17794
Isorhamnetin
≥95.0% (HPLC)
Synonyme(s) :
3′-Methoxy-3,4′,5,7-tetrahydroxyflavone, 3′-Methylquercetin, 3,4′,5,7-Tetrahydroxy 3′-methoxyflavone, Isorhamnetol, Quercetin 3′-methyl ether
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About This Item
Formule empirique (notation de Hill):
C16H12O7
Numéro CAS:
Poids moléculaire :
316.26
Beilstein:
44723
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352205
ID de substance PubChem :
Nomenclature NACRES :
NA.47
Produits recommandés
Niveau de qualité
Essai
≥95.0% (HPLC)
Application(s)
metabolomics
vitamins, nutraceuticals, and natural products
Chaîne SMILES
COc1cc(ccc1O)C2=C(O)C(=O)c3c(O)cc(O)cc3O2
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
Clé InChI
IZQSVPBOUDKVDZ-UHFFFAOYSA-N
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Description générale
Isorhamnetin is an O-methylated flavonol found in fruits, plants, and medicinal herbs. It is a metabolite of quercetin.
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)
Actions biochimiques/physiologiques
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.
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.
Conditionnement
Bottomless glass bottle. Contents are inside inserted fused cone.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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Les clients ont également consulté
Lutz Franke et al.
Journal of medicinal chemistry, 50(11), 2640-2646 (2007-04-28)
A natural product collection and natural-product-derived combinatorial libraries were virtually screened for potential inhibitors of human 5-lipoxygenase (5-LO) activity. We followed a sequential ligand-based approach in two steps. First, similarity searching with a topological pharmacophore descriptor (CATS 2D method) was
Nida Jamali-Raeufy et al.
Journal of chemical neuroanatomy, 102, 101709-101709 (2019-11-08)
Isorhamnetin, a derivative of quercetin, exerts antioxidant and anti-inflammatory effects in different diseases, and we examined its protective effects against diabetes-related changes in the brain. A single dose of a freshly prepared solution of streptozotocin (STZ) (60 mg/kg body weight) was
Gang Gong et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 128, 110301-110301 (2020-06-06)
Isorhamnetin is one of the most important active ingredients in the fruits of Hippophae rhamnoides L. and the leaves of Ginkgo biloba L., which possesses extensive pharmacological activities. At present, there have been numerous investigations on isorhamnetin, which has the
Juraj Majtan et al.
Archives of dermatological research, 305(7), 619-627 (2013-07-03)
Matrix metalloproteinase-9 (MMP-9) appears to be a major protease responsible for the degradation of matrix and growth-promoting agents in chronic wounds. Honey has been successfully used for treating non-healing wounds associated with infections. However, the mechanisms of its action at
Quercetin and its metabolite isorhamnetin promote glucose uptake through different signalling pathways in myotubes
Jiang H, et al.,
Scientific Reports, 1-15 (2019)
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