XanthoxyletinCAS# 84-99-1 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 84-99-1 | SDF | Download SDF |
| PubChem ID | 66548 | Appearance | Powder |
| Formula | C15H14O4 | M.Wt | 258.3 |
| Type of Compound | Coumarins | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one | ||
| SMILES | CC1(C=CC2=C(O1)C=C3C(=C2OC)C=CC(=O)O3)C | ||
| Standard InChIKey | JSJIIHRNDMLJGK-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11-9(14(10)17-3)4-5-13(16)18-11/h4-8H,1-3H3 | ||
| 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. Xanthoxyletin shows cytotoxic activity, it can inhibit the incorporation of tritiated thymidine into human leukaemia (HL-60) cells. 2. Xanthoxyletin induces S phase arrest and apoptosis in human gastric adenocarcinoma SGC-7901 cells, the effects are associated with the DNA damage, apoptosis through mitochondrial dysfunction, and cell cycle arrest at S phase in a dose-dependent manner, it also can increase the production of reactive oxygen species, suggest that xanthoxyletin may be promising anticancer agent. 3. Xanthoxyletin shows anti-inflammatory activities, it shows an inhibitory effect on iNOS protein expression at 10 microM, it also can inhibit the synthesis of nitric oxide and the protein expression of tumor necrosis factor-alpha and cyclooxygenase-2 . 4. Xanthoxyletin shows potent antibacterial, fungicidal, and algicidal properties. |
| Targets | NOS | COX | NO | TNF-α | ROS | Antifection |
Xanthoxyletin Dilution Calculator
Xanthoxyletin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.8715 mL | 19.3573 mL | 38.7147 mL | 77.4293 mL | 96.7867 mL |
| 5 mM | 0.7743 mL | 3.8715 mL | 7.7429 mL | 15.4859 mL | 19.3573 mL |
| 10 mM | 0.3871 mL | 1.9357 mL | 3.8715 mL | 7.7429 mL | 9.6787 mL |
| 50 mM | 0.0774 mL | 0.3871 mL | 0.7743 mL | 1.5486 mL | 1.9357 mL |
| 100 mM | 0.0387 mL | 0.1936 mL | 0.3871 mL | 0.7743 mL | 0.9679 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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Inhibitory effect of oxycoumarins isolated from the Thai medicinal plant Clausena guillauminii on the inflammation mediators, iNOS, TNF-alpha, and COX-2 expression in mouse macrophage RAW 264.7.[Pubmed:18636311]
J Nat Med. 2009 Jan;63(1):21-7.
In the present study, we investigated the inhibitory effect of the known oxycoumarins poncitrin (3), osthol (4), and Xanthoxyletin (5), newly isolated from Clausena guillauminii (Rutaceae), together with the known carbazoles heptaphylline (1) and 7-methoxyheptaphylline (2) on inducible-nitric oxide synthase (iNOS) expression induced by lipopolysaccharide (LPS) and the NO generation in RAW 264.7 mouse macrophages. Isolation of active oxycoumarins was guided by Western blot analysis of iNOS protein expression. These oxycoumarins showed an inhibitory effect on iNOS protein expression at 10 microM. Further examination of the inhibitory effects of these compounds on inflammation mediators revealed that the synthesis of nitric oxide (NO) and the protein expression of tumor necrosis factor-alpha (TNF-alpha) and cyclooxygenase-2 (COX-2) were inhibited by 5. It was expected that these compounds show anti-inflammatory activities.
Antimicrobial coumarins from the stem bark of Afraegle paniculata.[Pubmed:20433072]
Nat Prod Commun. 2010 Apr;5(4):559-61.
Eight compounds were isolated from the stem bark of the plant Afraegle paniculata. One of them, a dimethyl ether of S-trans-marmin (1), is reported as a new natural product. The structures were determined by comprehensive analyses of their 1D and 2D NMR spectroscopic and HREIMS data. The remaining seven known compounds, identified by comparing their spectroscopic data with those reported in the literature, were S-trans-marmin (2), psoralene (3), bergaptene (4), imperatorin (5), 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-hydroxymethyl-2,3-dihydro- 1,4,5-trioxaphenanthren-6-one (6), Xanthoxyletin (7), and beta-sitosterol glucopyranoside. Preliminary studies indicated that compounds 2, 3, 5, and 7 showed potent antibacterial, fungicidal, and algicidal properties, while 6 showed only moderate algicidal property.
Xanthoxyletin, a coumarin induces S phase arrest and apoptosis in human gastric adenocarcinoma SGC-7901 cells.[Pubmed:21875271]
Asian Pac J Cancer Prev. 2011;12(5):1219-23.
This study was conducted to explore the novel anticancer compounds from Chinese herbs. During the process of screening, to evaluate the potential chemopreventive effect of natural compounds, Xanthoxyletin was isolated from Erythrina variegata. It has been reported that Xanthoxyletin possesses antibacterial, fungicidal, and algicidal properties. In this study, we examined the antiproliferative effects of Xanthoxyletin against SGC-7901 cells and its ability to induce apoptosis and cell cycle arrest for the first time. We observed that its inhibitory effects on cells were associated with the DNA damage, apoptosis through mitochondrial dysfunction, and cell cycle arrest at S phase in a dose-dependent manner. Additionally, Xanthoxyletin also increased the production of reactive oxygen species in SGC-7901 cells. These results suggest that Xanthoxyletin may be promising anticancer agent and has worth for further mechanistic and therapeutic studies against gastric cancer.
