Fisetin

SKU: F0336

Category: Phytochemicals

Synonyms: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one , 3,3',4',7-Tetrahydroxyflavone , 5-Deoxyquercetin , Natural Brown 1 , CI-75620 , NSC 407010 , NSC 656275 , BRN 0292829 , Cotinin , 528-48-3 (anhydrous); 528-48-3
CAS-Number: C₁₅H₁₀O₆
Molecular Formula: 286.24
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: Yellow powder

Properties

Solvents: DMSO (10 mg/ml), DMF (10 mg/ml), ethanol (2 mg/ml)

Downloads

Safety Data Sheet: CDX F0336 MSDS.pdf

Short Term Storage: RT
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: One of the major polyphenolic flavonoids found in various fruits and vegetables such as apples, grapes, persimmons, strawberries, cucumbers and onions. Exerts numerous beneficial biological activities, including antibacterial, antifungal, antioxidant, anti-inflammatory, antiangiogenic, antiproliferative, proapoptotic, cell cycle arrest, autophagy inducing, hypolipidemic, neuroprotective and antitumor effects. Modulates multiple signaling pathways such as blocking of the phosphatidylinositol-3-kinase/protein kinase B/mammalian target of rapamycin (PI3K/Akt/mTOR) and p38, mitogen-activated protein kinases (MAPK)-dependent nuclear factor kappa-light-chain-enhancer of activated B cells (NF-?B) signaling, Wnt and adrogen receptor signaling, which playing a central role in various cellular processes contributing to the malignancy. Binds to β-tubulin and disrupts microtubule dynamics. Activator of sirtuin 1 and PPARs, inhibitor of DNA topoisomerase II (topo II), inhibitor of CDK6and GSK-3beta. Recently used as fluorescent molecular probe in sodium dodecyl sulfate (SDS) induced Sol-Gel transition.
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
References: (1) M. Gabor & E. Eperjessy, Nature 212, 1273 (1966) , (2) A.J. Olaharski, et al., Mutat. Res. 582, 79 (2005) , (3) B. Sung, et al., Mol. Pharmacol. 71, 1703 (2007) , (4) N. Khan, et al., Carcinogenesis 29, 1049 (2008) , (5) B.G. Szczepankiewicz & P.Y. Ng, Curr. Top. Med. Chem. 8, 1533 (2008) (Review) , (6) Y. Suh, et al., Carcinogenesis 30, 300 (2009) , (7) Y. Suh, et al., Carcinogenesis 31, 1424 (2010) , (8) R. Singh, et al., J. Med. Chem. 55, 3614 (2012) , (9) V.M. Adhami, et al., Biochem. Pharmacol. 84, 1277 (2012) (Review) , (10) D.N. Syed, et al., Anticancer Agents Med. Chem. 13, 995 (2013) (Review) , (11) N. Khan, et al., Antioxid. Redox Signal. 19, 151 (2013) (Review) , (12) C.H. Jung, et al., J. Nutr. Biochem. 24, 1547 (2013) , (13) G.S. Prasath, et al., Eur. J. Pharmacol. 740, 248 (2014) , (14) T. Jin, et al., J. Agric. Food Chem. 62, 10468 (2014) , (15) E. Mukhtar, et al., Cancer Lett. 367, 173 (2015) , (16) M.P. Reis, et al., J. Appl. Microbiol. 121, 373 (2016) , (17) S.F. Nabavi, et al., Curr. Top. Med. Chem. 16, 1910 (2016) (Review) , (18) T. Rengarajan & N.S. Yaacob, Eur. J. Pharmacol. 789, 8 (2016) (Review) , (19) M. Youns, et al., PLoS One 12, e0169335 (2017) , (20) J. Mishra, et al., J. Phys. Chem. B 122, 181 (2018) , (21) K D. Kashyap, et al., Life Sci. 194, 75 (2018) (Review) , (22) K. Shanmugam, et al., Oxid. Med. Cell Longev. 2018, 9173436 (2018)
InChi Key: XHEFDIBZLJXQHF-UHFFFAOYSA-N
Smiles: OC1=CC=C2C(OC(C3=CC(O)=C(O)C=C3)=C(O)C2=O)=C1

