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Isorhamnetin

SIGMA/17794 - ≥95.0% (HPLC)

Synonym: 3′-Methoxy-3,4′,5,7-tetrahydroxyflavone; 3′-Methylquercetin; 3,4′,5,7-Tetrahydroxy 3′-methoxyflavone; Isorhamnetol; Quercetin 3′-methyl ether

CAS Number: 480-19-3
Empirical Formula (Hill Notation): C16H12O7
Molecular Weight: 316.26
EC Number: 207-545-5
MDL Number: MFCD00017310
Linear Formula: C16H12O7
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-17794-5MG 5 mg
$186.00
1/EA
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application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥95.0% (HPLC)
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
InChI key IZQSVPBOUDKVDZ-UHFFFAOYSA-N
Quality Level 100 
SMILES string COc1cc(ccc1O)C2=C(O)C(=O)c3c(O)cc(O)cc3O2
Application: Isorhamnetin (IRN) has been used:
• as a neuroprotective agent to test its effect on scopolamine-induced cortico-hippocampal learning and memory deficiency in mice
• as a reference standard in quadrupole time-of-flight mass spectrometry (QTOF MS) to analyze and quantify the phenolic compounds present in honey extract
• as a reference standard to determine the phenolic profile of Artemisia species using Reversed-phase high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry (RP-HPLC-DAD-ESI-TQ-MS/MS)

Biochem/physiol Actions: Isorhamnetin exerts antioxidant, anti-inflammatory, anti-cancer, anti-bacterial, and anti-viral effects. It has shown to be a potential neuroprotective agent by inhibiting neurodegeneration in the hippocampus under Diabetes mellitus (DM) conditions. Isorhamnetin at low levels may serve as an anti-diabetic agent by promoting glucose uptake in skeletal muscle cells and maintaining glucose homeostasis in hyperglycemic conditions. It regulates cell signaling pathways such as Nuclear factor kappa B (NF-κB), phosphatidylinositol 3-kinase (PI3K)/protein kinase B (AKT), mitogen-activated protein kinase (MAPK) etc. Isorhamnetin elicits protective and therapeutic effects on atherosclerosis and cardiovascular diseases.
Biochem/physiol Actions: Isorhamnetin inhibits adipogenesis by interfering with differentiation of adipose stem cells, by a mechanism involving stabilization of β-catenin and up-regulating the Wnt signaling pathway.
General description: Isorhamnetin is an O-methylated flavonol found in fruits, plants, and medicinal herbs. It is a metabolite of quercetin.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Hazard Codes Xn
Risk Statements 40
Safety Statements 36/37
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95.0% (HPLC)
UNSPSC 12352205

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