their dorsal skin and serves as agent controls. The mice in the fourth, fifth and sixth groups are exposed to UVB. The mice in the fourth group receive a topical application of 0.2 mL acetone after 15 min of UVB exposure designated as vehicle control. The mice in the fifth and sixth groups are treated with topical application of Fisetin 250 nmol/0.2 mL acetone/mouse and 500 nmol/0.2 mL acetone/mouse respectively on to their dorsal skin after 15 min of UVB exposure[3]. References [1]. Kim SC, et al. Fisetin induces Sirt1 expression while inhibiting early adipogenesis in 3T3-L1 cells. Biochem Biophys Res Commun. 2015 Nov 27;467(4):638-44. [2]. Mukhtar E, et al. Dietary flavonoid fisetin binds to β-tubulin and disrupts microtubule dynamics in prostate cancer cells. Cancer Lett. 2015 Oct 28;367(2):173-83. Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 599.4±50.0 °C at 760 mmHg Melting Point 330ºC Molecular Formula C15H10O6 Molecular Weight 286.236 Flash Point 233.0±23.6 °C Exact Mass 286.047729 PSA 111.13000 LogP 2.52 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.785 Storage condition −20°C |
| Use of | Fisetin is a natural flavonol found in many fruits and vegetables with various benefits, such as antioxidant, anticancer, neuroprotection effects. Properties Name fisetin Synonym More Synonyms Fisetin Biological Activity Description Fisetin is a natural flavonol found in many fruits and vegetables with various benefits, such as antioxidant, anticancer, neuroprotection effects. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR Signaling Pathways >> Cell Cycle/DNA Damage >> Sirtuin Signaling Pathways >> Epigenetics >> Sirtuin Signaling Pathways >> Apoptosis >> TNF Receptor Natural Products >> Flavonoids Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Sirtuin, PPAR, TNF-alpha[1][2] In Vivo Fisetin treatment to UVB exposed mice results in decreased hyperplasia and reduces infiltration of inflammatory cells. Fisetin treatment also reduces inflammatory mediators such as COX-2, PGE2 as well as its receptors (EP1- EP4), and MPO activity. Furthermore, Fisetin reduces the level of inflammatory cytokines TNFα, IL-1β and IL-6 in UVB exposed skin. Fisetin treatment also reduces cell proliferation markers as well as DNA damage as evidenced by increased expression of p53 and p21 proteins[3]. References [2]. Mukhtar E, et al. Dietary flavonoid fisetin binds to β-tubulin and disrupts microtubule dynamics in prostate cancer cells. Cancer Lett. 2015 Oct 28;367(2):173-83. Chemical & Physical Properties Molecular Formula C15H10O6 Exact Mass 286.047729 PSA 111.13000 Index of Refraction 1.785 |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Summary 2914501900 other ketone-phenols. Supervision conditions:None. VAT: 17.0%. Tax rebate rate:9.0%. MFN tariff:5.5%. General tariff:30.0% |
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