491-50-9
Chemical Structure
Quercimeritrin
Synonym(s): Quercetin-7-O-β-D-glucopyranoside
- CAS No.: 491-50-9
- Formula:C21H20O12
- Molecular Weight:464.38
IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
InChIKey: BBFYUPYFXSSMNV-HMGRVEAOSA-N
SMILES: OC1=CC=C(C(OC2=C3C(O)=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C2)=C(O)C3=O)C=C1O
Biological Activity: Quercimeritrin (Quercetin-7-O-β-D-glucopyranoside) is an orally active α-glucosidase inhibitor (with an IC50 of 79.88 μM against the Saccharomyces cerevisiae enzyme) and a P-gp substrate, with anti-angiogenic and antioxidant activities. Quercimeritrin does not cross the blood-brain barrier and does not inhibit cytochrome P450 enzymes. Quercimeritrin precisely binds to and inhibits the active sites of c-Kit, MMP-2, Aurora-A kinases and α-glucosidase, thereby disrupting target functions. Quercimeritrin effectively regulates postprandial blood glucose and also exhibits significant anti-angiogenic activity, which inhibits endothelial cell proliferation and microvascular growth. Quercimeritrin can be used in the research of diabetes and breast cancer[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Quercimeritrin | 99.48% | Quercimeritrin (Quercetin-7-O-β-D-glucopyranoside) is an orally active α-glucosidase inhibitor (with an IC50 of 79.88 μM against the Saccharomyces cerevisiae enzyme) and a P-gp substrate, with anti-angiogenic and antioxidant activities. Quercimeritrin does not cross the blood-brain barrier and does not inhibit cytochrome P450 enzymes. Quercimeritrin precisely binds to and inhibits the active sites of c-Kit, MMP-2, Aurora-A kinases and α-glucosidase, thereby disrupting target functions. Quercimeritrin effectively regulates postprandial blood glucose and also exhibits significant anti-angiogenic activity, which inhibits endothelial cell proliferation and microvascular growth. Quercimeritrin can be used in the research of diabetes and breast cancer. | ||||||||||||||||||||
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Quercimeritrin (Standard) | ≥98% | Quercimeritrin (Standard) is the analytical standard of Quercimeritrin. This product is intended for research and analytical applications. Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity. | ||||||||||||||||||||
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Kaempferol-7-O-β-D-glucopyranoside | 99.79% | Kaempferol-7-O-β-D-glucopyranoside is a flavonoid glycoside. Kaempferol-7-O-β-D-glucopyranoside exists in the root bark of Cudrania tricuspidata. Kaempferol-7-O-β-D-glucopyranoside inhibits Cu2+-induced lipid peroxidation of low-density lipoprotein. Kaempferol-7-O-β-D-glucopyranoside possesses antioxidant activity and scavenges DPPH free radicals. | ||||||||||||||||||||
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Transilin | Transilin is a sesquiterpene lactone. Transilin can be isolated from the whole plant of Lepisorus contortus (Christ) Ching. | |||||||||||||||||||||
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Quercetin-3'-O-glucoside | 98.48% | Quercetin-3'-O-glucoside is an orally active flavonoid glycoside. Quercetin-3'-O-glucoside reduces liver glucose-6-phosphatase activity, alters serum insulin and glucose levels, and regulates the activities of antioxidant enzymes in the liver and kidney. Quercetin-3'-O-glucoside inhibits DNA topoisomerase II, induces S-phase cell cycle arrest and caspase-3-mediated apoptosis in hepatocellular carcinoma cells. Quercetin-3'-O-glucoside selectively inhibits EGFR-mediated signaling pathways targeting AKT, ERK1/2, FAK and MEK1/2. Quercetin-3'-O-glucoside inhibits growth factor-induced migration and invasion in pancreatic cancer cells. Quercetin-3'-O-glucoside exerts free radical scavenging effects. Quercetin-3'-O-glucoside is applicable to research related to pancreatic cancer, diabetes, hepatocellular carcinoma and malignant tumors. | ||||||||||||||||||||
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Quercetin 5-O-β-D-glucopyranoside | 98% | Quercetin 5-O-β-D-glucopyranoside is a glycosylated flavonoid metabolite and flavonoid compound. Quercetin 5-O-β-D-glucopyranoside can be produced by microbial transformation of Quercetin (HY-18085) via Mucor hiemalis. Quercetin 5-O-β-D-glucopyranoside can be used in studies related to benign prostatic hyperplasia. | ||||||||||||||||||||
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Vincetoxicoside B | 99.70% | Vincetoxicoside B shows antifungal activity. | ||||||||||||||||||||
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Brassicin | 99.15% | Brassicin, a natural Flavonoid, possesses radical scavenging activity. | ||||||||||||||||||||
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Spiraeoside (Standard) | ≥98% | Spiraeoside (Standard) is the analytical standard of Spiraeoside. This product is intended for research and analytical applications. Spiraeoside, an orally active natural compound, exerts antioxidant activity, inhibits reactive oxygen species (ROS) and malondialdehyde production. Spiraeoside possesses antiallergic, anti-inflammatory and antitumor activities. | ||||||||||||||||||||
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Quercetin 4′-O-D-galactoside | Quercetin 4′-O-D-galactoside (Quercetin 4′-O-β-galactopyranoside) is a natural product. | |||||||||||||||||||||
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Kaempferol-7-O-β-D-galactopyranoside | Kaempferol-7-O-β-D-galactopyranoside is a flavonoid glycoside found in the aerial parts of Gynostemma pentaphyllum with no significant antiproliferative activity against cancer cells. | |||||||||||||||||||||
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Quercetin 7-glucuronide (Standard) | ≥98% | Quercetin 7-glucuronide (Standard) is the analytical standard of Quercetin 7-glucuronide (HY-W778608). This product is intended for research and analytical applications. Quercetin 7-glucuronide (Quercetin 7-O-β-glucuronide), a metabolite of Quercetin (HY-18085), can be isolated from Madagascarian Uncarina species. Quercetin 7-glucuronide can inhibit LDL oxidation. | ||||||||||||||||||||
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References
- [1]. Yırtıcı Ü, et al. Centaurea mersinensis phytochemical composition and multi-dimensional bioactivity properties supported by molecular modeling[J]. Journal of Biomolecular Structure and Dynamics, 2024, 42(5): 2341-2357.
- [2]. Guo F, et al. Inhibitory Mechanism of Quercimeritrin as a Novel α-Glucosidase Selective Inhibitor. Foods. 2023;12(18):3415. Published 2023 Sep 13. [Content Brief]
- [3]. Matsubara K, et al. Anti-angiogenic activity of quercetin and its derivatives[J]. Letters in Drug Design & Discovery, 2004, 1(4): 329-333.