58812-37-6
Toosendanin
CAS: 58812-37-6
Molecular Formula: C30H38O11
58812-37-6 - Names and Identifiers
| Name | Toosendanin |
| Synonyms | Toosendani TOOSENDANIN Toosendanin Chuanliansu Chuanliansu 28-Deacetylsendanin Toosendanin 58812-37-6 12-AcetoxyaMoorastatin |
| CAS | 58812-37-6 |
| InChI | InChI=1/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20?,21+,23-,24-,25?,26+,27+,28+,29+,30+/m0/s1 |
58812-37-6 - Physico-chemical Properties
| Molecular Formula | C30H38O11 |
| Molar Mass | 574.62 |
| Density | 1.2084 (rough estimate) |
| Melting Point | 170-175°C |
| Boling Point | 555.97°C (rough estimate) |
| Specific Rotation(α) | -13.1°(c=1.75，acetone) |
| Flash Point | 385.6°C |
| Solubility | Easily soluble in pyridine, acetone, ethanol, methanol, slightly soluble in chloroform, benzene, almost insoluble in petroleum ether and water. |
| Vapor Presure | 2.15E-21mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White to Pale Beige |
| pKa | 12.15±0.70(Predicted) |
| Storage Condition | Refrigerator |
| Refractive Index | 1.5970 (estimate) |
| MDL | MFCD00210564 |
| Physical and Chemical Properties | Effective ingredients derived from the root bark and bark of Neem. |
| In vivo study | Toosendanin (0.5 and 1 mg/kg, Intraperitoneal injection daily for 7 days) alleviates DSS-induced experimental colitis by inhibiting M1 macrophage polarization and regulating NLRP3 inflammasome and Nrf2/HO-1 signaling, and may provide a novel Chinese patent medicine for the treatment of murine colitis. Animal Model: Forty-eight male C57BL/6 mice weighing 20-22 g. Dosage: 0.5 and 1 mg/kg. Administration: Intraperitoneal injection daily for 7 days. Result: Protected against DSS-induced colitis in mice. Inhibited the expression of proinflammatory cytokines in DSS-induced UC and improved oxidative stress. |
58812-37-6 - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29389090 |
58812-37-6 - Reference
| Reference Show more | 1. Ji from Lan, Gui, Shuangying, Zuojian. Comparative study on different processed products of fructus toosendan [J]. Modern Chinese medicine research and practice 2012 026(002):51-53. 2. Bai ruocen Liu Mei Zhang Xiaoqing Chen Yanfei Wang Miao Zhao Chunjie. Simultaneous determination of four components in Danyi Kangtai powder by HPLC with two-wavelength change [J]. Journal of Shenyang Pharmaceutical University 2017 34(12):1072-1076 1083. 3. Nieying, Li Zhiyu, Yao Weifeng. Analysis of chemical components of Azadirachta praeparata by liquid chromatography time-of-flight mass spectrometry [J]. Anhui Medical Journal, 2013(06):943-945. 4. Yu Jiaoyan, Wang Qingwei, Shi Lei, et al. Pharmacokinetics of toosendanin in the extract of fructus toosendan in rats [J]. China Medical leads, 2019, 016(030):21-25. 5. Niqi bin, Chen Ling, Chen Qian, etc. HPLC-TOF-MS analysis of chemical constituents in fructus toosendan decoction pieces [J]. Chinese Journal of Hospital Pharmacy, 2013, 33(023): 448-1951. 6. Shao Xiying, Cai Jinwei, Jin Hongchuan, etc. Inhibitory effect of toosendanin on proliferation of breast cancer MDA-MB-231 cells [J]. Jiangsu Medicine, 2015(11):1255-1257. 7. Cai Jinwei, Tang Haibiao, Shao Xiying, et al. Inhibitory effect of toosendanin on the growth of breast cancer cells [J]. Chinese Journal of Cancer, 2014, 23(004):342-345. 8. Li Shaoru, Li Yan, Hu Ruili, etc. Toosendanin inhibits ovarian cancer growth and promotes tumor cell apoptosis in nude mice [J]. Basic & Clinical Medicine, 2019, 039(007):1031-1035. 9. Nieying, Yao Weifeng. Optimization of ultrasonic-assisted extraction of toosendanin from fructus toosendan by orthogonal design [J]. Jilin Traditional Chinese Medicine, 2012, 32(010):1054-1056. 10. [IF = 5.34] Fan Yang et al."Identification of serum microRNAs as potential biological biomarkers for toosendanin-induced liver injury in mice." Phytopedicine. 2019 May;58:152867 11. [IF = 4.667] Ge Wang et al."Toosendanin Shows Potent Efficacy Against Human Ovarian Cancer through Caspase-Dependent Mitochondrial Apoptotic Pathway."Am J Chinese Med. 2021 Sep;49(07):1757-1772 12. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950 13. [IF=5.192] Jingnan Zhang et al.Toosendanin and isotoosendanin suppress triple-negative breast cancer growth via inducing necrosis, apoptosis and autophagy.Chem-Biol Interact. 2021 Nov;:109739 14. [IF=6.576] Mei Yang et al."Chemical Variation of Chenpi (Citrus Peels) and Corresponding Correlated Bioactive Compounds by LC-MS Metabolomics and Multibioassay Analysis."Front Nutr. 2022; 9: 825381 |
58812-37-6 - Nature
Open Data Verified Data
- pure white needle-like crystals, odorless, bitter, soluble in ethanol, ethyl acetate, acetone, dioxane, pyridine, etc., slightly soluble in hot water, chloroform, benzene, ether, etc. Melting point 178~180 ℃ (containing a molecule of crystal water).
