Eupatorin
Based on 2 publication(s) in Google Scholar
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.
For research use only. We do not sell to patients.
- Purity: 99.53%
- CAS No.: 855-96-9
- Formula: C18H16O7
- Molecular Weight:344.32
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Publications Citing Use of MedChemExpress (MCE) Eupatorin
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HeLa | IC50 |
8.1 μM
Compound: Eupatorin
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Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
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[PMID: 31784199] |
| HT-1080 | ED50 |
8.8 μg/mL
Compound: c
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Antiproliferative activity against human HT1080 cells after 4 days by MTT assay
Antiproliferative activity against human HT1080 cells after 4 days by MTT assay
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[PMID: 11374950] |
| KB | ED50 |
>50 μg/mL
Compound: 6
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Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
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[PMID: 521819] |
| MCF7 | IC50 |
10.3 μM
Compound: Eupatorin
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Cytotoxicity against human MCF7 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
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[PMID: 31784199] |
| MCF7 | IC50 |
7 μM
Compound: 1
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Antiproliferative activity in human MCF7 cells after 96 hrs by MTT assay
Antiproliferative activity in human MCF7 cells after 96 hrs by MTT assay
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[PMID: 19601638] |
Eupatorin (0.16-20 μg/mL; 24-72 h) inhibits proliferation of mouse breast cancer 4T1 cells in a time-dependent manner, with IC50 values of >20 μg/mL at 24 h, 6.00 μg/mL at 48 h, and 5.00 μg/mL at 72 h[1].
Eupatorin (0.001-100 μM; 96 h) potently inhibits proliferation of MDA-MB-468 cells with an IC50 of 0.5 μM, while being far less active in MCF-10A cells with an IC50 of 50 μM; its antiproliferative effect in MDA-MB-468 cells is reversed by CYP1 inhibition[3].
Eupatorin (10 μM; 48 h) induces G2/M phase arrest in MDA-MB-468 cells, an effect reversed by CYP1 inhibition, while it does not affect the cell cycle of MCF-10A cells[3].
Eupatorin (0.1-100 μM; 72 h) potently inhibits viability in HL-60, U937, and Molt-3 human leukemia cell lines with an IC50 of ~5 μM after 72 h of treatment[4].
Eupatorin (3-30 μM; 6-24 h) induces apoptosis in HL-60, U937, and Molt-3 human leukemia cell lines via G2-M cell cycle arrest, nuclear fragmentation, DNA laddering, and phosphatidylserine externalization, with 3 μM eupatorin for 24 h driving significant increases in sub-diploid apoptotic cells[4].
Eupatorin (1-10 μM; 6-24 h) induces dose- and time-dependent activation of initiator (caspase-8, -9) and executioner (caspase-3/7, -6, -4) caspases, as well as PARP cleavage, in HL-60, U937, and Molt-3 human leukemia cell lines, with eupatorin-induced apoptosis dependent on caspase activation[4].
Eupatorin (1-3 μM; 24 h) activates the intrinsic mitochondrial apoptotic pathway in HL-60, U937, and Molt-3 human leukemia cell lines via release of cytochrome c, AIF, and Smac/DIABLO, modulation of Bcl-2 family proteins, and Bax translocation/cleavage[4].
Eupatorin (3-10 μM; 1-24 h) activates the ERK1/2 and JNK/SAPK MAPK pathways in HL-60 human leukemia cells within 1-2 h, with JNK/SAPK activation essential for eupatorin-induced apoptosis[4].
Eupatorin (1-10 μM; 6-24 h) induces ROS generation (peroxides and superoxide) in HL-60 and Molt-3 human leukemia cells, with ROS generation essential for eupatorin-induced apoptosis in Molt-3 cells[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:mouse breast cancer 4T1 cells
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Concentration:0.16-20 μg/mL (24 h); 0.16-20 μg/mL (48 h); 0.16-20 μg/mL (72 h)
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Incubation Time:24 h; 48 h; 72 h
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Result:Caused time- and concentration-dependent inhibition of 4T1 cell proliferation.
Yielded an IC50 value greater than 20 μg/mL at 24 h.
Yielded an IC50 value of 6.00 μg/mL at 48 h.
Yielded an IC50 value of 5.00 μg/mL at 72 h.
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Cell Line:MDA-MB-468, MCF-10A
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Concentration:0.001-100 μM; 10 μM (co-incubated with acacetin)
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Incubation Time:96 h
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Result:Showed a dose-dependent inhibitory effect on MDA-MB-468 cell growth with an IC50 of 0.5 μM.
Reached an IC50 of 50 μM in MCF-10A cells.
Increased the IC50 to 15 μM in MDA-MB-468 cells when co-incubated with acacetin, reversing the antiproliferative effect.
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Cell Line:MDA-MB-468, MCF-10A
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Concentration:10 μM; 10 μM (co-incubated with 1.5 μM acacetin)
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Incubation Time:30 h, 48 h; 48 h (co-incubated with acacetin)
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Result:Caused G2/M phase arrest in MDA-MB-468 cells, with ~70% of cells accumulating in G2/M phase after 48 hours, accompanied by a minor increase in sub-G1 apoptotic cells.
Reduced the percentage of MDA-MB-468 cells in G2/M phase from 70% to 40% when co-treated with acacetin, reversing the G2/M arrest.
