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
| application(s) | metabolomics vitamins, nutraceuticals, and natural products |
| assay | ≥95.0% (HPLC) |
| InChI | 1S/C16H12O7/c1-22-11-4-7( |
| InChI key | IZQSVPBOUDKVDZ-UHFFFAOYSA |
| Quality Level | 100  |
| SMILES string | COc1cc(ccc1O)C2=C(O)C(=O) |
| 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 |