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Methyl 3-O-feruloylquinate

CAS# 154418-15-2

Methyl 3-O-feruloylquinate

Catalog No. BCN3403----Order now to get a substantial discount!

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Chemical structure

Methyl 3-O-feruloylquinate

3D structure

Chemical Properties of Methyl 3-O-feruloylquinate

Cas No. 154418-15-2 SDF Download SDF
PubChem ID 24813764 Appearance Powder
Formula C18H22O9 M.Wt 382.4
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1S,3R,4R,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylate
SMILES COC1=C(C=CC(=C1)C=CC(=O)OC2CC(CC(C2O)O)(C(=O)OC)O)O
Standard InChIKey CPYDMLXRLHYXSV-JVCGYDKASA-N
Standard InChI InChI=1S/C18H22O9/c1-25-13-7-10(3-5-11(13)19)4-6-15(21)27-14-9-18(24,17(23)26-2)8-12(20)16(14)22/h3-7,12,14,16,19-20,22,24H,8-9H2,1-2H3/b6-4+/t12-,14-,16-,18+/m1/s1
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 Methyl 3-O-feruloylquinate

The barks of Phellodendron amurense

Biological Activity of Methyl 3-O-feruloylquinate

Description1. Methyl 3-O-feruloylquinate inhibits the activity of bacteria and viruses and to regulate immunity.
TargetsAntifection

Methyl 3-O-feruloylquinate Dilution Calculator

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Methyl 3-O-feruloylquinate Molarity Calculator

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Preparing Stock Solutions of Methyl 3-O-feruloylquinate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6151 mL 13.0753 mL 26.1506 mL 52.3013 mL 65.3766 mL
5 mM 0.523 mL 2.6151 mL 5.2301 mL 10.4603 mL 13.0753 mL
10 mM 0.2615 mL 1.3075 mL 2.6151 mL 5.2301 mL 6.5377 mL
50 mM 0.0523 mL 0.2615 mL 0.523 mL 1.046 mL 1.3075 mL
100 mM 0.0262 mL 0.1308 mL 0.2615 mL 0.523 mL 0.6538 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 Methyl 3-O-feruloylquinate

The inhibition of folylpolyglutamate synthetase (folC) in the prevention of drug resistance in Mycobacterium tuberculosis by traditional Chinese medicine.[Pubmed:25050369]

Biomed Res Int. 2014;2014:635152.

Tuberculosis (TB) is an infectious disease caused by many strains of mycobacteria, but commonly Mycobacterium tuberculosis. As a possible method of reducing the drug resistance of M. tuberculosis, this research investigates the inhibition of Folylpolyglutamate synthetase, a protein transcript from the resistance association gene folC. After molecular docking to screen the traditional Chinese medicine (TCM) database, the candidate TCM compounds, with Folylpolyglutamate synthetase, were selected by molecular dynamics. The 10,000 ps simulation in association with RMSD analysis and total energy and structural variation defined the protein-ligand interaction. The selected TCM compounds Saussureamine C, Methyl 3-O-feruloylquinate, and Labiatic acid have been found to inhibit the activity of bacteria and viruses and to regulate immunity. We also suggest the possible pathway in protein for each ligand. Compared with the control, similar interactions and structural variations indicate that these compounds might have an effect on Folylpolyglutamate synthetase. Finally, we suggest Saussureamine C is the best candidate compound as the complex has a high score, maintains its structural composition, and has a larger variation value than the control, thus inhibiting the drug resistance ability of Mycobacterium tuberculosis.

Possible inhibitor from traditional Chinese medicine for the beta form of calcium-dependent protein kinase type II in the treatment of major depressive disorder.[Pubmed:25045698]

Biomed Res Int. 2014;2014:761849.

Recently, an important topic of major depressive disorder (MDD) had been published in 2013. MDD is one of the most prevalent and disabling mental disorders. Consequently, much research is being undertaken into the causes and treatment. It has been found that inhibition of the beta form of calcium/calmodulin-dependent protein kinase type II (beta-CaMKII) can ameliorate the disorder. Upon screening the traditional Chinese medicine (TCM) database by molecular docking, sengesterone, labiatic acid, and Methyl 3-O-feruloylquinate were selected for molecular dynamics. After 20 ns simulation, the RMSD, total energy, and structure variation could define the protein-ligand interaction. Furthermore, sengesterone, the principle candidate compound, has been found to have an effect on the regulation of emotions and memory development. In structure variation, we find the sample functional group of important amino acids make the protein stable and have limited variation. Due to similarity of structure variations, we suggest that these compounds may have an effect on beta-CaMKII and that sengesterone may have a similar efficacy as the control. However labiatic acid may be a stronger inhibitor of beta-CaMKII based on the larger RMSD and variation.

[Chemical constituents of the roots of Macleaya microcarpa and activation efficacy of benzophenanthridine alkaloids for the transcription of xbp1 gene].[Pubmed:25975030]

Yao Xue Xue Bao. 2015 Feb;50(2):207-10.

Ongoing study on the chemical constituents of the roots of Macleaya microcarpa led to the isolation of eight compounds of derivatives of triterpenes and organic acids in addition to some previously identified benzophenanthridines. The eight compounds were identified by spectroscopic methods as well as comparison with literature values as 1-oxo-2, 22 (30)-hopandien-29-oic acid (1), 3-oxo-12-oleanen-30-oic acid (2), 3alpha-hydroxy-12-oleanen-30-oic acid (3), 3beta-hydroxy-12-oleanen-30-oic acid (4), ferulic acid (5), ferulic acid 4-O-beta-D-glucoside (6), 3-O-feruloylquinic acid (7), and Methyl 3-O-feruloylquinate (8). Of which, 1 is a new triterpenoid of hopanes and 2-8 are isolated from M microcarpa for the first time. In order to discover natural active compounds as potential agents of anti-ulcerative colitis (UC), an in vitro drug high-throughput screening model targeted x-box-binding protein 1 (xbp1) was employed to evaluate the activity of the major chemical constituents of M microcarpa. The result confirmed that two dihydrobenzophenanthridines, dihydrosanguinarine (9) and dihydrochelerythrine (10), showed a certain activity on activating the transcription of xbpl, a transcription factor (TF) associated with the occurrence, development, and potential treatment of UC, with their relative activating ratios being 1.76 and 1.77 times, respectively, as compared with control group.

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