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Indole-3-acrylic acid methyl ester

CAS# 19626-92-7

Indole-3-acrylic acid methyl ester

Catalog No. BCN1190----Order now to get a substantial discount!

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Chemical structure

Indole-3-acrylic acid methyl ester

3D structure

Chemical Properties of Indole-3-acrylic acid methyl ester

Cas No. 19626-92-7 SDF Download SDF
PubChem ID 12572409 Appearance Powder
Formula C12H11NO2 M.Wt 201.2
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (E)-3-(1H-indol-3-yl)prop-2-enoate
SMILES COC(=O)C=CC1=CNC2=CC=CC=C21
Standard InChIKey JKVXFZPEUCTHQO-VOTSOKGWSA-N
Standard InChI InChI=1S/C12H11NO2/c1-15-12(14)7-6-9-8-13-11-5-3-2-4-10(9)11/h2-8,13H,1H3/b7-6+
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 Indole-3-acrylic acid methyl ester

The herbs of Isodon eriocalyx

Indole-3-acrylic acid methyl ester Dilution Calculator

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Indole-3-acrylic acid methyl ester Molarity Calculator

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Preparing Stock Solutions of Indole-3-acrylic acid methyl ester

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.9702 mL 24.8509 mL 49.7018 mL 99.4036 mL 124.2545 mL
5 mM 0.994 mL 4.9702 mL 9.9404 mL 19.8807 mL 24.8509 mL
10 mM 0.497 mL 2.4851 mL 4.9702 mL 9.9404 mL 12.4254 mL
50 mM 0.0994 mL 0.497 mL 0.994 mL 1.9881 mL 2.4851 mL
100 mM 0.0497 mL 0.2485 mL 0.497 mL 0.994 mL 1.2425 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 Indole-3-acrylic acid methyl ester

Synthesis and evaluation of anti-oxidant and cytotoxic activities of novel 10-undecenoic acid methyl ester based lipoconjugates of phenolic acids.[Pubmed:28179945]

Beilstein J Org Chem. 2017 Jan 4;13:26-32.

The synthesis of five novel methyl 10-undecenoate-based lipoconjugates of phenolic acids from undecenoic acid was carried out. Undecenoic acid was methylated to methyl 10-undecenoate which was subjected to a thiol-ene reaction with cysteamine hydrochloride. Further amidation of the amine was carried out with different phenolic acids such as caffeic, ferulic, sinapic, coumaric and cinnamic acid. All synthesized compounds were fully characterized and their structures were con fi rmed by spectral data. The anti-oxidant activity of the synthesized lipoconjugates of phenolic acids was studied by the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and also by the inhibition of linoleic acid oxidation in micellar medium by differential scanning calorimetry (DSC). The prepared compounds were also screened for their cytotoxic activity against five cell lines. It was observed that the lipoconjugates of caffeic acid, sinapic acid, ferulic acid, and coumaric acid displayed anticancer and anti-oxidant properties. The anticancer properties of these derivatives have been assessed by their IC50 inhibitory values in the proliferation of MDA-MB231, SKOV3, MCF7, DU 145 and HepG2 cancer cell lines.

Gibbs energy additivity approaches to QSRR in generating gas chromatographic retention time for identification of fatty acid methyl ester.[Pubmed:28168549]

Anal Bioanal Chem. 2017 Apr;409(11):2777-2789.

