4-Methoxycinnamic acid ethyl ester
Based on 1 Customer Validation
4-Methoxycinnamic acid ethyl ester (Ethyl p-methoxycinnamate) is an orally active natural compound found. 4-Methoxycinnamic acid ethyl ester exerts anti-inflammatory effects by inhibiting cyclooxygenase (COX-1 (IC50 = 1.12 μM) and COX-2 (IC50 = 0.83 μM)), NF-κB (IC50 = 88.7 μM) and cytokine production (TNF-α (IC50 = 96.84 μg/mL) and IL-1β (IC50 = 166.4 μg/mL)). 4-Methoxycinnamic acid ethyl ester inhibits tumor cell proliferation, migration and cancer metabolism and induces apoptosis.4-Methoxycinnamic acid ethyl ester inhibits VEGF expression, thereby inhibiting angiogenesis. 4-Methoxycinnamic acid ethyl ester has a significant inhibitory effect on dengue virus and Mycobacterium tuberculosis. 4-Methoxycinnamic acid ethyl ester has analgesic effects in rats.
For research use only. We do not sell to patients.
- Purity: 98.72%
- CAS No.: 1929-30-2
- Formula: C12H14O3
- Molecular Weight:206.24
-
Storage:
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Biological Activity
|
COX-1 1.12 μM (IC50) |
COX-2 0.83 μM (IC50) |
NF-κB 88.7 μM (IC50) |
IL-1β 116.4 μg/mL (IC50) |
Caspase-3 |
Caspase-7 |
Caspase-8 |
Caspase-9 |
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| A-375 | IC50 |
31.29 μM
Compound: 6
|
Cytotoxicity against human A375 cells by MTT assay
Cytotoxicity against human A375 cells by MTT assay
|
[PMID: 19782567] |
| HL-60 | IC50 |
29.64 μM
Compound: 6
|
Cytotoxicity against human HL60 cells by MTT assay
Cytotoxicity against human HL60 cells by MTT assay
|
[PMID: 19782567] |
| THP-1 | IC50 |
33.52 μM
Compound: 6
|
Cytotoxicity against human THP1 cells by MTT assay
Cytotoxicity against human THP1 cells by MTT assay
|
[PMID: 19782567] |
4-Methoxycinnamic acid ethyl ester (25-200 μg/mL, 0-48 h) inhibits the growth of HUVECs with an IC50 of 160 μg/mL and suppresses the migration ability of HUVECs through VEGF[2].
4-Methoxycinnamic acid ethyl ester (50-200 μg/mL, 6-24 h) dose-dependently impairs the ability of HUVECs to form tube-like structures on Matrigel[2].
4-Methoxycinnamic acid ethyl ester (50-200 μg/mL, 5 d) significantly inhibits the sprouting and growth of microvessels from rat aortic rings[2].
4-Methoxycinnamic acid ethyl ester (0.03-0.97 mM, 7 d) inhibits M. tuberculosis H37Ra, H37Rv, drug susceptible and multidrug resistant (MDR) clinical isolates (MIC: 0.242-0.485 mM) and is ineffective against common bacteria such as Mycobacterium smegmatis, Escherichia coli, and Staphylococcus aureus[3].
4-Methoxycinnamic acid ethyl ester (50 μM, 12 h) significantly reduces the phosphorylation levels of p-p65 (Ser536) and p-Akt (Ser473) in melanoma cells[4].
4-Methoxycinnamic acid ethyl ester (50 μM, 24 h) significantly inhibits the migration and invasion ability of melanoma cells[4].
4-Methoxycinnamic acid ethyl ester (1-50 μM, 12-24 h) reverses the resistance of melanoma cells to Paclitaxel (HY-B0015)[4].
4-Methoxycinnamic acid ethyl ester (125-500 μM, 24 h) exhibits broad-spectrum antiviral activity against all four dengue serotypes (DENV-1, DENV-2, DENV-3, DENV-4), with EC50 values of 22.58 and 6.17 μM for DENV-2 in HepG2 and A549 cells, respectively[5].
