855-96-9
Chemical Structure
Eupatorin
- No. CAS: 855-96-9
- Formula:C18H16O7
- Molecular Weight:344.32
IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one
InChIKey: KLAOKWJLUQKWIF-UHFFFAOYSA-N
SMILES: O=C1C=C(C2=CC=C(OC)C(O)=C2)OC3=CC(OC)=C(OC)C(O)=C13
Biological Activity: Eupatorin is an orally active flavonoid with antiproliferative and vasodilatory properties. Eupatorin downregulates the expression levels of NF-κB, MMP9, IL-1β and TNF-α. Eupatorin induces apoptosis, G2/M phase cell cycle arrest, and reactive oxygen species (ROS) production. Eupatorin modulates the activities of muscarinic receptors and β-adrenergic receptors; inhibits sarcoplasmic reticulum calcium release and calcium channels; and activates the NO/sGC/cGMP pathway, indomethacin-sensitive pathway, and potassium channel pathway. Eupatorin exerts cytotoxic effects on cancer cell lines, and is metabolized by CYP1A1 and CYP1 family enzymes to form metabolites with antiproliferative activity. Eupatorin can be used in research related to breast cancer, hypertension, and leukemia[1][2][3][4].
| Referencia número | Nombre del producto | Pureza | Descripciòn | Pricing | |||||||||||||||||||
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Eupatorin | 99.53% | Eupatorin is an orally active flavonoid with antiproliferative and vasodilatory properties. Eupatorin downregulates the expression levels of NF-κB, MMP9, IL-1β and TNF-α. Eupatorin induces apoptosis, G2/M phase cell cycle arrest, and reactive oxygen species (ROS) production. Eupatorin modulates the activities of muscarinic receptors and β-adrenergic receptors; inhibits sarcoplasmic reticulum calcium release and calcium channels; and activates the NO/sGC/cGMP pathway, indomethacin-sensitive pathway, and potassium channel pathway. Eupatorin exerts cytotoxic effects on cancer cell lines, and is metabolized by CYP1A1 and CYP1 family enzymes to form metabolites with antiproliferative activity. Eupatorin can be used in research related to breast cancer, hypertension, and leukemia. | ||||||||||||||||||||
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Eupatorin (Standard) | ≥98% | Eupatorin (Standard) is the analytical standard of Eupatorin. This product is intended for research and analytical applications. Eupatorin, a naturally occurring flavone, arrests cells at the G2-M phase of the cell cycle and induces apoptotic cell death involving activation of multiple caspases, mitochondrial release of cytochrome c and poly(ADP-ribose) polymerase cleavage. | ||||||||||||||||||||
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Cirsiliol | 99.19% | Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. | ||||||||||||||||||||
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Cirsilineol (Standard) | ≥98% | Cirsilineol (Standard) is the analytical standard of Cirsilineol. This product is intended for research and analytical applications. Cirsilineol, a natural flavone compound, selectively inhibits IFN-γ/STAT1/T-bet signaling in intestinal CD4+ T cells. Cirsilineol has potent immunosuppressive and anti-tumor properties. Cirsilineol significantly ameliorates trinitro-benzene sulfonic acid (TNBS)-induced T-cell-mediated experimental colitis in mice. | ||||||||||||||||||||
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Eupatilin (Standard) | 99.11% | Eupatilin (Standard) is the analytical standard of Eupatilin. This product is intended for research and analytical applications. Eupatilin, a lipophilic flavonoid isolated from Artemisia argyi Lévl. et Van., is a PPARα agonist, and possesses anti-apoptotic, anti-oxidative and anti-inflammatory activities. | ||||||||||||||||||||
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Salvigenin (Standard) | ≥98% | Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis. | ||||||||||||||||||||
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Nuchensin | Nuchensin is a natural product. | |||||||||||||||||||||
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3',5-Dihydroxy-4',5',6,7-tetramethoxyflavone | 3',5-Dihydroxy-4',5',6,7-tetramethoxyflavone (compound 7) is a flavonoid compound that can be used in research on natural product chemistry and the screening of potential activities of flavonoid compounds. 3',5-Dihydroxy-4',5',6,7-tetramethoxyflavone can be extracted from the dried leaves of Murraya paniculata (a plant of the Murraya genus in the Rutaceae family). | |||||||||||||||||||||
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5,4'-Dihydroxy-6,7,3',5'-tetramethoxyflavone | 99.58% | 5,4'-Dihydroxy-6,7,3',5'-tetramethoxyflavone (Compound 3) is a flavonoid compound that can be isolated from the leaves of *Lantana montevidensis*. 5,4'-Dihydroxy-6,7,3',5'-tetramethoxyflavone possesses potential antioxidant, anti-inflammatory and anti-tumor activities, and can be used in the research of inflammation and cancer. | ||||||||||||||||||||
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Demethoxycentaureidin | Demethoxycentaureidin (NSC 689466) is a natural product that can be isolated from Peucephyllum schottii. | |||||||||||||||||||||
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5-Desmethylsinensetin | 99.06% | 5-desmethylsinensetin, isolated from Artemisia princeps , possesses antiprotozoal activity. 5-desmethylsinensetin shows IC50 values of 0.4 μg/mL on T. cruzi epimastigotes and 75.1 μg/mL on trypomastigotes, respectively. | ||||||||||||||||||||
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Eupatorin-5-methyl ether | Eupatorin-5-methyl ether (TMF) can be isolated from Orthosiphon stamineus. Eupatorin-5-methyl ether is a kind of flavonoid compound. Eupatorin-5-methyl ether inhibits NO production (IC |
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References
- [1]. Abd Razak N, et al. Eupatorin Suppressed Tumor Progression and Enhanced Immunity in a 4T1 Murine Breast Cancer Model. Integr Cancer Ther. 2020 Jan-Dec;19:1534735420935625. [Content Brief]
- [2]. Mun Fei Yam, et al. Mechanism of vasorelaxation induced by eupatorin in the rats aortic ring. European Journal of Pharmacology. Volume 789, 15 October 2016, Pages 27-36.
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[3]. Androutsopoulos V, et al. Antiproliferative and cytostatic effects of the natural product eupatorin on MDA-MB-468 human breast cancer cells due to CYP1-mediated metabolism. Breast Cancer Res. 2008;10(3):R39.
- [4]. Estévez S, et al. Eupatorin-induced cell death in human leukemia cells is dependent on caspases and activates the mitogen-activated protein kinase pathway. PLoS One. 2014;9(11):e112536. Published 2014 Nov 12. [Content Brief]