| Size | Price | |
|---|---|---|
| 500mg | ||
| 1g | ||
| Other Sizes |
| Targets |
Leukotriene B4 receptor (LTB4R)[2]
11(Z),14(Z)-Eicosadienoic acid acts as a competitive antagonist of the leukotriene B₄ (LTB₄) receptor with an IC₅₀ of 15 μM.[2] |
|---|---|
| ln Vitro |
11(Z),14(Z)-Eicosadienoic acid (10–100 μM) inhibits LTB₄-induced chemotaxis in human neutrophils by 60–85%, demonstrating functional blockade of LTB₄ receptor signaling.[2]
It reduces LTB₄ binding to neutrophil membranes by 50% at 30 μM, confirming direct receptor antagonism.[2] |
| Enzyme Assay |
11(Z),14(Z)-Eicosadienoic acid (10–100 μM) inhibits LTB₄-induced chemotaxis in human neutrophils by 60–85%, demonstrating functional blockade of LTB₄ receptor signaling.[2]
It reduces LTB₄ binding to neutrophil membranes by 50% at 30 μM, confirming direct receptor antagonism.[2] |
| Cell Assay |
Neutrophil Chemotaxis: Human neutrophils were pre-treated with 11(Z),14(Z)-Eicosadienoic acid (10–100 μM) for 10 min, then placed in Boyden chambers. LTB₄ (10 nM)-directed migration was quantified after 45 min at 37°C.[2]
|
| References | |
| Additional Infomation |
(11Z,14Z)-eicosadienoic acid is an eicosadienoic acid with double bonds at positions 11 and 14 (both in Z configuration). It is a metabolite, the conjugate acid of (11Z,14Z)-eicosadienoic acid ester, derived from the hydride of eicosanoic acid. Eicosadienoic acid has been reported in Salvia hispanica, Arbacia punctulata, and other organisms with relevant data. Eicosadienoic acid is a polyunsaturated long-chain fatty acid with a 20-carbon backbone and two double bonds. At least five different isomers can be used under this name. 11(Z),14(Z)-eicosadienoic acid is a naturally occurring Δ5,9 fatty acid, initially isolated from the sponge Plakortis halichondroides and identified by GC-MS and NMR analysis of its methyl ester. [1]
As an essential fatty acid derivative, it competitively inhibits the binding of LTB₄ to its receptor on neutrophils, suggesting that it may exert its anti-inflammatory effect by interfering with neutrophil recruitment. [2] |
| Molecular Formula |
C20H36O2
|
|---|---|
| Molecular Weight |
308.50
|
| Exact Mass |
308.271
|
| CAS # |
5598-38-9
|
| Related CAS # |
2091-39-6
|
| PubChem CID |
6439848
|
| Appearance |
Colorless to light yellow liquid
|
| Density |
0.9±0.1 g/cm3
|
| Boiling Point |
462.1±0.0 °C at 760 mmHg
|
| Flash Point |
326.3±15.2 °C
|
| Vapour Pressure |
0.0±2.4 mmHg at 25°C
|
| Index of Refraction |
1.478
|
| LogP |
8.24
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
16
|
| Heavy Atom Count |
22
|
| Complexity |
292
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
CCCCC/C=C\C/C=C\CCCCCCCCCC(=O)O
|
| InChi Key |
XSXIVVZCUAHUJO-HZJYTTRNSA-N
|
| InChi Code |
InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9-
|
| Chemical Name |
(11Z,14Z)-icosa-11,14-dienoic acid
|
| Synonyms |
5598-38-9; (11Z,14Z)-Icosa-11,14-dienoic acid; cis-11,14-Eicosadienoic acid; Eicosadienoic acid; HOMO-GAMMA-LINOLEICACID; Icosadienoic acid; 11,14-Icosadienoic acid; FA 20:2;
|
| 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 (In Vitro) |
DMSO: ~125 mg/mL (~405.2 mM; with ultrasonication)
Ethanol: ≥ 100 mg/mL (~324.2 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.10 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween-80 + 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 ethanol stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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 (8.10 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in 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 ethanol stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (8.10 mM) (saturation unknown) in 10% EtOH + 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 EtOH stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.2415 mL | 16.2075 mL | 32.4149 mL | |
| 5 mM | 0.6483 mL | 3.2415 mL | 6.4830 mL | |
| 10 mM | 0.3241 mL | 1.6207 mL | 3.2415 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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