4-Methoxycinnamic acid ethyl ester (100 μM, 1-24 h) inhibits de novo fatty acid synthesis, rather than glycolysis, to deplete ATP in ehrlich ascites cancer cells (EATCs)[6].
4-Methoxycinnamic acid ethyl ester (48 h) shows moderate cytotoxicity against MCF-7, HT-29, HCT-116 (IC50 = 42.1 μg/mL), U-937, PC-3 (IC50 = 39 μg/mL), K-562 cells[7].
4-Methoxycinnamic acid ethyl ester (50-200 μg/mL, 12-48 h) inhibits cell migration and induces apoptosis via the mitochondrial pathway in HCT-116 cells[7].
4-Methoxycinnamic acid ethyl ester (200 μg/mL, 8 h) significantly activates all tested caspases, including Caspase-9, Caspase-8, and Caspase-3/7 in HCT-116 cells[7].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Cell Line:HUVECs
-
Concentration:50, 100, 200 μg/mL
-
Incubation Time:0, 6 and 12 h
-
Result:Effectively prevented the migration of endothelial cells to the damaged area.
-
Cell Line:B16F10 G5-Luc and SK-Mel 28
-
Concentration:50 μM
-
Incubation Time:12 h (B16F10 G5-Luc) and 24 h (SK-Mel 28)
-
Result:Significantly reduced the phosphorylation levels of p-p65 (Ser536) and p-Akt (Ser473).
Upregulated the expression of γ-H2AX with Paclitaxel.
-
Cell Line:B16F10 G5-Luc
-
Concentration:50 μM
-
Incubation Time:12 h
-
Result:Significantly inhibited the migration.
-
Cell Line:B16F10 G5-Luc
-
Concentration:50 μM
-
Incubation Time:12 h
-
Result:Significantly reduced the number of cells passing through Matrigel.
-
Cell Line:143B cells
-
Concentration:2.5 μM
-
Incubation Time:1, 2, 4, 8, 16 and 24 h
-
Result:Activated caspases and increased PARP-1 cleavage.
Promoted the phosphorylation of p53, and upregulated PUMA and Bax.
Increased the level of γH2AX.
-
Cell Line:EATCs
-
Concentration:100 μM
-
Incubation Time:1, 6 and 12 h
-
Result:Significantly downregulated the mRNA expression of key enzymes in fatty acid synthesis, including Acly, Acc1, and Fasn.
Was no significant effect on the mRNA expression of key fatty acid oxidation enzymes Cpt1a and Cpt1b.
Significantly downregulated the expression levels of SREBP1 mRNA.
-
Cell Line:EATCs
-
Concentration:100 μM
-
Incubation Time:1, 6 and 12 h
-
Result:Significantly reduced the phosphorylation level of c-Myc protein Ser62 site.
Downregulated the expression of key enzymes in fatty acid synthesis (Acly, Acc1, Fasn).
-
Cell Line:HCT-116
-
Concentration:50, 100, 200 μg/mL
-
Incubation Time:48 h
-
Result:Dose-dependently induced chromatin condensation in HCT-116 cells.
Dose-dependent lost mitochondrial membrane potential.
4-Methoxycinnamic acid ethyl ester (200-800 mg/kg, i.g., once daily for 7 days) inhibits the formation of chronic granuloma in a dose-dependent manner in rats[2].
4-Methoxycinnamic acid ethyl ester (200-800 mg/kg, i.g., single dose) prolongs the tail-flick latency of rats in a dose-dependent manner, showing a significant analgesic effect[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Animal Model:Carrageenan-induced paw edema model established in male Sprague Dawely (SD) rats (150-200 g)[1]
-
Dosage:100, 200, 400 and 800 mg/kg
-
Administration:Oral gavage (i.g.), single dose
-
Result:Inhibited paw edema in a dose-dependent manner, with the minimum effective dose (MIC) being 100 mg/kg.
No toxic reactions were observed at 2000 mg/kg.
-
Animal Model:Cotton pellet granuloma assay established in male Sprague Dawely (SD) rats (200-250 g)[2]
-
Dosage:200, 400, 800 mg/kg
-
Administration:Oral gavage (i.g.), once daily for 7 days
-
Result:Reached inhibition rate by 51.65% at 800 mg/kg.
