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Eicosapentaenoic Acid

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Catalog No. T5368Cas No. 10417-94-4

Eicosapentaenoic Acid is an ω-3 fatty acid and an inhibitor of fatty acid synthase (FASN). Eicosapentaenoic Acid promotes DNA demethylation in the reexpression of the tumor suppressor gene CCAAT/ enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates the RAS/ERK/C/EBPβ pathway in U937 leukemia cells through demethylation of the CpG island of H-RAS intron 1. Eicosapentaenoic Acid promotes the relaxation of vascular smooth muscle cells and vasodilation.

Eicosapentaenoic Acid

Eicosapentaenoic Acid

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Purity: 99.83%
Catalog No. T5368Cas No. 10417-94-4
Eicosapentaenoic Acid is an ω-3 fatty acid and an inhibitor of fatty acid synthase (FASN). Eicosapentaenoic Acid promotes DNA demethylation in the reexpression of the tumor suppressor gene CCAAT/ enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates the RAS/ERK/C/EBPβ pathway in U937 leukemia cells through demethylation of the CpG island of H-RAS intron 1. Eicosapentaenoic Acid promotes the relaxation of vascular smooth muscle cells and vasodilation.
Pack SizePriceUSA WarehouseGlobal WarehouseQuantity
25 mg$36-In Stock
50 mg$48-In Stock
100 mg$68In StockIn Stock
500 mg$159-In Stock
1 mL x 10 mM (in DMSO)$50-In Stock
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In Stock Estimated shipping dateUSA Warehouse[1-2 days] Global Warehouse[5-7 days]
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Purity:99.83%
Appearance:Liquid
Color:Transparent to Yellow
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Product Introduction

