EpoxymicheliolideCAS# 1343403-10-0 |
Quality Control & MSDS
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| Cas No. | 1343403-10-0 | SDF | Download SDF |
| PubChem ID | 71490387 | Appearance | Powder |
| Formula | C15H20O4 | M.Wt | 264.3 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Synonyms | 1β,10β-Epoxymicheliolide | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (1R,3S,6S,10S,11S,12R)-12-hydroxy-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradecan-8-one | ||
| SMILES | CC1(CCC23C1C4C(CCC2(O3)C)C(=C)C(=O)O4)O | ||
| Standard InChIKey | IFWNFKWDSMXFLK-NCWRXGJMSA-N | ||
| Standard InChI | InChI=1S/C15H20O4/c1-8-9-4-5-14(3)15(19-14)7-6-13(2,17)11(15)10(9)18-12(8)16/h9-11,17H,1,4-7H2,2-3H3/t9-,10-,11-,13+,14-,15+/m0/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 | Epoxymicheliolide, a novelguaiane-type sesquiterpene lactone, inhibits NF‑κB/COX‑2 signaling pathways by targeting leucine 281 and leucine 25 in IKKβ in renal cell carcinoma, it may be a novel anticancer agent in the treatment of renal cell carcinoma. |
| Targets | NF‑κB | COX‑2 |
| Kinase Assay | Epoxymicheliolide, a novelguaiane-type sesquiterpene lactone, inhibits NF‑κB/COX‑2 signaling pathways by targeting leucine 281 and leucine 25 in IKKβ in renal cell carcinoma[Reference: WebLink]International Journal of Oncology,2018,53(3).Parthenolide (PTL) is a sesquiterpene lactone compound obtained from Tanacetum parthenium (feverfew) and inhibits the activation of nuclear factor (NF)-κB. Epoxymicheliolide (EMCL) is a compound which is structurally related to PTL; however, EMCL is more stable under acidic and alkaline conditions. As a biologically active molecule, the detailed mechanism by which EMCL inhibits tumor activity remains to be elucidated. |
Epoxymicheliolide Dilution Calculator
Epoxymicheliolide Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.7836 mL | 18.9179 mL | 37.8358 mL | 75.6716 mL | 94.5895 mL |
| 5 mM | 0.7567 mL | 3.7836 mL | 7.5672 mL | 15.1343 mL | 18.9179 mL |
| 10 mM | 0.3784 mL | 1.8918 mL | 3.7836 mL | 7.5672 mL | 9.4589 mL |
| 50 mM | 0.0757 mL | 0.3784 mL | 0.7567 mL | 1.5134 mL | 1.8918 mL |
| 100 mM | 0.0378 mL | 0.1892 mL | 0.3784 mL | 0.7567 mL | 0.9459 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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Epoxymicheliolide is a micheliolide derivative.
References:
[1]. Qi Z, et al. Study of effects of micheliolide on ovarian cancer cell lines and its mechanism. Zhonghua Fu Chan Ke Za Zhi. 2016 Sep 25;51(9):688-692.
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Epoxymicheliolide, a novelguaiane-type sesquiterpene lactone, inhibits NFkappaB/COX2 signaling pathways by targeting leucine 281 and leucine 25 in IKKbeta in renal cell carcinoma.[Pubmed:29956738]
Int J Oncol. 2018 Sep;53(3):987-1000.
Parthenolide (PTL) is a sesquiterpene lactone compound obtained from Tanacetum parthenium (feverfew) and inhibits the activation of nuclear factor (NF)-kappaB. Epoxymicheliolide (EMCL) is a compound which is structurally related to PTL; however, EMCL is more stable under acidic and alkaline conditions. As a biologically active molecule, the detailed mechanism by which EMCL inhibits tumor activity remains to be elucidated. The present study evaluated the effect of EMCL on renal cell carcinoma (RCC) cells and identified the underlying mechanisms. It was found that treatment with EMCL significantly inhibited the proliferation of RCC cells in vitro and increased the induction of apoptosis by activating the mitochondria- and caspase-dependent pathway. Simultaneously, EMCL suppressed cell invasion and metastasis by inhibiting epithelial-mesenchymal transition, as observed in a microfluidic chip assay. Furthermore, using immuno fl uorescence analysis, an electrophoretic mobility shift assay and a dual-luciferase reporter assay, it was shown that treatment with EMCL significantly suppressed the expression of cyclooxygenase2 by inhibiting the translocation of NFkappaB p50/p65 and the activity of NFkappaB. Collectively, the results indicated that EMCL suppressed tumor growth by inhibiting the activation of NFkappaB and suggested that EMCL may be a novel anticancer agent in the treatment of RCC.