Inhibited the production of key pro-inflammatory cytokines IL-1β and TNF-α.
-
Animal Model:Tail flick assay established in male Sprague Dawely (SD) rats (200-250 g)[2]
-
Dosage:200, 400, 800 mg/kg
-
Administration:Oral gavage (i.g.), single dose
-
Result:Prolonged the tail-flick latency of rats in a dose-dependent manner
Chemical Information
-
CAS No. 1929-30-2
-
Appearance Solid
-
Molecular Weight 206.24
-
Formula C12H14O3
-
Color Off-white to light yellow
-
SMILES
O=C(OCC)/C=C/C1=CC=C(OC)C=C1
-
Synonyms
Ethyl p-methoxycinnamate
-
Structure Classification
-
Initial Source
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Solvent & Solubility
DMSO : 100 mg/mL (484.87 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (12.12 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: 2.5 mg/mL (12.12 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
-
-
-
-
Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
-
%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
-
%+
-
+%Tween-80 + +
-
%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
-
Data Sheet (286 KB)
-
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
-
Handling Instructions (2659 KB)
References
[1]. Umar MI, et al. Bioactivity-Guided Isolation of Ethyl-p-methoxycinnamate, an Anti-inflammatory Constituent, from Kaempferia galanga L. Extracts. Molecules. 2012 Jul 23;17(7):8720-34. [Content Brief]
[2]. Umar MI, et al. Ethyl-p-methoxycinnamate isolated from Kaempferia galanga inhibits inflammation by suppressing interleukin-1, tumor necrosis factor-α, and angiogenesis by blocking endothelial functions. Clinics (Sao Paulo). 2014 Feb;69(2):134-44. [Content Brief]
[3]. Lakshmanan D, et al. Ethyl p-methoxycinnamate isolated from a traditional anti-tuberculosis medicinal herb inhibits drug resistant strains of Mycobacterium tuberculosis in vitro. Fitoterapia. 2011 Jun;82(4):757-61. [Content Brief]
[4]. Lallo S, et al. Ethyl P-Methoxycinnamate: An Active Anti-Metastasis Agent and Chemosensitizer Targeting NFKB from Kaempferia galanga for Melanoma Cells. Life (Basel). 2022 Mar 24;12(4):337. [Content Brief]
[5]. Tarasuk M, et al. Dual action effects of ethyl-p-methoxycinnamate against dengue virus infection and inflammation via NF-kB pathway suppression. Sci Rep. 2024 Apr 23;14(1):9322. [Content Brief]
[6]. Sasaki Y, et al. Ethyl p-methoxycinnamate inhibits tumor growth by suppressing fatty acid synthesis and depleting ATP. Sci Rep. 2025 May 2;15(1):15317. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.8487 mL | 24.2436 mL | 48.4872 mL | 121.2180 mL |
| 5 mM | 0.9697 mL | 4.8487 mL | 9.6974 mL | 24.2436 mL | |
| 10 mM | 0.4849 mL | 2.4244 mL | 4.8487 mL | 12.1218 mL | |
| 15 mM | 0.3232 mL | 1.6162 mL | 3.2325 mL | 8.0812 mL | |
| 20 mM | 0.2424 mL | 1.2122 mL | 2.4244 mL | 6.0609 mL | |
| 25 mM | 0.1939 mL | 0.9697 mL | 1.9395 mL | 4.8487 mL | |
| 30 mM | 0.1616 mL | 0.8081 mL | 1.6162 mL | 4.0406 mL | |
| 40 mM | 0.1212 mL | 0.6061 mL | 1.2122 mL | 3.0304 mL | |
| 50 mM | 0.0970 mL | 0.4849 mL | 0.9697 mL | 2.4244 mL | |
| 60 mM | 0.0808 mL | 0.4041 mL | 0.8081 mL | 2.0203 mL | |
| 80 mM | 0.0606 mL | 0.3030 mL | 0.6061 mL | 1.5152 mL | |
| 100 mM | 0.0485 mL | 0.2424 mL | 0.4849 mL | 1.2122 mL |