Cat. No.: HY-B0660

Eicosapentaenoic Acid

(Synonyms: EPA; Timnodonic acid)

30 Cited Publications

Customer Review

Based on 30 publication(s) in Google Scholar

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.

For research use only. We do not sell to patients.

Purity: 98.07%
CAS No.: 10417-94-4
Formula: C₂₀H₃₀O₂
Molecular Weight:302.45

Storage:

-80°C, protect from light, stored under nitrogen

Eicosapentaenoic Acid Chemical Structure

CAS No.: 10417-94-4

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- Clinical Trial
Chemical Information
Publications (30)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Bioz

Biological Activity

Description

IC₅₀ & Target

Human Endogenous Metabolite

All Endogenous Metabolite Isoforms :

All Histone Demethylase Isoforms :

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.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS No. 10417-94-4
Appearance Liquid (Density: 0.943 g/cm³ )
Molecular Weight 302.45
Formula C₂₀H₃₀O₂
Color Colorless to light yellow
SMILES

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
Synonyms

EPA; Timnodonic acid
Structure Classification
- Ketones, Aldehydes, Acids
Initial Source
- Endogenous metabolite
- Human Gut Microbiota Metabolites
- Marine natural products
Shipping

Shipping with dry ice.
Storage

-80°C, protect from light, stored under nitrogen

Publications (30)

All In Vivo Efficacy StudyWBCell Proliferation/Viability AssayELISA

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Journal Impact Factor

Science

Direct sensing of dietary ω-6 linoleic acid through FABP5-mTORC1 signaling. [Abstract]

2025 Mar 14;387(6739):eadm9805. PMID: 40080571

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.
Redox Biol

Niraparib restricts intraperitoneal metastases of ovarian cancer by eliciting CD36-dependent ferroptosis. [Abstract]

2025 Feb 3:80:103528. PMID: 39922130

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.
Gut Microbes

FABP4 in Paneth cells regulates antimicrobial protein expression to reprogram gut microbiota. [Abstract]

2022 Jan-Dec;14(1):2139978. PMID: 36519446
Pharmacol Res

Oral microbiota dysbiosis alters chronic restraint stress-induced depression-like behaviors by modulating host metabolism. [Abstract]

2024 May 17:107214. PMID: 38763328

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.
Proc Natl Acad Sci U S A

Dietary ω-3 polyunsaturated fatty acids are protective for myopia. [Abstract]

2021 Oct 26;118(43):e2104689118. PMID: 34675076

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.
Cell Commun Signal

NETs activate the GAS6-AXL-NLRP3 axis in macrophages to drive morphine tolerance. [Abstract]

2025 Apr 11;23(1):181. PMID: 40217343
Acta Pharmacol Sin

Ginsenoside (20)S-APPT induces ferroptosis in hepatocellular carcinoma and cholangiocarcinoma by targeting FSP1. [Abstract]

2025 Jun 23. PMID: 40550962
Phytomedicine

Alpha-linolenic acid improves nasal mucosa epithelial barrier function in allergic rhinitis by arresting CD4+ T cell differentiation via IL-4Rα-JAK2-STAT3 pathway. [Abstract]

2023 Jul 25:116:154825. PMID: 37178572
Cancer Immunol Res

NET-Triggered NLRP3 Activation and IL18 Release Drive Oxaliplatin-Induced Peripheral Neuropathy. [Abstract]

2022 Dec 2;10(12):1542-1558. PMID: 36255412
Haematologica

Mobilization efficiency is critically regulated by fat via marrow PPARδ. [Abstract]

2021 Jun 1;106(6):1671-1683. PMID: 33538151
Clin Nutr

Eicosapentaenoic acid supplementation modulates the osteoblast/osteoclast balance in inflammatory environments and protects against estrogen deficiency-induced bone loss in mice. [Abstract]

2023 Sep;42(9):1715-1727. PMID: 37542949
J Anal Test

2024 Dec.
EMBO Rep

Eicosapentaenoic acid induces macrophage Mox polarization to prevent diabetic cardiomyopathy. [Abstract]

2024 Dec;25(12):5507-5536. PMID: 39482491
Food Funct

GPR120 internalization: a key mechanism for EPA in antidepressant action. [Abstract]

2025 Mar 24. PMID: 40125583
Food Funct

Eicosapentaenoic acid activates the P62/KEAP1/NRF2 pathway for the prevention of diabetes-associated cognitive dysfunction. [Abstract]

2024 May 20;15(10):5251-5271. PMID: 38680120
Int J Mol Sci

The Effects of Early-Life Stress on Liver Transcriptomics and the Protective Role of EPA in a Mouse Model of Early-Life-Stress-Induced Adolescent Depression. [Abstract]

2023 Aug 23;24(17):13131. PMID: 37685937
Int J Mol Sci

Oral Administration of Omega-3 Fatty Acids Attenuates Lung Injury Caused by PM2.5 Respiratory Inhalation Simply and Feasibly In Vivo. [Abstract]

