TirotundinCAS# 56377-67-4 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 56377-67-4 | SDF | Download SDF |
| PubChem ID | 324884 | Appearance | Powder |
| Formula | C19H28O6 | M.Wt | 352.4 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1CC2C(C(CC3(CCC1(O3)O)C)OC(=O)C(C)C)C(=C)C(=O)O2 | ||
| Standard InChIKey | VKWNXJLVNFOOOS-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C19H28O6/c1-10(2)16(20)24-14-9-18(5)6-7-19(22,25-18)11(3)8-13-15(14)12(4)17(21)23-13/h10-11,13-15,22H,4,6-9H2,1-3,5H3 | ||
| 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. Tirotundin is a PPARα/γ dual agonist, it exerts anti-diabetic effect through PPARγ pathway. 2. Tirotundin shows anti-inflammatory activity, it inhibits inhibit the activation of NF-kappa B, thereby, the synthesis of inflammatory mediators such as cytokines and chemokines is reduced. |
| Targets | PPAR | NF-kB | COX |
Tirotundin Dilution Calculator
Tirotundin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8377 mL | 14.1884 mL | 28.3768 mL | 56.7537 mL | 70.9421 mL |
| 5 mM | 0.5675 mL | 2.8377 mL | 5.6754 mL | 11.3507 mL | 14.1884 mL |
| 10 mM | 0.2838 mL | 1.4188 mL | 2.8377 mL | 5.6754 mL | 7.0942 mL |
| 50 mM | 0.0568 mL | 0.2838 mL | 0.5675 mL | 1.1351 mL | 1.4188 mL |
| 100 mM | 0.0284 mL | 0.1419 mL | 0.2838 mL | 0.5675 mL | 0.7094 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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Study of three sesquiterpene lactones from Tithonia diversifolia on their anti-inflammatory activity using the transcription factor NF-kappa B and enzymes of the arachidonic acid pathway as targets.[Pubmed:9810261]
Planta Med. 1998 Oct;64(7):588-93.
In Central America leaf extracts from the Asteraceae Tithonia diversifolia are used externally for the treatment of haematomas and wounds. Therefore, the main sesquiterpene lactones (Sls) of this species growing in Costa Rica, diversifolin (1), diversifolin methyl ether (2), and Tirotundin (3), were studied for their anti-inflammatory activity. We determined whether these compounds inhibit cyclooxygenase-I, phospholipase A2, or the transcription factor NF-kappa B. Here we show that these Sls do not influence the enzymes of the arachidonic acid pathway, but inhibit the activation of NF-kappa B. Thereby, the synthesis of inflammatory mediators such as cytokines and chemokines is reduced. Our results indicate that the inhibitory activity of compounds 1-3 is due to alkylation of cysteine residues, which are probably located in the DNA binding domain of NF-kappa B. The Sls were also studied for their antibacterial activity, but only Sl 1 was moderately active against Bacillus subtilis in the agar plate diffusion test.
Sesquiterpene lactones from Tithonia diversifolia act as peroxisome proliferator-activated receptor agonists.[Pubmed:22424975]
Bioorg Med Chem Lett. 2012 Apr 15;22(8):2954-8.
Tithonia diversifolia is a well-known traditional Chinese medicine treating diabetes, hepatitis, and hepatocarcinoma but its molecular mechanism is not fully understood. Peroxisome proliferator-activated receptors (PPARs) alpha and gamma are members of nuclear receptor superfamily. Their agonists are prescribed as antihyperlipidemic and antihyperglycemic drugs now. In this study, sesquiterpene lactones, Tirotundin and tagitinin A, were isolated from T. diversifolia and evaluated for their activity against PPARs by the transient transfection reporter assay. Tirotundin and tagitinin A transactivated PPARgamma dependent promoters including PPRE (PPARgamma response element), SHP, and ABCA1 gene promoters in dose-dependent manner. Furthermore, the fluorescence polarization competitive binding assay showed that Tirotundin (IC(50)=27 muM) and tagitinin A (IC(50)=55 muM) enhanced PPARgamma transactivation activity by directly binding to PPARgamma ligand binding domain. Additionally, they stimulated the transactivation of PPARalpha dependent SULT2A1 gene promoter by 2.3-fold of vehicle effect at 10 muM. These results highly indicated that Tirotundin and tagitinin A are the active components of T. diversifolia to exert anti-diabetic effect through PPARgamma pathway. Moreover, these sesquiterpene lactones behaved as PPARalpha/gamma dual agonists so they might be useful as the potential herbal treatment for diabetes.
