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3-O-Feruloylquinic acid

CAS# 1899-29-2

3-O-Feruloylquinic acid

Catalog No. BCN3353----Order now to get a substantial discount!

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3-O-Feruloylquinic acid: 5mg $213 In Stock
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Chemical structure

3-O-Feruloylquinic acid

3D structure

Chemical Properties of 3-O-Feruloylquinic acid

Cas No. 1899-29-2 SDF Download SDF
PubChem ID 6451331 Appearance Powder
Formula C17H20O9 M.Wt 368.3
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
SMILES COC1=C(C=CC(=C1)C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O
Standard InChIKey RAGZUCNPTLULOL-ZLCRQKIYSA-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-O-Feruloylquinic acid

The fruits of Coffea canephorra var. Robusta

Biological Activity of 3-O-Feruloylquinic acid

Description1. 3-O-Feruloylquinic acid is a protease inhibitor. 2. 3-O-Feruloylquinic acid exerts moderate inhibitory effect against AIV (H5N1) in vitro.
TargetsAntifection | Proteasome

3-O-Feruloylquinic acid Dilution Calculator

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3-O-Feruloylquinic acid Molarity Calculator

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Preparing Stock Solutions of 3-O-Feruloylquinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7152 mL 13.5759 mL 27.1518 mL 54.3036 mL 67.8794 mL
5 mM 0.543 mL 2.7152 mL 5.4304 mL 10.8607 mL 13.5759 mL
10 mM 0.2715 mL 1.3576 mL 2.7152 mL 5.4304 mL 6.7879 mL
50 mM 0.0543 mL 0.2715 mL 0.543 mL 1.0861 mL 1.3576 mL
100 mM 0.0272 mL 0.1358 mL 0.2715 mL 0.543 mL 0.6788 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-O-Feruloylquinic acid

Isolation and quantification of major chlorogenic acids in three major instant coffee brands and their potential effects on H2O2-induced mitochondrial membrane depolarization and apoptosis in PC-12 cells.[Pubmed:24061869]

Food Funct. 2013 Nov;4(11):1632-8.

Coffee is a most consumed drink worldwide, with potential health effects on several chronic diseases including neuronal degenerative diseases. Chlorogenic acids (CHAs) are phenolic compounds found in coffee and they are reported to have strong antioxidant and anti-inflammatory activities. However, the amounts of CHAs often vary in coffee drinks and their potential effects on ROS-induced neuronal cell death still require more investigation. Therefore, in this paper, major CHAs were isolated from three major instant coffee brands, confirmed and quantified using HPLC and NMR spectroscopic methods. Then, their antioxidant activities and protective effects on H2O2-induced apoptosis in PC-12 cells were investigated using radical scavenging, mitochondrial membrane potential and caspase assays. In the coffee samples, three major CHAs (3-O-caffeoylquinic acid, 4-O-caffeoylquinic acid, 5-O-caffeoylquinic acid) and some minor CHAs (3-O-Feruloylquinic acid, 4-O-feruloylquinic acid, 5-O-feruloylquinic acid, 3,5-O-dicaffeoylquinic acid, 3,4-O-dicaffeoylquinic acid, and 4,5-O-dicaffeoylquinic acid) were detected. The three major CHAs were further isolated and their chemical structures were confirmed using NMR spectroscopic techniques. Also, the amounts of the three major CHAs were individually quantified using a HPLC method. At the concentration of 10 muM, all three major CHAs quenched DPPH and/or xanthine oxidase-generated radical species by 21-51% (P < 0.014). They also inhibited H2O2-induced mitochondrial membrane depolarization and caspase-9 activation by 27% (P < 0.034) and 50% (P < 0.05), respectively. This study suggests that the major CHAs found in coffee are likely to be potent antioxidant compounds able to quench radical species as well as inhibit H2O2-induced apoptosis via suppressing mitochondrial membrane depolarization and caspase-9 activation in the cells.

[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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