KielcorinCAS# 64280-48-4 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 64280-48-4 | SDF | Download SDF |
PubChem ID | 13834128 | Appearance | Powder |
Formula | C24H20O8 | M.Wt | 436.41 |
Type of Compound | Xanthones | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | (2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydro-[1,4]dioxino[2,3-c]xanthen-7-one | ||
SMILES | COC1=C(C=CC(=C1)C2C(OC3=C4C(=CC(=C3O2)OC)C(=O)C5=CC=CC=C5O4)CO)O | ||
Standard InChIKey | LRBDQYXCSFVISO-TZIWHRDSSA-N | ||
Standard InChI | InChI=1S/C24H20O8/c1-28-17-9-12(7-8-15(17)26)21-19(11-25)31-24-22-14(10-18(29-2)23(24)32-21)20(27)13-5-3-4-6-16(13)30-22/h3-10,19,21,25-26H,11H2,1-2H3/t19-,21-/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. Kielcorin shows antibacterial activity against strain EMRSA-16. 2. Kielcorin shows in vitro anti-inflammatory (respiratory burst) inhibiting activities using isolated human neutrophils (IC (50) = 965.21 ± 65.80 uM). 3. trans-Kielcorin has hepatoprotective activity, it can prevent tert-butylhydroperoxide-induced lipid peroxidation and cell death in freshly isolated rat hepatocytes. |
Targets | Immunology & Inflammation related | Antifection |
Kielcorin Dilution Calculator
Kielcorin Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.2914 mL | 11.4571 mL | 22.9142 mL | 45.8285 mL | 57.2856 mL |
5 mM | 0.4583 mL | 2.2914 mL | 4.5828 mL | 9.1657 mL | 11.4571 mL |
10 mM | 0.2291 mL | 1.1457 mL | 2.2914 mL | 4.5828 mL | 5.7286 mL |
50 mM | 0.0458 mL | 0.2291 mL | 0.4583 mL | 0.9166 mL | 1.1457 mL |
100 mM | 0.0229 mL | 0.1146 mL | 0.2291 mL | 0.4583 mL | 0.5729 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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Anti-inflammatory xanthones from the twigs of Hypericum oblongifolium wall.[Pubmed:21870324]
Planta Med. 2011 Dec;77(18):2013-8.
Two new xanthonolignoids, hypericorin A (1) and hypericorin B (2), along with five known new source compounds, a xanthonolignoid, Kielcorin (3), 4-hydroxy-2,3-dimethoxyxanthone (4), 3,4,5-trihydroxyxanthone (5), 1,3-dihydroxy-5-methoxyxanthone ( 6) and 1,3,7-trihydroxyxanthone (7), were isolated from the stems (twigs) of Hypericum oblongifolium Wall. The structures of the new compounds were deduced on the basis of spectroscopic techniques (EI-MS, HREI-MS, (1)H NMR, (13)C NMR, HMQC, HMBC, and NOESY). We also report herein for the first time the single crystal X-ray structure of compound 6. Compounds 1- 7 were screened for their IN VITRO anti-inflammatory (respiratory burst) inhibiting activities using isolated human neutrophils; compounds 1, 2, 3, 5, and 7 showed significant activities (IC (50) = 816.23 +/- 73.30, 985.20 +/- 55.80, 965.21 +/- 65.80, 907.20 +/- 50.80, 975.20 +/- 81.10 microM, respectively), compound 6 showed moderate activity (IC (50) = 2500.85 +/- 50.50 microM), while compound 4 was totally inactive at 1000 microg/mL as compared to the positive control used, indomethacin (IC (50) = 757.99 +/- 5.90 microM), and aspirin (IC (50) = 279.44 +/- 4.40 microM). Compound 4 was also inactive in comparison with other tested Hypericum compounds.
Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis.[Pubmed:26900954]
J Nat Prod. 2016 Mar 25;79(3):470-6.
Bioactivity-guided fractionation of the EtOH extract of the branches of Kielmeyera variabilis led to the isolation of a new acylphoroglucinol (1), which was active against all the MRSA strains tested herein, with pronounced activity against strain EMRSA-16. Compound 1 displayed an MIC of 0.5 mg/L as compared with an MIC of 128 mg/L for the control antibiotic norfloxacin. The structure of the new compound was elucidated by 1D and 2D NMR spectroscopic analysis and mass spectrometry, and experimental and calculated ECD were used to determine the absolute configurations. The compounds beta-sitosterol (2), stigmasterol (3), ergost-5-en-3-ol (4), and osajaxanthone (5) also occurred in the n-hexane fraction. The EtOAc fraction contained nine known xanthones: 3,6-dihydroxy-1,4,8-trimethoxyxanthone (6), 3,5-dihydroxy-4-methoxyxanthone (7), 3,4-dihydroxy-6,8-dimethoxyxanthone (8), 3,4-dihydroxy-2-methoxyxanthone (9), 5-hydroxy-1,3-dimethoxyxanthone (10), 4-hydroxy-2,3-dimethoxyxanthone (11), Kielcorin (12), 3-hydroxy-2-methoxyxanthone (13), and 2-hydroxy-1-methoxyxanthone (14), which showed moderate to low activity against the tested MRSA strains.
Hepatoprotective activity of xanthones and xanthonolignoids against tert-butylhydroperoxide-induced toxicity in isolated rat hepatocytes--comparison with silybin.[Pubmed:8592682]
Pharm Res. 1995 Nov;12(11):1756-60.
PURPOSE: Synthesize and evaluate the protective activity against tertbutylhydroperoxide-induced toxicity in freshly isolated rat hepatocytes of trans-Kielcorin, trans-isoKielcorin B, as well as their respective building blocks 3,4-dihydroxy-2-methoxyxanthone and 2,3-dihydroxy-4-methoxyxanthone. METHODS: Wistar rats, weighing 200-250g were used. Hepatocyte isolation was performed by collagenase perfusion. Incubations were performed at 37 degrees C, using 1 million cells per milliliter in modified Krebs--Henseleit buffer. The protective activity was evaluated by measuring reduced and oxidized glutathione, lipid peroxidation and cell viability after inducing toxicity with tert-butylhydroperoxide (1.0 mM, 30 min), with or without the studied compounds in the concentrations of 0.025, 0.050, 0.100 and 0.200 mM. Silybin was tested in the same experimental conditions to serve as a positive control. RESULTS: Using these concentrations, the tested compounds prevented tert-butylhydroperoxide-induced lipid peroxidation and cell death in freshly isolated rat hepatocytes. All compounds were also effective in preventing perturbation of cell glutathione homeostasis in some extent. 3,4-Dihydroxy-2-methoxyxanthone and 2,3-dihydroxy-4-methoxyxanthone were more effective than trans-Kielcorin and trans-isoKielcorin B respectively. Silybin was less effective in protecting cells against lipid peroxidation and loss of cell viability than the four xanthonic derivatives. CONCLUSIONS: The tested compounds protected the freshly isolated rat hepatocytes against tert-butylhydroperoxide-induced toxicity.