| Size | Price | Stock | Qty |
|---|---|---|---|
| 5g |
|
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| Other Sizes |
| Targets |
Estrogen Receptor [5]
|
|---|---|
| ln Vitro |
(E)-2-Decenic acid is separated alongside the fatty acid 10-hydroxy-trans-2-decenoic acid, which is exclusive to royal jelly. It has been shown that 10-hydroxy-trans-2-decenoic acid and (E)-2-decenoic acid exhibit estrogenic action, as the fatty acids prevent 17β-estradiol from binding to the estrogen receptor-β.
- (E)-2-Decenoic acid exhibits weak estrogenic activity. In human breast cancer MCF-7 cells transfected with an estrogen response element (ERE)-luciferase reporter plasmid, it dose-dependently activated ERE-mediated transcriptional activity. At 10 μM, its relative transcriptional activity was ~35% of that induced by 10 nM 17β-estradiol (positive control), confirming its weak estrogenic potential [5] - (E)-2-Decenoic acid did not show significant interactions with phosphatidylcholine bilayers (distinct from decanoic acid), with no detectable effects on membrane impedance or interfacial tension in the tested concentration range [1][3] (note: data from decanoic acid excluded; only compound-specific observations included) [5] |
| Enzyme Assay |
- Estrogen receptor-mediated transcriptional activity assay: MCF-7 cells were seeded in 24-well plates and transfected with ERE-luciferase reporter plasmid and a renilla luciferase control plasmid. After 24 hours of transfection, the medium was replaced with serum-free medium, and (E)-2-Decenoic acid (1, 10, 100 μM) or 17β-estradiol (10 nM, positive control) was added. Cells were incubated for another 24 hours, then lysed, and luciferase activity was measured using a dual-luciferase assay system. The relative luciferase activity (firefly/renilla) was calculated to evaluate estrogenic activity [5]
|
| Cell Assay |
- MCF-7 cell estrogenic response assay: MCF-7 cells were seeded in 96-well plates and cultured to 70% confluence. The cells were serum-starved for 24 hours to deplete endogenous estrogens, then treated with (E)-2-Decenoic acid (1-100 μM) or 17β-estradiol (10 nM). After 48 hours of incubation, ERE-mediated transcriptional activity was detected via luciferase assay, and cell proliferation was evaluated by MTT assay to confirm estrogen receptor-dependent cellular responses [5]
|
| References |
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| Additional Infomation |
Trans-2-decenoic acid is a 2-decenoic acid with a trans configuration of its double bonds. It is an intermediate metabolite in fatty acid synthesis and plays a role in human metabolism. It is the conjugate acid of (2E)-decenoic acid. 2-decenoic acid has been reported to exist in Streptomyces and Streptococcus mutans, and relevant data are available. Decenoic acid is a monounsaturated medium-chain fatty acid with a 10-carbon backbone. Decenoic acid is relatively rare in nature.
- (E)-2-decenoic acid is a natural unsaturated fatty acid isolated from royal jelly[5] - Its core biological activity is reported to be weak estrogenic activity, which works by binding to estrogen receptors and activating downstream transcriptional pathways[5] - Its structure is different from other related fatty acids mentioned in the literature (e.g., decanoic acid, 10-hydroxy-trans-2-decenoic acid), and no antibacterial, neurogenesis or membrane regulation activities have been found in (E)-2-decenoic acid itself[1][2][3][4][5] - This compound is a research tool for studying natural estrogenic fatty acids and their role in biological systems[5] |
| Molecular Formula |
C10H18O2
|
|---|---|
| Molecular Weight |
170.24872
|
| Exact Mass |
170.13
|
| CAS # |
334-49-6
|
| PubChem CID |
5282724
|
| Appearance |
Colorless to light yellow liquid
|
| Density |
0.9±0.1 g/cm3
|
| Boiling Point |
278.6±9.0 °C at 760 mmHg
|
| Melting Point |
12.00 °C. @ 760.00 mm Hg
|
| Flash Point |
185.0±9.6 °C
|
| Vapour Pressure |
0.0±1.2 mmHg at 25°C
|
| Index of Refraction |
1.462
|
| LogP |
3.99
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
7
|
| Heavy Atom Count |
12
|
| Complexity |
139
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
OC(/C=C/CCCCCCC)=O
|
| InChi Key |
WXBXVVIUZANZAU-CMDGGOBGSA-N
|
| InChi Code |
InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8+
|
| Chemical Name |
(E)-dec-2-enoic acid
|
| 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 : ~100 mg/mL (~587.37 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.68 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 (14.68 mM) (saturation unknown) in 10% DMSO + 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (14.68 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.8737 mL | 29.3686 mL | 58.7372 mL | |
| 5 mM | 1.1747 mL | 5.8737 mL | 11.7474 mL | |
| 10 mM | 0.5874 mL | 2.9369 mL | 5.8737 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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