Caftaric acidCAS# 67879-58-7 |
Quality Control & MSDS
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| Cas No. | 67879-58-7 | SDF | Download SDF |
| PubChem ID | 6440397 | Appearance | White-beige powder |
| Formula | C13H12O9 | M.Wt | 312.2 |
| Type of Compound | Phenylpropanoids | Storage | Desiccate at -20°C |
| Synonyms | trans-Caftaric acid | ||
| Solubility | Freely soluble in methan | ||
| Chemical Name | (2R,3R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxybutanedioic acid | ||
| SMILES | C1=CC(=C(C=C1C=CC(=O)OC(C(C(=O)O)O)C(=O)O)O)O | ||
| Standard InChIKey | SWGKAHCIOQPKFW-JTNORFRNSA-N | ||
| Standard InChI | InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/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 | Caftaric acid is an inhibitor of the protein-protein interactions mediated by the Src-family kinases, which has anti-mutagenicity. Caftaric acid is the major dietary polyphenol present in various foods, it before methamphetamine injections can prevent liver toxicity and oxidative stress. |
| Targets | LDL | NO |
| In vivo | The fate of trans-caftaric acid administered into the rat stomach.[Pubmed: 17300159]J Agric Food Chem. 2007 Feb 21;55(4):1604-11.trans-Caftaric acid is the most abundant nonflavonoid phenolic compound in grapes and wines. It occurs in chicory and is one of the bioactive components of Echinacea purpurea. In order to fill the gap of knowledge about its bioavailability in mammals, we investigated its absorption, tissue distribution, and metabolism in rats.
Chlorogenic and Caftaric Acids in Liver Toxicity and Oxidative Stress Induced by Methamphetamine.[Pubmed: 25136360 ]J Toxicol. 2014; 2014: 583494.Methamphetamine intoxication can cause acute hepatic failure. Chlorogenic and Caftaric acids are the major dietary polyphenols present in various foods. The aim of this study was to evaluate the protective role of chlorogenic and Caftaric acids in liver toxicity and oxidative stress induced by methamphetamine in rats.
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| Kinase Assay | Anti-genotoxic activity of Vitis coignetiae Pulliat towards heterocyclic amines and isolation and identification of caftaric acid as an antimutagenic component from the juice.[Pubmed: 21601008]Mutat Res. 2011 Aug 16;723(2):182-9.
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Caftaric acid Dilution Calculator
Caftaric acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.2031 mL | 16.0154 mL | 32.0307 mL | 64.0615 mL | 80.0769 mL |
| 5 mM | 0.6406 mL | 3.2031 mL | 6.4061 mL | 12.8123 mL | 16.0154 mL |
| 10 mM | 0.3203 mL | 1.6015 mL | 3.2031 mL | 6.4061 mL | 8.0077 mL |
| 50 mM | 0.0641 mL | 0.3203 mL | 0.6406 mL | 1.2812 mL | 1.6015 mL |
| 100 mM | 0.032 mL | 0.1602 mL | 0.3203 mL | 0.6406 mL | 0.8008 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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Caftaric acid is a natural product.
References:
[1]. Chun-Hua Wu, et al. Enhanced production of caftaric acid, chlorogenic acid and cichoric acid in suspension cultures of Echinacea purpurea by the manipulation of incubation temperature and photoperiod. Biochemical Engineering Journal Volume 36, Issue 3, 1
[2]. Trousdale E., Caftaric acid disappearance and conversion to products of enzymic oxidation in grape must and wine. American Journal Of Enology & Viticulture, 1985, 50-56
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Chlorogenic and caftaric acids in liver toxicity and oxidative stress induced by methamphetamine.[Pubmed:25136360]
J Toxicol. 2014;2014:583494.
