2. Metabolic Enzyme/Protease Epigenetics
  3. Endogenous Metabolite Histone Demethylase
  4. Eicosapentaenoic Acid

Eicosapentaenoic Acid  (Synonyms: EPA; Timnodonic acid)

Cat. No.: HY-B0660 Pureza: 98.03%
COA
SDS
Instrucciones de manejo Technical Support

Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation.

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No. CAS : 10417-94-4

Tamaño Precio Stock Cantidad
Liquid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
 En stock
Solution
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Liquid
50 mg En stock
100 mg En stock
500 mg En stock
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Revisión del cliente

Based on 30 publication(s) in Google Scholar

Other Forms of Eicosapentaenoic Acid:

Eicosapentaenoic Acid Related Antibodies

Top Publications Citing Use of Products

30 Publications Citing Use of MCE Eicosapentaenoic Acid

In Vivo Efficacy Study
WB
Cell Proliferation/Viability Assay
ELISA

    Eicosapentaenoic Acid purchased from MedChemExpress. Usage Cited in: Science. 2025 Mar 14;387(6739):eadm9805.  [Abstract]

    Immunoblot analysis of HCC1806 cells following 16 hour serum starvation and subsequent stimulation with 10% FBS or 30 μM ω-6 LA or Arachidonic acid (AA), or ω-3 ALA, Eicosapentaenoic acid (EPA) or Docosahexaenoic acid (DHA) for 30 minutes.

    Eicosapentaenoic Acid purchased from MedChemExpress. Usage Cited in: Science. 2025 Mar 14;387(6739):eadm9805.  [Abstract]

    HCC1806 cells were serum starved for 16 hours and subsequently restimulated for 30 minutes with 1μM, 5μM, 10μM, 30μM, 100μM, 200μM, 1000μM of ω-6 LA, ω-6 ARA, ω-3 ALA, ω-3 EPA and ω-3 DHA for 30 minutes. Intracellular concentrations of each PUFA were quantified by ELISA from lysates obtained from 5 x 106 cells.

    Eicosapentaenoic Acid purchased from MedChemExpress. Usage Cited in: Redox Biol. 2025 Feb 3:80:103528.  [Abstract]

    OVCAR8 and A2780 cells were cultured in fatty acid-free media supplemented with 50 μM AA (Arachidonic acid), 50 μM OA (Oleic acid), 50 μM EPA (Eicosapentaenoic acid), 50 μM PA (Palmitic acid), and 50 μM MA (Myristic acid) with the treatment of 10 μM Niraparib for 72 h, and the cell viability was determined.

    Eicosapentaenoic Acid purchased from MedChemExpress. Usage Cited in: Pharmacol Res. 2024 May 17:107214.  [Abstract]

    Eicosapentaenoic acid (EPA; 150 mg/kg; oral). Behavioral tests for the forced swim test.

    Eicosapentaenoic Acid purchased from MedChemExpress. Usage Cited in: Proc Natl Acad Sci U S A. 2021 Oct 26;118(43):e2104689118.  [Abstract]

    Western blot analysis showing the protein levels of HIF-1A, COL1A1, and α-SMA in HSFs treated with 5-20 μM DHA/EPA and under 21% (normoxic) or 5% (hypoxic) oxygen levels.

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    KDM1/LSD1 KDM2 KDM3 KDM4 KDM5 KDM6 KDM7

    • Actividad biológica

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    Descripciòn

    Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation[1][2][3].

    IC50 & Target

    Human Endogenous Metabolite

     

    Cellular Effect
    Cell Line Type Value Description References
    MDA-MB-468 EC50
    >100 μM
    Compound: EPA
    Proapoptotic activity in human MDA-MB-468 cells assessed as activation of caspase-3 by luminometry
    Proapoptotic activity in human MDA-MB-468 cells assessed as activation of caspase-3 by luminometry
    		[PMID: 22822908]
    MDA-MB-468 IC50
    >100 μM
    Compound: EPA
    Antiproliferative activity against human MDA-MB-468 cells after 48 hrs by MTT assay
    Antiproliferative activity against human MDA-MB-468 cells after 48 hrs by MTT assay
    		[PMID: 22822908]
    RBL-2H3 IC50
    >50 μM
    Compound: 6; EPA
    Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2
    Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2
    		[PMID: 31618024]
    In Vitro

    C/EBPβ phosphorylated form is evident in Eicosapentaenoic Acid (EPA; 100 μM; 24 h) treated cells, whereas it was barely detectable in control, and OA or LA treated U937[1].
    Eicosapentaenoic Acid (100 μM; 1, 3, 24 h) causes a significant increase of H-Ras and N-Ras mRNA levels conditioning for 1 and 3 hours. K-Ras mRNA levels were not affected by Eicosapentaenoic Acid[1].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Eicosapentaenoic Acid Related Antibodies
    Ensayo clínico
    Peso molecular