Showed no cell cycle arrest in MCF-10A cells, though a small fraction of cells (5% at 30 h, 6% at 48 h) showed sub-G1 apoptosis.
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Cell Line:HL-60, U937, Molt-3 human leukemia cell lines
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Concentration:0.1, 1, 10, 100 μM
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Incubation Time:72 h
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Result:Caused concentration-dependent inhibition of cell viability, with an IC50 of ~5 μM across the three cell lines.
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Cell Line:HL-60, U937, Molt-3 human leukemia cell lines
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Concentration:3 μM; 10 μM; 30 μM
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Incubation Time:6, 12, 24 h (3 μM); 24 h (10 μM, 30 μM)
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Result:Induced nuclear condensation and fragmented chromatin characteristic of apoptosis after 24 h at 3 μM.
Induced DNA fragmentation in HL-60 and Molt-3 cells after 24 h at 10 and 30 μM.
Caused G2-M phase accumulation starting at 6 h, with the arrest most pronounced in U937 cells, sustained until 12 h in HL-60 and U937, and not sustained in Molt-3 at 3 μM; the percentage of sub-G1 (apoptotic) cells increased after 12 h in all three cell lines.
Induced phosphatidylserine translocation (early apoptosis) in HL-60 and U937 cells after 24 h at 3 μM, with sub-diploid cell percentages increasing ~20-fold in U937, ~2-fold in HL-60, and ~3-fold in Molt-3 compared to controls.
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Cell Line:HL-60, U937, Molt-3 human leukemia cell lines
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Concentration:1 μM (Molt-3 cells); 3 μM (HL-60, U937 cells)
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Incubation Time:24 h
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Result:Induced a significant increase in cytosolic cytochrome c levels, and also induced cytosolic release of AIF and Smac/DIABLO.
Decreased Bcl-2 expression in HL-60 and Molt-3 cells, and induced Bcl-2 cleavage in U937 cells.
Induced redistribution of Bax from the cytosolic to mitochondrial compartment, and generated an 18 kDa Bax cleavage fragment in HL-60 cells.
Decreased Bid protein levels in HL-60 and Molt-3 cells, indicating cleavage/activation.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:BALB/c (female, 4-5 weeks old, 20-22 g, orthotopic injection of 1×105 4T1 mouse mammary carcinoma cells)[1]
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Dosage:5 mg/kg; 20 mg/kg
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Administration:p.o.; daily; 28 days
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Result:Increased apoptotic tumor cells 5-fold relative to untreated controls at 5 mg/kg.
Achieved NK1.1+CD3- cell population of 2.97 %, NK1.1+CD3+ cell population of 2.70%, CD3+CD8+ cell population of 6.70 %, and CD3+CD4+ cell population of 11.76% at 5 mg/kg.
Chemical Information
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CAS No. 855-96-9
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Appearance Solid
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Molecular Weight 344.32
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Formula C18H16O7
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Color Light yellow to yellow
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SMILES
O=C1C=C(C2=CC=C(OC)C(O)=C2)OC3=CC(OC)=C(OC)C(O)=C13
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Publications (2)
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Journal Impact Factor
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Most Recent
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Food Chem
Effects of sun drying combined with baking processes on the flavor quality of Chongqing Tuocha raw tea. [Abstract]2025 Dec 30:497:146992. PMID: 41285060 -
Food Chem
Flavonoid-mediated metabolic underpinning quality variation in red bud-sport pear mutants. [Abstract]2025 May 31:489:144992. PMID: 40466530
Solvent & Solubility
DMSO : 250 mg/mL (726.07 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.08 mg/mL (6.04 mM); Clear solution
This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (288 KB)
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SDS (480 KB)
- English - EN (480 KB)
- Français - FR (480 KB)
- Deutsch - DE (480 KB)
- Norwegian - NO (480 KB)
- Español - ES (480 KB)
- Swedish - SV (480 KB)
- Italian - IT (480 KB)
- Korean - KR (480 KB)
- Portuguese - PT (480 KB)
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Handling Instructions (2659 KB)
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]
[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]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.9043 mL | 14.5214 mL | 29.0428 mL | 72.6069 mL |
| 5 mM | 0.5809 mL | 2.9043 mL | 5.8086 mL | 14.5214 mL | |
| 10 mM | 0.2904 mL | 1.4521 mL | 2.9043 mL | 7.2607 mL | |
| 15 mM | 0.1936 mL | 0.9681 mL | 1.9362 mL | 4.8405 mL | |
| 20 mM | 0.1452 mL | 0.7261 mL | 1.4521 mL | 3.6303 mL | |
| 25 mM | 0.1162 mL | 0.5809 mL | 1.1617 mL | 2.9043 mL | |
| 30 mM | 0.0968 mL | 0.4840 mL | 0.9681 mL | 2.4202 mL | |
| 40 mM | 0.0726 mL | 0.3630 mL | 0.7261 mL | 1.8152 mL | |
| 50 mM | 0.0581 mL | 0.2904 mL | 0.5809 mL | 1.4521 mL | |
| 60 mM | 0.0484 mL | 0.2420 mL | 0.4840 mL | 1.2101 mL | |
| 80 mM | 0.0363 mL | 0.1815 mL | 0.3630 mL | 0.9076 mL | |
| 100 mM | 0.0290 mL | 0.1452 mL | 0.2904 mL | 0.7261 mL |