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Docosahexaenoic Acid methyl ester

Cat No.:V31176 Purity: ≥98%
Docosahexaenoic Acid methyl ester is a methylated docosahexaenoic acid analog that can be inserted into membrane phospholipids without being oxidized or hydrolyzed.
Docosahexaenoic Acid methyl ester
Docosahexaenoic Acid methyl ester Chemical Structure CAS No.: 2566-90-7
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Docosahexaenoic Acid methyl ester:

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Top Publications Citing lnvivochem Products
Product Description
Docosahexaenoic Acid methyl ester is a methylated docosahexaenoic acid analog that can be inserted into membrane phospholipids without being oxidized or hydrolyzed.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The incidence of sharp waves (SPW) appears to be reduced relative to baseline after injection of docosahexaenoic acid methyl ester (DHA-Me) [1]. When bovine serum albumin (BSA) was subjected to a mixed functional oxidation system of Fe2+ and ascorbic acid (AsA) in the absence of docosahexaenoic acid methyl ester (DHA), no new protein bands were formed. However, when BSA was treated with DHA for 24 hours, large molecular weight protein bands were found. Incubation of BSA with 1.0 mM DHA resulted in a large rise in protein carbonyl content, while addition of oxygen radical scavengers results in a considerable decrease in protein carbonyl content [2].
References
[1]. Taha AY, et al. Selective reduction of excitatory hippocampal sharp waves by docosahexaenoic acid and its methyl ester analog ex-vivo. Brain Res. 2013 Nov 6;1537:9-17.
[2]. Liu W, et al. Formation of high-molecular-weight protein adducts by methyl docosahexaenoate peroxidation products. Biochim Biophys Acta. 2007 Feb;1774(2):258-66
Additional Infomation
Docosahexaenoic acid methyl ester is a fatty acid methyl ester.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H34O2
Molecular Weight
342.51486
Exact Mass
342.255
CAS #
2566-90-7
Related CAS #
Docosahexaenoic acid-d5 methyl ester;2687960-96-7;Docosahexaenoic acid-13C22 methyl ester
PubChem CID
6421262
Appearance
Colorless to light yellow liquid(Density:0.921 g/cm3)
Density
0.9±0.1 g/cm3
Boiling Point
429.9±24.0 °C at 760 mmHg
Flash Point
103.9±21.2 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.505
LogP
7.24
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
15
Heavy Atom Count
25
Complexity
476
Defined Atom Stereocenter Count
0
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(OC)=O
InChi Key
VCDLWFYODNTQOT-JDPCYWKWSA-N
InChi Code
InChI=1S/C23H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(24)25-2/h4-5,7-8,10-11,13-14,16-17,19-20H,3,6,9,12,15,18,21-22H2,1-2H3/b5-4-,8-7-,11-10-,14-13-,17-16-,20-19-
Chemical Name
methyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate
HS Tariff Code
2934.99.9001
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)
Solubility Data
Solubility (In Vitro)
Ethanol : ~100 mg/mL (~291.96 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.30 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.30 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9196 mL 14.5981 mL 29.1962 mL
5 mM 0.5839 mL 2.9196 mL 5.8392 mL
10 mM 0.2920 mL 1.4598 mL 2.9196 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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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