Isorhamnetin
| Code | Size | Price |
|---|
| CDX-I0174-M005 | 5 mg | £96.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +20°C Long Term: +4°C
Documents
Further Information
Alternate Names/Synonyms:
3'-Methoxy-3,4',5,7-tetrahydroxyflavone; 3'-Methylquercetin; Isorhamnetol; Quercetin 3'-methyl ether; BRN 0044723
Appearance:
Beige to light yellow powder.
CAS:
480-19-3
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS08
Handling Advice:
Protect from light and moisture.
Hazards:
H351
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
InChiKey:
IZQSVPBOUDKVDZ-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 480-19-3. Formula: C16H12O7. MW: 316.26. 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-kappaB 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 PPARgamma antagonist and inhibits adipogenesis, with beneficial effect on the prevention and treatment of obesity.
MDL:
MFCD00017310
Molecular Formula:
C16H12O7
Molecular Weight:
316.26
Package Type:
Vial
Precautions:
P281
Product 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-kappaB 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 PPARgamma antagonist and inhibits adipogenesis, with beneficial effect on the prevention and treatment of obesity.
Purity:
>98% (HPLC)
Signal Word:
Warning
SMILES:
O=C1C2=C(O)C=C(O)C=C2OC(C3=CC=C(O)C(OC)=C3)=C1O
Solubility Chemicals:
Soluble in DMSO (20mg/ml) or DMF (10mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.
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)