- single dosage form was 0.5% azadirachtin insecticidal EC; Compound preparation was 1. 1% stemona · Melia-tobacco EC.
Last Update：2024-01-02 23:10:35
58812-37-6 - Preparation Method
Open Data Verified Data
It is present in the bark and seed nuclei of Melia Azadirachta and Melia Azadirachta. Technological process: the bark of Melia azedarach is crushed, extracted, vacuum concentrated, spray dried, and the crude extract is extracted with a compound solvent to make toosendanin insecticidal emulsifiable concentrate (or processed into toosendanin wettable powder insecticide).
Last Update：2022-01-01 11:18:16
58812-37-6 - Use
Open Data Verified Data
plant-derived insecticides, mainly for the insect Antifeedant, avoid, interfere with growth and development and poison the role of a variety of pests have a high activity, can be used to control a variety of lepidopteran pests such as Brassica rapa, Spodoptera litura, diamondback moth, rape moth larvae. Most with other pesticides such as fenvalerate, urea and other mixtures for the control of pests such as cabbage.
Last Update：2022-01-01 11:18:17
58812-37-6 - Safety
Open Data Verified Data
low toxicity to higher animals, mice acute oral LD50 >lOOOOmg/kg
Last Update：2022-01-01 11:18:17
58812-37-6 - Reference Information
| Background | Melia azedarach is a common plant of the genus Melia, and its main active ingredient, Melia azedarach (toosendanin), can be used as a traditional Chinese medicine to drive ascariae, antibacterial, but also a kind of insecticide with broad prospects for development, has a toxic effect on a variety of pests, mainly manifested in the avoidance and refusal of food; inhibit the growth and development of insects, contact, internal inhalation and drug production. The extract of toosendan is derived from the Melia melia toosendan Sieb. et Zucc. Dry and mature fruits. Harvest when the fruit is ripe in winter, remove impurities and dry. |
| efficacy | toosendan extract has the functions of removing dampness and heat, clearing liver fire, relieving pain and killing insects. Treat heat and heartache, hypochondriac pain, hernia pain, and abdominal pain. |
| Melia azedarach bark extract | Melia azedarach is a substance isolated from the bark of the natural plant Melia azedarach. It has the effect of repelling roundworms, pinworms and whipworms, with the most obvious effect on roundworms. the root of neem is bitter, the trunk is bitter, the branches and leaves are bitter, and the life soaked with bitter juice gives birth to fragrant flowers. |
| biological activity | Toosendanin is a triterpene extracted from azalea fruit skin, which has analgesic, insecticidal and anti-inflammatory effects. |
| in vivo study | Toosendanin (0.5 and 1 mg/kg, Intraperitoneal injection daily for 7 days) alleviates DSS-induced experimental colitis by inhibiting M1 macrophage polarization and regulating NLRP3 inflammasome and Nrf2/HO-1 signaling, and may provide a novel Chinese patent medicine for the treatment of murine colitis. Animal Model: forty-eight male C57BL/6 mice weighing 20-22g. Dosage: 0.5 and 1 mg/kg. Administration: Intraperitoneal injection daily for 7 days. Result: Protected against DSS-induced colitis in mice. Inhibited the expression of proinflammatory cytokines in DSS-induced UC and improved oxidative stress. |
| Animal Model: | Forty-eight male C57BL/6 mice weighing 20-22 g. |
| Dosage: | 0.5 and 1 mg/kg. |
| Administration: | Intraperitoneal injection daily for 7 days. |
| Result: | Protected against DSS-induced colitis in mice. Inhibited the expression of proinflammatory cytokines in DSS-induced UC and improved oxidative stress. |
| Chemical properties | are derived from the effective ingredients proposed from the root bark and bark of Melia indica. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: Mainly used to drive hookworm, roundworm, pinworm and mixed infection. Toosendanin is an effective component of the skin of neem. It has a stronger effect than ethanol extract, and has a slow and long effect compared with the mountain year. Toosendanin has an inhibitory effect on the respiratory center. |
Last Update：2024-04-09 02:00:01
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Product Name: Toosendanin Visit Supplier Webpage Request for quotationCAS: 58812-37-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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