The Gibbs energy additivity method was used to correlate the retention time (t R) of common fatty acid methyl esters (FAMEs) to their chemical structures. The t R of 20 standard FAMEs eluted from three capillary columns of different polarities (ZB-WAXplus, BPX70, and SLB-IL111) under both isothermal gas chromatography and temperature-programmed gas chromatography (TPGC) conditions were accurately predicted. Also, the predicted t R of FAMEs prepared from flowering pak choi seed oil obtained by multistep TPGC with the BPX70 column were within 1.0% of the experimental t R. The predicted t R or mathematical t R (t R(math)) values could possibly be used as references in identification of common FAMEs. Hence, FAMEs prepared from horse mussel and fish oil capsules were chromatographed on the BPX70 and ZB-WAXplus columns in single-step and multistep TPGC. Identification was done by comparison of t R with the t R of standard FAMEs and with t R(math). Both showed correct identifications. The proposed model has six numeric constants. Five of six could be directly transferred to other columns of the same stationary phase. The first numeric constant (a), which contained the column phase ratio, could also be transferred with the adjustment of the column phase ratio to the actual phase ratio of the transferred column. Additionally, the numeric constants could be transferred across laboratories, with similar correction of the first numeric constant. The TPGC t R predicted with the transferred column constants were in good agreement with the reported experimental t R of FAMEs. Moreover, hexane was used in place of the conventional t M marker in the calculation. Hence, the experimental methods were much simplified and practically feasible. The proposed method for using t R(math) as the references would provide an alternative to the uses of real FAMEs as the references. It is simple and rapid and with good accuracy compared with the use of experimental t R as references.

Protocatechuic acid methyl ester ameliorates fluoride toxicity in A549 cells.[Pubmed:28012895]

Food Chem Toxicol. 2017 Nov;109(Pt 2):941-950.

The present study is aimed to determine the potential benefits of protocatechuic acid methyl ester (PCAME) against fluoride (F(-)) induced lung toxicity using A549 cells. The cells were treated with sodium fluoride (NaF) alone and in combination with PCAME for different time points (0-24 h) and evaluated for intracellular reactive oxygen species (ROS) production, F(-) content, oxidative stress markers, apoptosis and mRNA expression of redox signaling and inflammatory genes. The results shown that PCAME alleviates the toxic effects of F(-)via modulating its bioavailability, intracellular calcium level, mitochondrial membrane integrity and redox signaling in A549 cells. F(-) induced changes in ROS generation, oxidative stress markers, TUNEL positive cells and mRNA levels of inflammatory genes were further normalized by PCAME. Taken together, these findings revealed that PCAME effectively attenuated the F(-) induced changes in oxidative stress, inflammation and apoptosis markers by reducing its cellular content, ROS generation and biochemical and molecular changes. Thus PCAME can be used as a nutraceutical agent for F(-) toxicity.

Gallic acid attenuates hypertension, cardiac remodeling, and fibrosis in mice with NG-nitro-L-arginine methyl ester-induced hypertension via regulation of histone deacetylase 1 or histone deacetylase 2.[Pubmed:28234674]

J Hypertens. 2017 Jul;35(7):1502-1512.

OBJECTIVE: Gallic acid, a natural chemical found in plants, has been reported to show antioxidant, anticancer, and anti-inflammatory effects. We investigated the efficacy of a short-term or long-term treatment with gallic acid in N-nitro-L-arginine methyl ester (L-NAME)-induced hypertensive mice and the underlying regulatory mechanism. METHODS: Hypertension was sufficiently induced after 2 weeks of L-NAME administration. Cardiac remodeling was assessed by echocardiography. Hypertrophic markers, transcription factors, and fibrosis-related gene expression were evaluated by quantitative real-time polymerase chain reaction and western blotting. RESULTS: Gallic acid effectively lowered SBP, regardless of the administration route (intraperitoneal or oral). L-NAME increased the left ventricular (LV) thickness without an increase in the total heart weight. Weekly echocardiography demonstrated that gallic acid significantly reduced LV posterior wall and septum thickness in chronic L-NAME mice from 3 to 7 weeks. The administration of gallic acid to mice showed a dual preventive and therapeutic effect on the L-NAME-induced LV remodeling. The effect was associated with the suppression of the gene expression of hypertrophy markers and the GATA-binding factor 6 (GATA6) transcription factor. Short-term or long-term treatment with gallic acid attenuated cardiac fibrosis and reduced the expression of histone deacetylase 1 and 2 in H9c2 cells and in rat primary cardiac fibroblasts, as well as in vivo. Small interfering RNA knockdown confirmed the association of these enzymes with L-NAME-induced cardiac remodeling and fibrosis. CONCLUSION: These results suggested that gallic acid may be a potential therapeutic agent for the treatment of cardiovascular diseases with hypertension and cardiac fibrosis.

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