    302.45

    Fòrmula

    C20H30O2
    No. CAS
    Appearance

    Liquid (Density: 0.943 g/cm3)

    Color

    Colorless to light yellow

    SMILES

    CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
    Structure Classification
    Initial Source
    Envío

    Room temperature in continental US; may vary elsewhere.
    Almacenamiento
    Pure form -20°C 3 years
    In solvent -80°C 6 months
    -20°C 1 month
    Solvente y solubilidad
    In Vitro: 

    Ethanol : ≥ 200 mg/mL (661.27 mM)

    DMSO : ≥ 175 mg/mL (578.61 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    *"≥" means soluble, but saturation unknown.

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 3.3063 mL 16.5317 mL 33.0633 mL
    5 mM 0.6613 mL 3.3063 mL 6.6127 mL
    View the 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.

    • Calculadora de molaridad

    • Calculadora de dilución

    Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

    Mass
    =
    Concentration
    ×
    Volume
    ×
    Molecular Weight *

    Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

    This equation is commonly abbreviated as: C1V1 = C2V2

    Concentration (start)

    C1

    ×
    Volume (start)

    V1

    =
    Concentration (final)

    C2

    ×
    Volume (final)

    V2

    In Vivo:

    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.

    • Protocol 1

      Add each solvent one by one:  10% EtOH    40% PEG300    5% Tween-80    45% Saline

      Solubility: ≥ 5 mg/mL (16.53 mM); Clear solution

      This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL EtOH stock solution (50.0 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.
    • Protocol 2

      Add each solvent one by one:  10% EtOH    90% (20% SBE-β-CD in Saline)

      Solubility: ≥ 5 mg/mL (16.53 mM); Clear solution

      This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL EtOH stock solution (50.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

      Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.

    For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
    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.

    • Protocol 1

      Add each solvent one by one:  50% PEG300    50% Saline

      Solubility: 10 mg/mL (33.06 mM); Suspended solution; Need ultrasonic

    • Protocol 2

      Add each solvent one by one:  15% Cremophor EL    85% Saline

      Solubility: 10 mg/mL (33.06 mM); Suspended solution; Need ultrasonic

    In Vivo Dissolution Calculator
    Please enter the basic information of animal experiments:

    Dosage

    mg/kg

    Animal weight
    (per animal)

    g

    Dosing volume
    (per animal)

    μL

    Number of animals

    Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
    Please enter your animal formula composition:
    %
    DMSO +
    % 
    +
    %
    Tween-80 +
    %
    Saline
    Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
    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).
    Calculation results:
    Working solution concentration: mg/mL
    Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
    Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
     If the continuous dosing period exceeds half a month, please choose this protocol carefully.
    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.
    Pureza y Documentación

    Purity: 98.03%

    SDS (477 KB)

    COA (237 KB) HNMR (254 KB) RP-HPLC (262 KB) LCMS (97 KB)

    Instrucciones de manejo (2659 KB)
    Referencias

    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 / Ethanol 1 mM 3.3063 mL 16.5317 mL 33.0633 mL 82.6583 mL
    5 mM 0.6613 mL 3.3063 mL 6.6127 mL 16.5317 mL
    10 mM 0.3306 mL 1.6532 mL 3.3063 mL 8.2658 mL
    15 mM 0.2204 mL 1.1021 mL 2.2042 mL 5.5106 mL
    20 mM 0.1653 mL 0.8266 mL 1.6532 mL 4.1329 mL
    25 mM 0.1323 mL 0.6613 mL 1.3225 mL 3.3063 mL
    30 mM 0.1102 mL 0.5511 mL 1.1021 mL 2.7553 mL
    40 mM 0.0827 mL 0.4133 mL 0.8266 mL 2.0665 mL
    50 mM 0.0661 mL 0.3306 mL 0.6613 mL 1.6532 mL
    60 mM 0.0551 mL 0.2755 mL 0.5511 mL 1.3776 mL
    80 mM 0.0413 mL 0.2066 mL 0.4133 mL 1.0332 mL
    100 mM 0.0331 mL 0.1653 mL 0.3306 mL 0.8266 mL
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    Eicosapentaenoic Acid Related Classifications

    Help & FAQs
    • Do most proteins show cross-species activity?

      Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

    Keywords:

    Eicosapentaenoic Acid10417-94-4EPA Timnodonic acidEndogenous MetaboliteHistone Demethylaselong-chain polyunsaturated fatty acidω-3 LC-PUFADNA demethylatingCCAATC/EBPδRASERKC/EBPβH-Ras intron 1 CpG islandInhibitorinhibitorinhibit

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