Methamphetamine intoxication can cause acute hepatic failure. Chlorogenic and Caftaric acids are the major dietary polyphenols present in various foods. The aim of this study was to evaluate the protective role of chlorogenic and Caftaric acids in liver toxicity and oxidative stress induced by methamphetamine in rats. Thirty-two male albino rats were divided into 4 equal groups. Group 1, which was control group, was injected (i.p) with saline (1 mL/kg) twice a day over seven-day period. Groups 2, 3, and 4 were injected (i.p) with methamphetamine (10 mg/kg) twice a day over seven-day period, where groups 3 and 4 were injected (i.p) with 60 mg/kg chlorogenic acid and 40 mg/kg Caftaric acid, respectively, one day before methamphetamine injections. Methamphetamine increased serum aspartate aminotransferase, alanine aminotransferase, alkaline phosphatase, bilirubin, cholesterol, low-density lipoprotein, and triglycerides. Also, malondialdehyde in serum, liver, and brain and plasma and liver nitric oxide levels were increased while methamphetamine induced a significant decrease in serum total protein, albumin, globulin, albumin/globulin ratio, brain serotonin, norepinephrine and dopamine, blood and liver superoxide dismutase, and glutathione peroxidase levels. Chlorogenic and Caftaric acids prior to methamphetamine injections restored all the above parameters to normal values. In conclusion, chlorogenic and Caftaric acids before methamphetamine injections prevented liver toxicity and oxidative stress where chlorogenic acid was more effective.
The fate of trans-caftaric acid administered into the rat stomach.[Pubmed:17300159]
J Agric Food Chem. 2007 Feb 21;55(4):1604-11.
trans-Caftaric acid is the most abundant nonflavonoid phenolic compound in grapes and wines. It occurs in chicory and is one of the bioactive components of Echinacea purpurea. In order to fill the gap of knowledge about its bioavailability in mammals, we investigated its absorption, tissue distribution, and metabolism in rats. Assuming that the stomach is a relevant site of absorption of dietary polyphenols, a solution of trans-Caftaric acid was maintained in the ligated stomach of anaesthetized rats for 20 min. Intact trans-Caftaric acid was detected in rat plasma at both 10 and 20 min (293 +/- 45 and 334 +/- 49 ng/mL, respectively), along with its O-methylated derivative trans-fertaric acid, whose concentration rose over time (from 92 +/- 12 to 185 +/- 24 ng/mL). At 20 min, both trans-Caftaric acid and trans-fertaric acid were detected in the kidney (443 +/- 78 and 2506 +/- 514 ng/g, respectively) but not in the liver. Only trans-fertaric acid was found in the urine (33.3 +/- 12.8 microg/mL). In some rats, trans-Caftaric acid was detected in the brain (180 +/- 20 ng/g).
Anti-genotoxic activity of Vitis coignetiae Pulliat towards heterocyclic amines and isolation and identification of caftaric acid as an antimutagenic component from the juice.[Pubmed:21601008]
Mutat Res. 2011 Aug 16;723(2):182-9.
Our study demonstrated that the formation of DNA adducts in liver, lungs, colon and kidneys of mice given a carcinogenic heterocyclic amine, 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) or 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), in the diet significantly decreased following the administration of the juice of Vitis coignetiae, purple berries from a vine tree. The juice of V. coignetiae significantly inhibited the clastogenicity and mutagenicity of heterocyclic amines in the micronucleus assay and the Ames test, and was an effective inhibitor of the activities of phase I enzymes (cytochrome P450 1A1 and cytochrome P450 1A2) and enhancer of the activities of phase II enzymes (uridine 5'-diphospho-glucuronosyltransferase and glutathione S-transferase). We investigated the purification and isolation of an active compound in the juice of V. coignetiae using antimutagenicity as a separation marker. Caftaric acid, a polyphenolic compound, was identified as a component responsible for antimutagenicity in the juice of V. coignetiae towards the carcinogenic heterocyclic amine 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2). This is the first report of antimutagenicity of Caftaric acid. Caftaric acid was reported as an inhibitor of the protein-protein interactions mediated by the Src-family kinases. The impact of the juice of V. coignetiae and its constituents on tumor initiation and promotion thus warrants further study.
