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Isochlorogenic acid C

CAS# 57378-72-0

Isochlorogenic acid C

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Isochlorogenic acid C: 5mg $29 In Stock
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Quality Control of Isochlorogenic acid C

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Chemical structure

Isochlorogenic acid C

3D structure

Chemical Properties of Isochlorogenic acid C

Cas No. 57378-72-0 SDF Download SDF
PubChem ID 6474309 Appearance White-pale yellow powder
Formula C25H24O12 M.Wt 516.45
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms 4,5-Dicaffeoylquinic Acid; 4,5-Di-O-Caffeoylquinic Acid;32451-88-0
Solubility DMSO : 50 mg/mL (96.81 mM; Need ultrasonic)
Chemical Name (1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid
SMILES C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O
Standard InChIKey UFCLZKMFXSILNL-RVXRWRFUSA-N
Standard InChI InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23+,25-/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 Isochlorogenic acid C

1 Arctium sp. 2 Asarum sp. 3 Bidens sp. 4 Cichorium sp. 5 Coffea sp. 6 Echinacea sp. 7 Hedera sp. 8 Ilex sp. 9 Menyanthes sp. 10 Sorbus sp. 11 Tanacetum sp. 12 Viburnum sp.

Biological Activity of Isochlorogenic acid C

Description1. Isochlorogenic acid C(4,5) has antiviral activity, including anti-HIV-1 integrase activity. 2. Isochlorogenic acid C(4,5) shows anti-hepatotoxic activity.
TargetsHIV

Isochlorogenic acid C Dilution Calculator

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Isochlorogenic acid C Molarity Calculator

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Preparing Stock Solutions of Isochlorogenic acid C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9363 mL 9.6815 mL 19.363 mL 38.7259 mL 48.4074 mL
5 mM 0.3873 mL 1.9363 mL 3.8726 mL 7.7452 mL 9.6815 mL
10 mM 0.1936 mL 0.9681 mL 1.9363 mL 3.8726 mL 4.8407 mL
50 mM 0.0387 mL 0.1936 mL 0.3873 mL 0.7745 mL 0.9681 mL
100 mM 0.0194 mL 0.0968 mL 0.1936 mL 0.3873 mL 0.4841 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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Background on Isochlorogenic acid C

4,5-Dicaffeoylquinic acid ( Isochlorogenic acid C) possesses potent hepatoprotective and anti-HBV effects. IC50 value: Target: Anti-hepatitis natural produce. In vitro: To study anti-hepatitis effect of isochlorogenic acid C, anti-apoptotic and anti-injury properties of test compound were evaluated. The results showed that test compound at concentrations of 10 to 100 μg/ml significantly reduced the caspase-3 and transformed growth factor β1 (TGFβ1) levels of the D-GalN-challenged hepatocytes. Also, test compound improved markedly cell viability of the D-GalN-injured hepatocytes and produced a maximum protection rate of 47.28% at a concentration of 100 μg/ml. Furthermore, test compound significantly inhibited productions of HBsAg and HBeAg. Its maximum inhibitory rates on the HBsAg and HBeAg expressions were 86.93 and 59.79%, respectively. In addition, test compound significantly induced the HO-1 expression of HepG2.2.15 cells [1]. In vivo:

References:
[1]. Shaoqing Hu, et al.Evaluation of anti-apoptotic, anti-injury and antihepatitis B virus effects of isochlorogenic acid C in vitro. Journal of Medicinal Plants Research Vol. 6(16), pp. 3199-3206 30 April, 2012

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References on Isochlorogenic acid C

Isochlorogenic acid C prevents enterovirus 71 infection via modulating redox homeostasis of glutathione.[Pubmed:29176678]

Sci Rep. 2017 Nov 24;7(1):16278.

Enterovirus 71 (EV71) is a key pathogen of hand, foot and mouth disease (HFMD) in children under 6 years of age. The antiviral potency of antioxidant Isochlorogenic acid C (ICAC) extracted from foods was evaluated in cellular and animal models. First, the cytotoxicity of ICAC on Vero cells was investigated. The viral plaques, cytopathic effects and yield induced by EV71 infection were obviously reduced by ICAC, which was consistent with the investigation of VP1 transcripts and protein expression. Moreover, the mortality, weight loss and limb paralysis of mice caused by EV71 challenge were remarkably relieved by ICAC injection, which was achieved through decreases in the viral load and cytokine secretion in the mouse brain. Further biochemical assays showed that ICAC modulated several antioxidant enzymes involved in reduced and oxidized glutathione (GSH and GSSG) homeostasis, including glutathione reductase (GR), glutathione peroxidase (GPX), and glucose-6-phosphate dehydrogenase (G6PD), resulting in restoration of the GSH/GSSG ratio and reactive oxygen species (ROS) level. Finally, the antiviral effects of ICAC were dose-dependently disrupted by BSO, a biosynthesis inhibitor of GSH. This study indicated that ICAC acted as an antioxidant and prevented EV71 infection by modulating the redox homeostasis of glutathione.

Description

4,5-Dicaffeoylquinic acid ( Isochlorogenic acid C) possesses potent hepatoprotective and anti-HBV effects.

Keywords:

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