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3,4-Dimethoxycinnamic acid

CAS# 2316-26-9

3,4-Dimethoxycinnamic acid

2D Structure

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3,4-Dimethoxycinnamic acid

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Chemical Properties of 3,4-Dimethoxycinnamic acid

Cas No. 2316-26-9 SDF Download SDF
PubChem ID 717531 Appearance White powder
Formula C11H12O4 M.Wt 208.21
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
SMILES COC1=C(C=C(C=C1)C=CC(=O)O)OC
Standard InChIKey HJBWJAPEBGSQPR-GQCTYLIASA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 3,4-Dimethoxycinnamic acid

The leaves of Phyllostachys heterocycla

Biological Activity of 3,4-Dimethoxycinnamic acid

Description3,4-Dimethoxycinnamic acid is a bioavailable coffee component as a perspective anti-prion compound and bind potently to prion protein with a Kd of 405 nM.
In vitro

Absorption of dimethoxycinnamic acid derivatives in vitro and pharmacokinetic profile in human plasma following coffee consumption.[Pubmed: 22865606 ]

Mol Nutr Food Res. 2012 Sep;56(9):1413-23.

This study reports the 24 h human plasma pharmacokinetics of 3,4-Dimethoxycinnamic acid (dimethoxycinnamic acid) after consumption of coffee, and the membrane transport characteristics of certain dimethoxycinnamic acid derivatives, as present in coffee.
METHODS AND RESULTS:
For the first time, we show that 3,4-Dimethoxycinnamic acid appears in plasma as the free aglycone. The time to reach the C(max) value of approximately 0.5 μM was rapid, T(max) = 30 min, and showed an additional peak at 2-4 h for several subjects. In contrast, smaller amounts of dimethoxy-3,4-Dimethoxycinnamic acid (C(max) ∼ 0.1 μM) peaked between 8 and 12 h after coffee intake. In the cell model, 3,4-Dimethoxycinnamic acid was preferentially transported in the free form by passive diffusion, and a small amount of dimethoxycinnamoylquinic acid hydrolysis was observed.
CONCLUSIONS:
These findings show that 3,4-Dimethoxycinnamic acid, previously identified in plasma after coffee consumption, was rapidly absorbed in the free form most likely by passive diffusion in the upper gastrointestinal tract.

3,4-Dimethoxycinnamic acid Dilution Calculator

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Preparing Stock Solutions of 3,4-Dimethoxycinnamic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.8028 mL 24.0142 mL 48.0284 mL 96.0569 mL 120.0711 mL
5 mM 0.9606 mL 4.8028 mL 9.6057 mL 19.2114 mL 24.0142 mL
10 mM 0.4803 mL 2.4014 mL 4.8028 mL 9.6057 mL 12.0071 mL
50 mM 0.0961 mL 0.4803 mL 0.9606 mL 1.9211 mL 2.4014 mL
100 mM 0.048 mL 0.2401 mL 0.4803 mL 0.9606 mL 1.2007 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 3,4-Dimethoxycinnamic acid

Absorption of dimethoxycinnamic acid derivatives in vitro and pharmacokinetic profile in human plasma following coffee consumption.[Pubmed:22865606]

Mol Nutr Food Res. 2012 Sep;56(9):1413-23.

SCOPE: This study reports the 24 h human plasma pharmacokinetics of 3,4-Dimethoxycinnamic acid (dimethoxycinnamic acid) after consumption of coffee, and the membrane transport characteristics of certain dimethoxycinnamic acid derivatives, as present in coffee. METHODS AND RESULTS: Eight healthy human volunteers consumed a low-polyphenol diet for 24 h before drinking 400 mL of commercially available coffee. Plasma samples were collected over 24 h and analyzed by HPLC-MS(2) . Investigation of the mechanism of absorption and metabolism was performed using an intestinal Caco-2 cell model. For the first time, we show that dimethoxycinnamic acid appears in plasma as the free aglycone. The time to reach the C(max) value of approximately 0.5 muM was rapid, T(max) = 30 min, and showed an additional peak at 2-4 h for several subjects. In contrast, smaller amounts of dimethoxy-dihydrocinnamic acid (C(max) approximately 0.1 muM) peaked between 8 and 12 h after coffee intake. In the cell model, dimethoxycinnamic acid was preferentially transported in the free form by passive diffusion, and a small amount of dimethoxycinnamoylquinic acid hydrolysis was observed. CONCLUSION: These findings show that dimethoxycinnamic acid, previously identified in plasma after coffee consumption, was rapidly absorbed in the free form most likely by passive diffusion in the upper gastrointestinal tract.

Description

3,4-Dimethoxycinnamic acid (O-Methylferulic acid) is a monomer extracted and purified from Securidaca inappendiculata Hassk. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway. Anti-apoptotic effects.

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