alpha-TerthienylmethanolCAS# 13059-93-3 |
Quality Control & MSDS
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| Cas No. | 13059-93-3 | SDF | Download SDF |
| PubChem ID | 454740 | Appearance | Yellow powder |
| Formula | C13H10OS3 | M.Wt | 278.4 |
| Type of Compound | Thiophenes | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]methanol | ||
| SMILES | C1=CSC(=C1)C2=CC=C(S2)C3=CC=C(S3)CO | ||
| Standard InChIKey | WAYZWWNNJZMQCQ-UHFFFAOYSA-N | ||
| 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. Alpha-terthienylmethanol possesses potent cytotoxic activity against human endometrial cancer cells. 2. Alpha-terthienylmethanol inhibits growth mediated by the induction of apoptosis, as shown by the accumulation of sub-G1 and apoptotic cells. |
| Targets | NADPH-oxidase | ROS |
alpha-Terthienylmethanol Dilution Calculator
alpha-Terthienylmethanol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.592 mL | 17.9598 mL | 35.9195 mL | 71.8391 mL | 89.7989 mL |
| 5 mM | 0.7184 mL | 3.592 mL | 7.1839 mL | 14.3678 mL | 17.9598 mL |
| 10 mM | 0.3592 mL | 1.796 mL | 3.592 mL | 7.1839 mL | 8.9799 mL |
| 50 mM | 0.0718 mL | 0.3592 mL | 0.7184 mL | 1.4368 mL | 1.796 mL |
| 100 mM | 0.0359 mL | 0.1796 mL | 0.3592 mL | 0.7184 mL | 0.898 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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alpha-Terthienylmethanol, isolated from Eclipta prostrata, induces apoptosis by generating reactive oxygen species via NADPH oxidase in human endometrial cancer cells.[Pubmed:25940205]
J Ethnopharmacol. 2015 Jul 1;169:426-34.
ETHNOPHARMACOLOGICAL RELEVANCE: Eclipta prostrate L. (syn. E. alba Hassk), commonly known as False Daisy, has been used in traditional medicine in Asia to treat a variety of diseases, including cancer. Although an anti-tumor effect has been suggested for E. prostrata, the exact anti-tumor effects and underlying molecular mechanisms of its bioactive compounds are poorly understood. The aim of this study was to identify compounds with anti-cancer activity from E. prostrata and to investigate their mechanism of action. MATERIALS AND METHODS: To assess cell viability, cell cycle progression, and apoptosis, we performed MTT assays and FACS analysis using Annexin and PI staining. We also investigated reactive oxygen species (ROS) production and caspase activation using flow cytometry and Western blot analysis, respectively. Cytosolic translocation of cytochrome c was measured using an ELISA kit. Antioxidants, MAPK signaling inhibitors, NADPH oxidase inhibitors, and siRNA were used to elucidate the molecular mechanism of action of the compound. RESULTS: We isolated five terthiophenes from the n-hexane fraction of E. prostrata; of these, alpha-Terthienylmethanol possessed potent cytotoxic activity against human endometrial cancer cells (Hec1A and Ishikawa) (IC50<1muM). The growth inhibitory effect of alpha-Terthienylmethanol was mediated by the induction of apoptosis, as shown by the accumulation of sub-G1 and apoptotic cells. In addition, alpha-Terthienylmethanol triggered caspase activation and cytochrome c release into the cytosol in a time-dependent manner. Moreover, alpha-Terthienylmethanol increased the intracellular level of ROS and decreased that of GSH, and the antioxidants N-acetyl-l-cysteine and catalase significantly attenuated alpha-Terthienylmethanol-induced apoptosis. We further demonstrated that inhibition of the NADPH oxidase attenuated alpha-Terthienylmethanol-induced cell death and ROS accumulation in endometrial cancer cells. CONCLUSION: Overall, these results suggest that alpha-Terthienylmethanol, a naturally occurring terthiophene isolated from E. prostrata, induces apoptosis in human endometrial cancer cells by ROS production, partially via NADPH oxidase.
