Available from stock

Isorhamnetin

SKU: I0174

Category: Phytochemicals

Synonyms: 3'-Methoxy-3,4',5,7-tetrahydroxyflavone , 3'-Methylquercetin , Isorhamnetol , Quercetin 3?-methyl ether , BRN 0044723; 480-19-3
CAS-Number: C₁₆H₁₂O₇
Molecular Formula: 316.26
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Beige to light yellow powder
Identity: 1H-NMR

Properties

Solvents: DMSO (20 mg/ml), DMF (10 mg/ml)
Melting Point: 200° C
Boiling Point: ~599.43° C at 760 mmHg (Predicted)
Refractive Index: 1.74 (Predicted)
Density: 1.63 g/cm3

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H351
Precautionary statements: P281
GHS Symbol: GHS08
Signal word: Warning
Transportation: Not dangerous goods

Description: Isorhamnetin is a natural flavonol aglycone that is the 3-methyl metabolite of quercetin. It shows diverse biological activities, including antioxidant, cardioprotective, anti-inflammatory, neuroprotective, antiobesity, antiviral, antituberculosis and anticancer properties. Isorhamnetin exerts anticancer activity, through induction of apoptosis and inhibition of cell proliferation and invasion. It suppresses colon cancer cell growth through the PI3K?Akt?mTOR pathway. It inhibits the NF-&kappa,B signaling pathway. Isorhamnetin selectively inhibited NLRP3 and AIM2 inflammasome activation and down-regulated expression of pro-inflammatory cytokines. It has powerful antioxidant action through its ability to scavenge free radicals and inhibits xanthine oxidase. Isorhamnetin is a PPARγ, antagonist and inhibits adipogenesis, with beneficial effect on the prevention and treatment of obesity.
Smiles: O=C1C2=C(O)C=C(O)C=C2OC(C3=CC=C(O)C(OC)=C3)=C1O
InChi Key: IZQSVPBOUDKVDZ-UHFFFAOYSA-N
References: (1) A. Nagao, et al. Biosci. Biotechnol. Biochem. 63, 1787 (1999) , (2) B.S. Teng, et al., Pharmacol. Res. 54, 186 (2006) , (3) G. Ma, et al., Chem. Biol. Interact. 167, 153 (2007) , (4) M. Sanchez, et al., J. Nutr. 137, 910 (2007) , (5) L. Pengfei, et al., Plant Foods Hum. Nutr. 64, 141 (2009) , (6) S. Jaramillo, et al., J. Agric. Food Chem. 58, 10869 (2010) , (7) L. Ramachandran, et al., J. Biol. Chem. 287, 38028 (2012) , (8) J.H. Yang, et al., Food Chem. Toxicol. 59, 362 (2013) , (9) C. Li, et al., Mol. Med. Rep. 9, 935 (2014) , (10) S. Chirumbolo, Inflammation 37, 1200 (2014) , (11) A. Abdal Dayem, et al., PLoS One 10, e0121610 (2015) , (12) H.N. Jnawali, et al., J. Nat. Prod. 79, 961 (2016) , (13) Y. Zhang, et al., Sci. Rep. 6, 19288 (2016) , (14) H. Ahn & G.S. Lee, Phytomedicine 24, 77 (2017) , (15) J. Wei, et al., Exp. Ther. Med. 15, 3917 (2018)
InChi: InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3

Isorhamnetin is a natural flavonol aglycone that is the 3-methyl metabolite of quercetin. It shows diverse biological activities, including antioxidant, cardioprotective, anti-inflammatory, neuroprotective, antiobesity, antiviral, antituberculosis and anticancer properties. Isorhamnetin exerts anticancer activity, through induction of apoptosis and inhibition of cell proliferation and invasion. It suppresses colon cancer cell growth through the PI3K?Akt?mTOR pathway. It inhibits the NF-&kappa,B signaling pathway. Isorhamnetin selectively inhibited NLRP3 and AIM2 inflammasome activation and down-regulated expression of pro-inflammatory cytokines. It has powerful antioxidant action through its ability to scavenge free radicals and inhibits xanthine oxidase. Isorhamnetin is a PPARγ, antagonist and inhibits adipogenesis, with beneficial effect on the prevention and treatment of obesity.

SKU: I0174 Category: Phytochemicals

Additional information

Additional information

Synonyms	3'-Methoxy-3,4',5,7-tetrahydroxyflavone, 3'-Methylquercetin, Isorhamnetol, Quercetin 3?-methyl ether, BRN 0044723
Purity	≥98% (HPLC)
Appearance	Beige to light yellow powder
CAS-Number	480-19-3
Molecular Formula	C16H12O7
Molecular Weight	316.26
Identity	1H-NMR
Solvents	DMSO (20 mg/ml), DMF (10 mg/ml)
Melting Point	200° C
Boiling Point	~599.43° C at 760 mmHg (Predicted)
Refractive Index	1.74 (Predicted)
Density	1.63 g/cm3
Smiles	O=C1C2=C(O)C=C(O)C=C2OC(C3=CC=C(O)C(OC)=C3)=C1O
InChi Key	IZQSVPBOUDKVDZ-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H351
Precautionary statements	P281
GHS Symbol	GHS08
Signal word	Warning
Transportation	Not dangerous goods
References	(1) A. Nagao, et al. Biosci. Biotechnol. Biochem. 63, 1787 (1999), (2) B.S. Teng, et al., Pharmacol. Res. 54, 186 (2006), (3) G. Ma, et al., Chem. Biol. Interact. 167, 153 (2007), (4) M. Sanchez, et al., J. Nutr. 137, 910 (2007), (5) L. Pengfei, et al., Plant Foods Hum. Nutr. 64, 141 (2009), (6) S. Jaramillo, et al., J. Agric. Food Chem. 58, 10869 (2010), (7) L. Ramachandran, et al., J. Biol. Chem. 287, 38028 (2012), (8) J.H. Yang, et al., Food Chem. Toxicol. 59, 362 (2013), (9) C. Li, et al., Mol. Med. Rep. 9, 935 (2014), (10) S. Chirumbolo, Inflammation 37, 1200 (2014), (11) A. Abdal Dayem, et al., PLoS One 10, e0121610 (2015), (12) H.N. Jnawali, et al., J. Nat. Prod. 79, 961 (2016), (13) Y. Zhang, et al., Sci. Rep. 6, 19288 (2016), (14) H. Ahn & G.S. Lee, Phytomedicine 24, 77 (2017), (15) J. Wei, et al., Exp. Ther. Med. 15, 3917 (2018)
InChi	InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
Quantity	5 mg, Bulk