Isochlorogenic acid CCAS# 57378-72-0 |
- Isochlorogenic acid B
Catalog No.:BCN5909
CAS No.:14534-61-3
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
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. |
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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. |
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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. |
Description | 1. Isochlorogenic acid C(4,5) has antiviral activity, including anti-HIV-1 integrase activity. 2. Isochlorogenic acid C(4,5) shows anti-hepatotoxic activity. |
Targets | HIV |
Isochlorogenic acid C Dilution Calculator
Isochlorogenic acid C Molarity Calculator
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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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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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.