3-HYDROXY-9BETA,13ALPHA-DIMETHYL-2-OXO-24,25,26-TRINOROLEANA-1(10),3,5,7-TETRAEN-29-OIC ACID
Celastrol
CAS: 34157-83-0
Molecular Formula: C29H38O4
3-HYDROXY-9BETA,13ALPHA-DIMETHYL-2-OXO-24,25,26-TRINOROLEANA-1(10),3,5,7-TETRAEN-29-OIC ACID - Names and Identifiers
3-HYDROXY-9BETA,13ALPHA-DIMETHYL-2-OXO-24,25,26-TRINOROLEANA-1(10),3,5,7-TETRAEN-29-OIC ACID - Physico-chemical Properties
| Molecular Formula | C29H38O4 |
| Molar Mass | 450.61 |
| Density | 1.2 |
| Melting Point | 219-230°C |
| Boling Point | 645.7±55.0 °C(Predicted) |
| Flash Point | 358.3°C |
| Solubility | Insoluble in water, soluble in dimethyl sulfoxide, absolute ethanol. |
| Vapor Presure | 2.14E-19mmHg at 25°C |
| Appearance | Red powder |
| Color | red |
| Maximum wavelength(λmax) | ['424nm(MeOH)(lit.)'] |
| pKa | 4.78±0.70(Predicted) |
| Storage Condition | -20°C |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. |
| Refractive Index | 1.602 |
| MDL | MFCD03424073 |
| Physical and Chemical Properties | Insoluble in water, soluble in dimethyl sulfoxide, anhydrous ethanol. The anticancer active ingredient is derived from Tripterygium wilfordii, Celastrus orbiculatus, and the like. |
3-HYDROXY-9BETA,13ALPHA-DIMETHYL-2-OXO-24,25,26-TRINOROLEANA-1(10),3,5,7-TETRAEN-29-OIC ACID - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | 25 - Toxic if swallowed |
| Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S24/25 - Avoid contact with skin and eyes. |
| UN IDs | UN 2811 6.1 / PGIII |
| WGK Germany | 2 |
| RTECS | YJ7900000 |
| HS Code | 29189900 |
3-HYDROXY-9BETA,13ALPHA-DIMETHYL-2-OXO-24,25,26-TRINOROLEANA-1(10),3,5,7-TETRAEN-29-OIC ACID - Reference
| Reference Show more | 1. Hu Shaoying, Zhang Zhenhai, Jiang Yanrong, etc. Study on sustained-release solid dispersion of tripterine based on HPMC-stearic acid [J]. Chinese Journal of Traditional Chinese Medicine, 2012, 37(020):3052-3055. 2. Chen Xiaoyun, Zhang Zhenhai, Hu Shaoying, et al. Study on sustained-release solid dispersion of tripterine based on stearic acid modified nano-calcium carbonate [J]. Chinese Pharmaceutical Journal, 2013, 48(16):1380-1384. 3. Wang Li, Qin Guifang, Ke Hong, Wei Guangmin. Effect of celastrol on coagulation function in SCID mouse model of acute promyelocytic leukemia [J]. Emergency of traditional Chinese medicine, 2019,28(02):232-235. 4. Xu Jia, Wu chunlian, Peng Cong, etc. Effects of tripterine on proliferation and apoptosis of human lung cancer cells [J]. Journal of Xihua Normal University (Natural Science Edition), 2014(1):51-56. 5. Wu Zhang, LV Wang, Chen Xinguo, etc. Protective effect of tripterine on high glucose-induced injury in H9C2 cells [J]. Journal of Wenzhou Medical University, 2020, 23 (1):24-29. 6. Xia Haijian, 2], Zhang Zhenhai, et al. Preparation and in vitro evaluation of celastrol-cyclodextrin and oil self-assembly beads drug delivery system [J]. Chinese Herbal Medicine, 2013, 44(019):2672-2676. 7. Xia Haijian, Zhang Zhenhai, Jia, Xiaobin. Study on sustained-release dropping pills of tripterine [J]. Chinese Herbal Medicine, 2013, 44(7):834-838. 8. Hu Shaoying, Zhang Zhenhai, Jiang Yanrong, et al. Study on sustained release solid dispersion of celastrol colloidal silica [J]. Chinese Herbal Medicine, 2013(6):692-695. 9. Cobb, Wancai water, Li-ana, et al. Apoptosis of multiple myeloma H929 cells induced by tripterine [J]. Chinese Journal of pathophysiology, 2020(3):487-494. 10. Xu Jia, Wu chunlian. Apoptosis of H1299 non-small cell lung cancer cells induced by tripterine and its mechanism [J]. Chinese herbal medicines, 2015, 38(09): 1920-1928. 11. Xu Jia, Wu chunlian, Huang Jie. Tripterine inhibits metastasis of lung cancer cells by affecting Akt signaling pathway and integrin expression [J]. Chinese Journal of Traditional Chinese Medicine, 2015, 40(006):1129-1133. 12. Hu Shishang, Zhou Yuanyuan, Wu Zihao, Zhu Min, Yu Xueyan, du buyu, Yu Qingqing. Effect of polyphylla saponin VII on pancreatic cancer cells [J]. Journal of Hubei University of Medicine and Pharmacy, 2020,39(06): 528 13. Kang, Qian, et al. "Application of quality by design approach to formulate and optimize tripterine loaded in nanostructured lipid carriers for transdermal delivery." Journal of Drug Delivery Science and Technology 52 (2019): 1032-1041.https://doi.org/10.10 14. Sun, J, Wang, H-J, Yu, J, Li, T, Han Y. Protective effect of celastrol on type 2 diabetes mellitus with nonalcoholic fatty liver disease in mice. Food Sci Nutr. 2020; 8: 6207- 6216. https://doi.org/10.1002/fsn3.1917 15. [IF=6.953] Yun Qian et al."Nanoparticles based on polymers modified with pH-sensitive molecular switch and low molecular weight heparin carrying Celastrol and ferrocene for breast cancer treatment."Int J Biol Macromol. 2021 Jul;183:2215 16. [IF=6.4] Jinran Li et al."Celastrol Self-Stabilized Nanoparticles for Effective Treatment of Melanoma."Int J Nanomed. 2020; 15: 1205-1214 17. [IF=3.981] Qian Kang et al."Application of quality by design approach to formulate and optimize tripterine loaded in nanostructured lipid carriers for transdermal delivery."J Drug Deliv Sci Tec. 2019 Aug;52:1032 |
3-HYDROXY-9BETA,13ALPHA-DIMETHYL-2-OXO-24,25,26-TRINOROLEANA-1(10),3,5,7-TETRAEN-29-OIC ACID - Reference Information
