Physicochemical Properties
Molecular Formula | C11H12O4 |
Molecular Weight | 208.21 |
Exact Mass | 208.073 |
CAS # | 14737-89-4 |
PubChem CID | 717531 |
Appearance | White to off-white solid powder |
Density | 1.2±0.1 g/cm3 |
Boiling Point | 367.4±27.0 °C at 760 mmHg |
Melting Point | 181-183ºC(lit.) |
Flash Point | 144.0±17.2 °C |
Vapour Pressure | 0.0±0.9 mmHg at 25°C |
Index of Refraction | 1.574 |
LogP | 2.24 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 4 |
Rotatable Bond Count | 4 |
Heavy Atom Count | 15 |
Complexity | 237 |
Defined Atom Stereocenter Count | 0 |
SMILES | COC1=C(C=C(C=C1)/C=C/C(=O)O)OC |
InChi Key | HJBWJAPEBGSQPR-GQCTYLIASA-N |
InChi Code | InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)/b6-4+ |
Chemical Name | (E)-3-(3,4-dimethoxyphenyl)prop-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) |
Biological Activity
ln Vitro | In L-02 cells exposed to ethanol, 3,4-Dimethoxycinnamic acid (Methyl ferulic acid; 25, 50, and 100 µM) reduces the apoptosis caused by ethanol[1]. At 25, 50, and 100 µM, 3,4-dimethoxycinnamic acid inhibits the expression levels of p22phox and Nox4 in L-02 cells[1]. In L-02 cells, treatment with 3,4-dimethoxycinnamic acid at 25, 50, and 100 µM reduces the activation of MAPK caused by ethanol[1]. |
References |
[1]. Methyl ferulic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signalingpathway. Int J Oncol. 2018 Jul;53(1):225-236. |
Additional Infomation |
3,4-dimethoxycinnamic acid is a methoxycinnamic acid that is trans-cinnamic acid substituted by methoxy groups at positions 3' and 4' respectively. It is functionally related to a trans-cinnamic acid. It is a conjugate acid of a 3,4-dimethoxy-(E)-cinnamate. 3,4-Dimethoxycinnamic acid has been reported in Bacopa monnieri, Populus nigra, and other organisms with data available. |
Solubility Data
Solubility (In Vitro) | DMSO : 50 mg/mL (240.14 mM) |
Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.01 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 (12.01 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (12.01 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 | 4.8028 mL | 24.0142 mL | 48.0284 mL | |
5 mM | 0.9606 mL | 4.8028 mL | 9.6057 mL | |
10 mM | 0.4803 mL | 2.4014 mL | 4.8028 mL |