One of the major polyphenolic flavonoids found in various fruits and vegetables such as apples, grapes, persimmons, strawberries, cucumbers and onions. Exerts numerous beneficial biological activities, including antibacterial, antifungal, antioxidant, anti-inflammatory, antiangiogenic, antiproliferative, proapoptotic, cell cycle arrest, autophagy inducing, hypolipidemic, neuroprotective and antitumor effects. Modulates multiple signaling pathways such as blocking of the phosphatidylinositol-3-kinase/protein kinase B/mammalian target of rapamycin (PI3K/Akt/mTOR) and p38, mitogen-activated protein kinases (MAPK)-dependent nuclear factor kappa-light-chain-enhancer of activated B cells (NF-?B) signaling, Wnt and adrogen receptor signaling, which playing a central role in various cellular processes contributing to the malignancy. Binds to β-tubulin and disrupts microtubule dynamics. Activator of sirtuin 1 and PPARs, inhibitor of DNA topoisomerase II (topo II), inhibitor of CDK6and GSK-3beta. Recently used as fluorescent molecular probe in sodium dodecyl sulfate (SDS) induced Sol-Gel transition.

SKU: F0336 Category: Phytochemicals

Additional information

Additional information

Synonyms	2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one, 3,3',4',7-Tetrahydroxyflavone, 5-Deoxyquercetin, Natural Brown 1, CI-75620, NSC 407010, NSC 656275, BRN 0292829, Cotinin, 528-48-3 (anhydrous)
Purity	≥98% (HPLC)
Appearance	Yellow powder
CAS-Number	528-48-3
Molecular Formula	C15H10O6
Molecular Weight	286.24
Identity	1H-NMR
Solvents	DMSO (10 mg/ml), DMF (10 mg/ml), ethanol (2 mg/ml)
Smiles	OC1=CC=C2C(OC(C3=CC(O)=C(O)C=C3)=C(O)C2=O)=C1
InChi Key	XHEFDIBZLJXQHF-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) M. Gabor & E. Eperjessy, Nature 212, 1273 (1966), (2) A.J. Olaharski, et al., Mutat. Res. 582, 79 (2005), (3) B. Sung, et al., Mol. Pharmacol. 71, 1703 (2007), (4) N. Khan, et al., Carcinogenesis 29, 1049 (2008), (5) B.G. Szczepankiewicz & P.Y. Ng, Curr. Top. Med. Chem. 8, 1533 (2008) (Review), (6) Y. Suh, et al., Carcinogenesis 30, 300 (2009), (7) Y. Suh, et al., Carcinogenesis 31, 1424 (2010), (8) R. Singh, et al., J. Med. Chem. 55, 3614 (2012), (9) V.M. Adhami, et al., Biochem. Pharmacol. 84, 1277 (2012) (Review), (10) D.N. Syed, et al., Anticancer Agents Med. Chem. 13, 995 (2013) (Review), (11) N. Khan, et al., Antioxid. Redox Signal. 19, 151 (2013) (Review), (12) C.H. Jung, et al., J. Nutr. Biochem. 24, 1547 (2013), (13) G.S. Prasath, et al., Eur. J. Pharmacol. 740, 248 (2014), (14) T. Jin, et al., J. Agric. Food Chem. 62, 10468 (2014), (15) E. Mukhtar, et al., Cancer Lett. 367, 173 (2015), (16) M.P. Reis, et al., J. Appl. Microbiol. 121, 373 (2016), (17) S.F. Nabavi, et al., Curr. Top. Med. Chem. 16, 1910 (2016) (Review), (18) T. Rengarajan & N.S. Yaacob, Eur. J. Pharmacol. 789, 8 (2016) (Review), (19) M. Youns, et al., PLoS One 12, e0169335 (2017), (20) J. Mishra, et al., J. Phys. Chem. B 122, 181 (2018), (21) K D. Kashyap, et al., Life Sci. 194, 75 (2018) (Review), (22) K. Shanmugam, et al., Oxid. Med. Cell Longev. 2018, 9173436 (2018)
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
Quantity	100 mg, 500 mg, Bulk