| pharmacological effects | tripterygium wilfordii, also known as serpentine, is a natural product with a variety of biological activities. it has a strong antioxidant effect, anti-cancer neovascularization effect, anti-rheumatoid effect, mainly from the root bark of Tripterygium wilfordii, a plant of Euonymus family, it is one of the effective ingredients in the treatment of rheumatoid disease tripterygium wilfordii tablets, tripterygium wilfordii polyglycoside tablets and other preparations. the main activity and pharmacological action of triptolide: 1, cytotoxic activity. In vitro, it has strong non-specific cytotoxic activity against P388 and a group of human cancer cell strains. 2, immune regulation. The formation of hemolytic plaque cells in mouse spleen cells was obviously inhibited. Delayed hypersensitivity in mice was significantly inhibited. 3, anti-inflammatory effect. At 0.5 mg/kg, the formation of cotton ball granuloma in rats was significantly inhibited. At 0.1~1.0 μg/mL, the production of PGE2 induced by yeast sugar was inhibited. At 1.0 μg/mL, phagocytosis of macrophages was inhibited. 4, the anti-peroxidation effect of triptolide is 15 times that of tocopherol, and the IC50 is 7 μM. Inhibit peroxidation inside and outside the mitochondrial membrane and directly scavenge free radicals. 5, tripterygium wilfordii can prolong the sleep time of mice induced by pentobarbital sodium. 6, immunosuppressive effect: inhibit the proliferation of spleen cells induced by PHA, ConA, LPS, etc., and inhibit the proliferation of lymphocytes. 7, inhibiting the fertilization ability of guinea pig sperm in vitro, the activity is significantly stronger than gossypol acetate. 8, anti-arthritis effect. Inhibit the activity of interleukin-1 inside and outside mouse peritoneal macrophages, inhibit the production of interleukin-2 by mouse spleen cells, and reduce the release of PGE2 by rabbit synovial cells. |
| application field | Tripterygium wilfordii, also known as "broken intestine grass", as the name implies, shows its toxicity. In Mr. Jin Yong's pen, although Tripterygium wilfordii is highly toxic, it can solve the "poison of love flowers" after being tempered by traditional Chinese medicine ". In modern medicine, one of the most important active ingredients of Tripterygium wilfordii, Tripterygium wilfordii, has been found to be used to treat obesity, chronic inflammation and immune diseases. In 2007, triptolide, artemisinin, triptolide, capsaicin and curcumin were listed by Cell as the five natural compounds most likely and most worthy of development as modern drugs. Although high-dose tripterygium has certain cardiotoxicity, low-dose tripterygium has been found to protect the cardiovascular system. Its exact curative effect, internal mechanism and unknown target have attracted the attention of many scientists. |
| Scientific research results | Professor Zhang Xiaokun's research group from the School of Pharmacy of Xiamen University published a new achievement in 2017 in Molecular Cell, a sub-issue of the international first-class academic journal Cell, revealing the important targets and mechanisms of tripterygium wilfordii isolated and extracted from the traditional medicinal plant Tripterygium wilfordii in regulating metabolism, and discovering potential treatment methods for obesity. Tripterygium wilfordii is as famous as artemisinin, and is listed by Cell magazine as one of the five traditional natural medicinal compounds most likely to be developed into modern drugs. The recently discovered super weight loss effect of triptolide makes this traditional Chinese medicine ingredient popular all over the world. However, the specific target and molecular mechanism of triptolide are unclear, which has hindered its development into modern drugs. Professor Zhang Xiaokun's research group recently discovered that tripterygium can bind to the orphan nuclear receptor Nur77 in the nucleus, induce a specific mechanism, remove damaged mitochondria, and inhibit inflammation and obesity and other related diseases. The results clearly showed that tripterygium effectively inhibited weight gain in mice fed a high-fat diet. This result determines the specific target and new molecular mechanism of tripterygium action, breaks through the major problems in the process of transforming natural products into modern drugs, and lays a strong foundation for the development of the medicinal value of tripterygium The theoretical foundation is conducive to promoting the development of inflammatory diseases and obesity treatment drugs. The orphan nuclear receptor Nur77, which plays an important role in regulating metabolism, will be a potential drug target for the treatment of obesity. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: It has a strong antioxidant effect, anti-cancer neovascularization effect, and anti-rheumatoid effect. an effective proteasome inhibitor, confirmed by inhibiting proteasome activity to induce cancer cell apoptosis |
Last Update：2024-04-09 20:52:54
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Featured ProductsSpot supply
Product Name: Celastrol Visit Supplier Webpage Request for quotationCAS: 34157-83-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Celastrol Visit Supplier Webpage Request for quotationCAS: 34157-83-0
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
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