| Size | Price | Stock | Qty |
|---|---|---|---|
| 50mg |
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| 100mg |
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| Other Sizes |
| Targets |
Ethyl arachidonate itself has no direct biological target. It is a prodrug or a storage form of arachidonic acid. Once it enters a cell, it is likely hydrolyzed by cellular esterases to release free arachidonic acid. Free arachidonic acid then becomes a substrate for enzymes like cyclooxygenase (COX), lipoxygenase (LOX), and cytochrome P450, leading to the production of potent signaling molecules (eicosanoids) involved in inflammation, pain, and fever.
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| ln Vitro |
In vitro, Ethyl arachidonate is not directly active in cell-free assays. Its activity is measured indirectly after its conversion to arachidonic acid. In cell culture, it is used to supplement the media of cells that require a source of arachidonic acid for eicosanoid production. For example, it can be added to cells to increase the production of prostaglandin E2 (PGE2) or leukotriene B4 (LTB4). It is more efficiently delivered to cells than free arachidonic acid because of its lower polarity.
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| ln Vivo |
In vivo, Ethyl arachidonate is used as a nutritional supplement to alter the fatty acid profile of cell membranes and to provide a source of arachidonic acid for eicosanoid synthesis. It can be included in the diet of research animals (e.g., rodents) to study the effects of dietary fatty acids on inflammation, brain development, and cardiovascular function. It is not administered as an acute drug to produce a specific pharmacodynamic effect.
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| Enzyme Assay |
The compound is not used in receptor binding assays. Its purity and concentration can be measured by gas chromatography (GC) or HPLC. For quality control, a stock solution is prepared in hexane or methanol. A small aliquot is injected into a GC system equipped with a flame ionization detector (FID) and a polar capillary column. The retention time of the peak is compared to an authentic standard to confirm identity, and peak areas are used to quantify concentration.
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| Cell Assay |
For in vitro studies, Ethyl arachidonate is typically dissolved in ethanol or DMSO to prepare a concentrated stock (e.g., 10-100 mM). This stock is then diluted into cell culture media (e.g., DMEM with 1% fatty acid-free BSA) to a final concentration of 1-50 uM. Cells (e.g., RAW 264.7 macrophages) are treated for 4-24 hours. The supernatant is collected, and the levels of eicosanoids (e.g., PGE2) are measured by ELISA or LC-MS to assess the functional release of arachidonic acid.
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| Animal Protocol |
In vivo, Ethyl arachidonate can be administered orally to animals as a component of the diet or by gavage in a corn oil vehicle. A typical dose in a rat study might be 100-500 mg/kg/day for several weeks. At the end of the study, blood or tissue samples are collected. The lipid fraction is extracted and analyzed by GC-MS to determine the incorporation of arachidonic acid into membrane phospholipids. Inflammatory markers can also be measured. No acute pharmacological studies are standard.
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| ADME/Pharmacokinetics |
As a dietary fatty acid ester, Ethyl arachidonate is absorbed in the small intestine. It is hydrolyzed by pancreatic lipases, and the resulting arachidonic acid is incorporated into chylomicrons and transported via the lymphatic system. It is then distributed to tissues and incorporated into cell membranes. Its half-life in the body is on the order of days, as it is turned over in membrane lipids. For research, it is stored at -20degC under an inert atmosphere to prevent oxidation.
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| Toxicity/Toxicokinetics |
Ethyl arachidonate is generally considered safe as a dietary fatty acid ester. However, high doses may have pro-inflammatory effects due to the production of eicosanoids. Long-term effects are linked to those of arachidonic acid itself. As a research chemical, standard safety precautions should be followed. It may be a skin, eye, and respiratory tract irritant. Avoid inhalation and skin contact. The compound is for research use only.
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| References | |
| Additional Infomation |
Ethyl arachidonic acid is a long-chain fatty acid ethyl ester formed by the condensation of the carboxyl group of arachidonic acid and the hydroxyl group of ethanol. It is a metabolite of both exogenous substances in the human body and human serum. Its function is related to arachidonic acid.
Ethyl arachidonate is the ethyl ester of arachidonic acid, a polyunsaturated fatty acid. It is used as a research standard and as a source of exogenous arachidonic acid in cell culture. The compound has no approved therapeutic or clinical use and is strictly for laboratory research. |
| Molecular Formula |
C22H36O2
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|---|---|
| Molecular Weight |
332.52
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| Exact Mass |
332.271
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| CAS # |
1808-26-0
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| PubChem CID |
5367369
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| Appearance |
Liquid
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| Density |
0.9±0.1 g/cm3
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| Boiling Point |
418.1±34.0 °C at 760 mmHg
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| Flash Point |
100.7±24.0 °C
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| Vapour Pressure |
0.0±1.0 mmHg at 25°C
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| Index of Refraction |
1.485
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| LogP |
8
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
16
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| Heavy Atom Count |
24
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| Complexity |
389
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
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| InChi Key |
SNXPWYFWAZVIAU-GKFVBPDJSA-N
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| InChi Code |
InChI=1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-
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| Chemical Name |
ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : 100 mg/mL (300.73 mM; with sonication)
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|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.0073 mL | 15.0367 mL | 30.0734 mL | |
| 5 mM | 0.6015 mL | 3.0073 mL | 6.0147 mL | |
| 10 mM | 0.3007 mL | 1.5037 mL | 3.0073 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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