2022 May 10;23(10):5323. PMID: 35628131
Eur J Pharmacol

Gut microbiota-derived eicosapentaenoic acid alleviates kidney fibrosis in diabetic nephropathy following acute kidney injury. [Abstract]

2026 Mar 28:1019:178741. PMID: 41819520
Int Immunopharmacol

Eicosapentaenoic acid attenuates hyperoxia-induced lung injury via p38 MAPK/NF-κB-mediated regulation of glycolytic reprogramming. [Abstract]

2026 Jan 1;168(Pt 2):115903. PMID: 41270643
Pestic Biochem Physiol

Copper exposure elicits pyroptosis and inflammation in bursa of Fabricius and omega-3 reverses this phenomenon by inhibiting NF-κB-NLRP3-GSDMD axis: In vivo, in vitro, and in silico investigations. [Abstract]

2025 Aug:212:106460. PMID: 40500068
Fish Shellfish Immunol

Transcriptome analysis and the effects of polyunsaturated fatty acids on the immune responses of the critically endangered angtze sturgeon (Acipenser dabryanus). [Abstract]

2019 Nov;94:199-210. PMID: 31499199
ACS Pharmacol Transl Sci

Ultrasensitive Profiling of Arachidonic Acid Metabolites Based on 5‑(Diisopropylamino)amylamine Derivatization-Ultraperformance Liquid Chromatography-Tandem Mass Spectrometry. [Abstract]

2025 Oct 4;8(11):4095-4106. PMID: 41262585
Clin Exp Med

Corin: a dual inhibitor for KDM1A/HDAC1, suppresses hepatocellular carcinoma by triggering cuproptosis. [Abstract]

2025 Nov 25;26(1):33. PMID: 41286164
Int J Parasitol Drugs Drug Resist

Lower micromolar activity of the antifungal imidazoles on the bacterial-type bifunctional aldehyde/alcohol dehydrogenase (AdhE) in Cryptosporidium parvum and in vitro efficacy against the zoonotic parasite. [Abstract]

2024 Jun 6:25:100551. PMID: 38875756
J Dent Sci

Periodontal inflammation potentially inhibits hepatic cytochrome P450 expression and disrupts the omega-3 epoxidation pathway in a murine model. [Abstract]

2025 Jan;20(1):444-451. PMID: 39873042
Res Sq

2026 Jan 15.
Res Sq

Dietary Polyunsaturated Fatty Acids Regulate Dendritic Cell Function via Nrf2-dependent Control of Ferroptosis. [Abstract]

2025 Nov 19:rs.3.rs-7983397. PMID: 41333438
bioRxiv

2025 Jun 16.
Res Sq

2024 Aug 16.
Research Square Print

2023 Mar 10.

Solvent & Solubility

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.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.3063 mL

16.5317 mL

33.0633 mL

5 mM

0.6613 mL

3.3063 mL

6.6127 mL

10 mM

0.3306 mL

1.6532 mL

3.3063 mL

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 (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months.

Molarity Calculator

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

Mass

Concentration

Volume

Molecular Weight

Dilution Calculator

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

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

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.

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.

Protocol 3

Add each solvent one by one: 10% EtOH 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (8.27 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL EtOH stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

Protocol 4

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

Solubility: 2.08 mg/mL (6.88 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.08 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

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.

Protocol 5

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

Solubility: 2.08 mg/mL (6.88 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.08 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 6

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.08 mg/mL (6.88 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL Corn oil, and mix evenly.

Working Solution

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.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
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

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (268 KB)
SDS (476 KB)
- English - EN (476 KB)
- Français - FR (476 KB)
- Deutsch - DE (476 KB)
- Norwegian - NO (476 KB)
- Español - ES (476 KB)
- Swedish - SV (476 KB)
- Italian - IT (476 KB)
- Portuguese - PT (476 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Martins, J.G., EPA but not DHA appears to be responsible for the efficacy of omega-3 long chain polyunsaturated fatty acid supplementation in depression: evidence from a meta-analysis of randomized controlled trials. J Am Coll Nutr, 2009. 28(5): p. 525-42. [Content Brief]

[2]. Miaozhen Pan, et al. Dietary ω-3 polyunsaturated fatty acids are protective for myopia. Proc Natl Acad Sci U S A. 2021 Oct 26;118(43):e2104689118. [Content Brief]

[3]. Shun-he Wang, et al. Endogenous omega-3 long-chain fatty acid biosynthesis from alpha-linolenic acid is affected by substrate levels, gene expression, and product inhibition. RSC Adv., 2017, 7, 40946-40951.

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months.

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

Keywords

Eicosapentaenoic Acid

30 Cited Publications

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Eicosapentaenoic Acid

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Publications Citing Use of MedChemExpress (MCE) Eicosapentaenoic Acid

All Endogenous Metabolite Isoforms

All Histone Demethylase Isoforms

Biological Activity

Chemical Information

Publications (30)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Eicosapentaenoic Acid Related Classifications

Cat. No.: HY-B0660