Eicosapentaenoic Acid AI Summary
Eicosapentaenoic Acid demonstrates a diverse range of bioactivities. It exhibits antiviral activity against HCV by inhibiting RNA replication in OR6 cells with an EC50 of 36200 nM and shows low antiviral activity against SARS-CoV-2 in HRCE cells. It inhibits prostaglandin biosynthesis via COX enzymes with IC50 values of 7100 nM (sheep COX2) and 13000 nM (bovine COX1), and mPGES1 with an IC50 value of 300 nM. Additionally, it inhibits aromatase in human placental microsomes and SKBR3 cells. In human tissue factor/human factor 7a, its IC50 is 78000 nM. It poorly inhibits pig pancreatic trypsin (IC50 > 200000 nM) and exhibits weak inhibitory activity against several other enzymes and receptors, including PPAR receptors with the highest affinity for PPARalpha (IC50 of 1100 nM). It demonstrates moderate binding affinity to the RXRalpha LBD (Ki value of 7632 nM) and shows antagonist activity at the human OXE receptor (IC50 of 2000 nM). It also shows cytotoxicity in mouse RAW264.7 cells (LD50 > 10 μM) and antiproliferative and proapoptotic activities in human MDA-MB-468 cells (IC50 and EC50 > 100000 nM). The compound has a LogP value of 2.48 and a weak binding affinity in multiple receptor assays..
Note: Summary generated by AI. Data source: ChEMBL
Bioactivity
Description
Eicosapentaenoic Acid is an ω-3 fatty acid and an inhibitor of fatty acid synthase (FASN). Eicosapentaenoic Acid promotes DNA demethylation in the reexpression of the tumor suppressor gene CCAAT/ enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates the RAS/ERK/C/EBPβ pathway in U937 leukemia cells through demethylation of the CpG island of H-RAS intron 1. Eicosapentaenoic Acid promotes the relaxation of vascular smooth muscle cells and vasodilation.
Targets&IC50
RBL-2H3 cells:> 50 μM, MDA-MB-468 cells:> 100 μM, MDA-MB-468 cells:> 100 μM (EC50)
In vitro
METHODS: HepG2 cells were treated with Eicosapentaenoic Acid (0, 0.1, 0.2, 0.3, 0.4, 0.5 mM) for 12 hours, and the inhibitory effect on cell growth was detected by the MTT assay.
RESULTS: Eicosapentaenoic Acid inhibited the growth of HepG2 cells (IC50=50 µM). [1]
METHODS: N2a cells were treated with Eicosapentaenoic Acid (1.5 µM-200 µM). The fluorescence intensity of fluorescin was measured by 485 nm excitation and 528 nm emission using a microplate reader to quantify the number of viable cells.
RESULTS: Eicosapentaenoic Acid at 25 µM was considered to have no significant effect on cell viability and was used in subsequent cell protection experiments, indicating that its toxicity to cells was relatively low at this concentration. [2]
In vivo
METHODS: To study the protective effect of Eicosapentaenoic Acid on the cardiovascular system, a diet rich in Eicosapentaenoic Acid was fed to spontaneously hypertensive rats (SHRs) for 20 weeks.
RESULTS: Rats in the Eicosapentaenoic Acid diet group showed a reduction in interstitial cardiac fibrosis and an improvement in left ventricular diastolic function, despite persistently elevated blood pressure. The Eicosapentaenoic Acid diet increased the mRNA expression of M2-type macrophage marker Mrc1 and anti-inflammatory cytokine interleukin-10 (IL-10) in cardiac tissue. It indicates that the anti-fibrotic effect of EPA is partially achieved by promoting the polarization of macrophages to the anti-inflammatory M2 type and increasing IL-10. [3]
METHODS: To study the antiviral efficacy of Eicosapentaenoic Acid, Eicosapentaenoic Acid (10, 50, and 100 mg/kg) was orally administered to C57 mice for 2 consecutive days.
RESULTS: There was no significant difference in the serum ALT and urine CRE levels of mice in the Eicosapentaenoic Acid administration group compared with the control group, indicating that EPA had no hepatotoxicity or nephrotoxicity to mice at the given dose. HE staining also showed that EPA did not cause tissue damage in the liver and kidney tissues of mice. [4]
Chemical Properties
Molecular Weight302.45
FormulaC20H30O2
Cas No.10417-94-4
SmilesCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
Relative Density.0.943g/mLat 25°C(lit.)
Storage & Solubility Information
Storagestore at low temperature | Pure form: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
Solubility Information
DMSO: 100 mg/mL (330.63 mM), Sonication is recommended.
Ethanol: 50 mg/mL (165.32 mM), Sonication is recommended.
Solution Preparation Table
Ethanol/DMSO
1mg5mg10mg50mg
1 mM3.3063 mL16.5317 mL33.0633 mL165.3166 mL
5 mM0.6613 mL3.3063 mL6.6127 mL33.0633 mL
10 mM0.3306 mL1.6532 mL3.3063 mL16.5317 mL
20 mM0.1653 mL0.8266 mL1.6532 mL8.2658 mL
50 mM0.0661 mL0.3306 mL0.6613 mL3.3063 mL
100 mM0.0331 mL0.1653 mL0.3306 mL1.6532 mL

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Please enter your animal experiment information in the following box and click Calculate to obtain the stock solution preparation method and in vivo formula preparation method:
TargetMol | Animal experiments For example, if the intended dosage is 10 mg/kg for animals weighing 20 g , with a dosing volume of 100 μL per animal, TargetMol | Animal experiments and a total of 10 animals are to be administered, using a formulation of TargetMol | reagent 10% DMSO+ 40% PEG300+ 5% Tween 80+ 45% Saline/PBS/ddH2O , the resulting working solution concentration would be 2 mg/mL.
Stock Solution Preparation:

Dissolve 2 mg of the compound in 100 μL DMSOTargetMol | reagent to obtain a stock solution at a concentration of 20 mg/mL . If the required concentration exceeds the compound's known solubility, please contact us for technical support before proceeding.

Preparation of the In Vivo Formulation:

1) Add 100 μL of the DMSOTargetMol | reagent stock solution to 400 μL PEG300TargetMol | reagent and mix thoroughly until the solution becomes clear.

2) Add 50 μL Tween 80 and mix well until fully clarified.

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