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Docosahexaenoic Acid ethyl ester (Synonyms: Cervonic Acid ethyl ester, DHA ethyl ester)

Catalog No.GC45438 Copy One-Click Copy Product Info

Docosahexaenoic Acid ethyl ester is an ethyl ester derivative of an Omega-3 polyunsaturated fatty acid.

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Docosahexaenoic Acid ethyl ester Chemical Structure

Cas No.: 81926-94-5

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100mg
$50.00
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250mg
$99.00
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Sample solution is provided at 25 µL, 10mM.



Description of Docosahexaenoic Acid ethyl ester

Docosahexaenoic Acid ethyl ester is an ethyl ester derivative of an Omega-3 polyunsaturated fatty acid. Docosahexaenoic acid ethyl ester enhances 6-hydroxydopamine-induced neuronal damage by inducing lipid peroxidation in the mouse striatum. Docosahexaenoic acid ethyl ester can be used in research related to neurodegenerative diseases[1-4].

In vitro, Docosahexaenoic Acid ethyl ester (10, 30, 50μg/ml) was incubated with human squamous cell carcinoma HSC-4 cells for 15 hours. Docosahexaenoic Acid ethyl ester significantly inhibited the proliferation of HSC-4 cells[5]. Docosahexaenoic Acid ethyl ester (400μg/ml) was used to treat 95D non-small cell lung cancer cells for 24 hours. Docosahexaenoic Acid ethyl ester slightly reduced cell viability and significantly decreased the expression of NF-κB protein[6].

In vivo, Docosahexaenoic Acid ethyl ester (200mg/kg; once daily) was orally administered to male Mongolian gerbils for 10 consecutive weeks, followed by 10 minutes of bilateral common carotid artery occlusion. Docosahexaenoic Acid ethyl ester significantly inhibited the increase in hydroxyl radical production and the elevation of the lipid peroxidation product malondialdehyde caused by cerebral ischemia-reperfusion, prevented the decrease in reduced glutathione levels and the activities of glutathione peroxidase and catalase, and attenuated hyperlocomotion and neuronal loss in the hippocampal CA1 region[7]. Docosahexaenoic Acid ethyl ester (200mg/kg; once daily) was orally administered to Mongolian gerbils for 10 consecutive weeks, followed by 10 minutes of bilateral common carotid artery occlusion. Docosahexaenoic Acid ethyl ester significantly reduced the production of eicosanoids after cerebral ischemia-reperfusion, prevented the impairment of regional cerebral blood flow, and alleviated cerebral edema[8].

References:
[1] Dahms I, Beilstein P, Bonnette K, et al. Safety of docosahexaenoic acid (DHA) administered as DHA ethyl ester in a 9-month toxicity study in dogs. Food Chem Toxicol. 2016 Jun;92:50-7.
[2] Hirunpanich V, Sugiyama E, Sato H. Ethyl docosahexaenoate decreased Neoral absorption due to particle size enlargement. Int J Pharm. 2008 Sep 1;361(1-2):251-2.
[3] Li J, Lin S, Liu X, et al. Preparation of High-Purity Docosahexaenoic Acid Ethyl Ester from Algal Oil through Enzymatic Ethanolysis. J Oleo Sci. 2024;73(8):1045-1055.
[4] Dahms I, Bailey-Hall E, Salem N Jr. Kinetics of docosahexaenoic acid ethyl ester accumulation in dog plasma and brain. Prostaglandins Leukot Essent Fatty Acids. 2016 Oct;113:1-8.
[5] Liu W, Nishio H, Mio T, et al. Docosahexaenoic acid ethyl ester and its ultraviolet degradation products showed DNA-breaking activity in vitro and cytotoxic effects on the HSC-4 cell line. Kobe J Med Sci. 1995 Dec;41(6):235-45.
[6] Yue H, Tian Y, Zhao Z, et al. Comparative Study of Docosahexaenoic Acid with Different Molecular Forms for Promoting Apoptosis of the 95D Non-Small-Cell Lung Cancer Cells in a PPARγ-Dependent Manner. Mar Drugs. 2022 Sep 23;20(10):599.
[7] Cao DH, Xu JF, Xue RH, et al. Protective effect of chronic ethyl docosahexaenoate administration on brain injury in ischemic gerbils. Pharmacol Biochem Behav. 2004 Dec;79(4):651-9.
[8] Cao D, Zhou C, Sun L, et al. Chronic administration of ethyl docosahexaenoate reduces gerbil brain eicosanoid productions following ischemia and reperfusion. J Nutr Biochem. 2006 Apr;17(4):234-41.

Protocol of Docosahexaenoic Acid ethyl ester

Cell experiment [1]:

Cell lines

95D non-small-cell lung cancer cells

Preparation Method

95D cells were cultured in RPMI 1640 medium containing 10% fetal bovine serum and 0.1% penicillin-streptomycin at 37°C with 5% CO₂. 95D cells were treated with Docosahexaenoic Acid ethyl ester at 400μg/ml for 24 hours.

Reaction Conditions

400μg/ml; 24h

Applications

Docosahexaenoic Acid ethyl ester had a significant effect on the cell viability of 95D cells. Docosahexaenoic Acid ethyl ester had no significant effect on cell apoptosis, but significantly decreased NF-κB protein expression.

Animal experiment [2]:

Animal models

Male Mongolian gerbils (21-day-old weanling)

Preparation Method

Gerbils were orally pretreated with Docosahexaenoic Acid ethyl ester emulsified in 5% gum Arabic solution, once a day, for 10 weeks, and then subjected to transient forebrain ischemia by bilateral common carotid occlusion for 10 minutes followed by reperfusion.

Dosage form

200mg/kg; oral; once a day for 10 weeks

Applications

Docosahexaenoic Acid ethyl ester pretreatment significantly decreased the brain lipid arachidonic acid content, prevented postischemic impaired regional cerebral blood flow, reduced the levels of brain prostaglandin PGF2α, 6-keto-PGF1α, thromboxane B2, leukotriene LTB4 and LTC4 at 30 and 60 minutes of reperfusion, and attenuated cerebral edema after 48 hours of reperfusion.

References:
[1] Yue H, Tian Y, Zhao Z, et al. Comparative Study of Docosahexaenoic Acid with Different Molecular Forms for Promoting Apoptosis of the 95D Non-Small-Cell Lung Cancer Cells in a PPARγ-Dependent Manner. Mar Drugs. 2022 Sep 23;20(10):599.
[2] Cao D, Zhou C, Sun L, et al. Chronic administration of ethyl docosahexaenoate reduces gerbil brain eicosanoid productions following ischemia and reperfusion. J Nutr Biochem. 2006 Apr;17(4):234-41.

Chemical Properties of Docosahexaenoic Acid ethyl ester

Cas No. 81926-94-5 SDF
Synonyms Cervonic Acid ethyl ester, DHA ethyl ester
Canonical SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(OCC)=O
Formula C24H36O2 M.Wt 356.5
Solubility DMF: 100 mg/ml,DMSO: 100 mg/ml,Ethanol: 500 mg/ml,PBS (pH 7.2): 0.15 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Docosahexaenoic Acid ethyl ester

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.805 mL 14.0252 mL 28.0505 mL
5 mM 561 μL 2.805 mL 5.6101 mL
10 mM 280.5 μL 1.4025 mL 2.805 mL
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In vivo Formulation Calculator (Clear solution) of Docosahexaenoic Acid ethyl ester

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

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