Name | Cimicifugoside |
Synonyms | Cimicifugoside CIMICIFUGOSIDE Prim-O-glucosylcimifygin |
CAS | 66176-93-0 |
InChI | InChI=1/C37H54O11/c1-17-12-37(29-34(7,47-29)30(42)48-37)46-20-13-32(5)22-9-8-21-31(3,4)23(45-28-27(41)26(40)19(39)15-43-28)10-11-35(21)16-36(22,35)14-24(44-18(2)38)33(32,6)25(17)20/h9,17,19-21,23-30,39-42H,8,10-16H2,1-7H3/t17-,19-,20+,21+,23+,24-,25+,26+,27-,28+,29?,30?,32+,33-,34?,35-,36+,37?/m1/s1 |
Molecular Formula | C37H54O11 |
Molar Mass | 674.82 |
Density | 1.38±0.1 g/cm3(Predicted) |
Melting Point | 132-133°C |
Boling Point | 736.9°C |
Specific Rotation(α) | +33.3 (c, 0.6 in CHCl3) |
Solubility | Easily soluble in methanol, ethanol and water. |
Appearance | White powder |
pKa | 12.14±0.70(Predicted) |
Storage Condition | 2-8℃ |
Refractive Index | 1.619 |
MDL | MFCD09037394 |
Reference Show more | 1. Huang Xiaowei, Li Xin, Wu yuezheng, Zhao Weitong, Ye doudan, Xin Guo. Effect of different time decocting wind on the content and pharmacodynamics of effective components in wind power [J]. Journal of Changchun University of Traditional Chinese Medicine 2018 34(05):868-871 1030-1031. 2. Xin Li, Xin Guo, Xin Yu, et al. Effect of decoction time on the contents of coxigenin glycoside and 5-o-methyl-visinol glycoside in saposhnikovia divaricata [J]. Panax ginseng research, 2017(5). 3. Cao Wenzheng, Su Wenlong, Li Hanyang, Yu yuetin, Su Xinxin, Xia Hecheng, Gao Hongmei. The standard decoction of fangfeng decoction pieces [J]. Chinese Journal of Experimental prescriptions, 2019,25(14):192-198. 4. Liang Huihui, Wen Wen, Yu Ge, et al. Study on the quality stability and transmission law of notopterygii Shentang [J]. Shi Zhen, National Medicine, 2020, v.31;No.293(01):81-84. 5. Feng Xue, Gao Yuqiao, fan Qiongying, Su Junhua, Zhao Baohua. Simultaneous determination of four effective components in Jingfang Baidu oral liquid by LC-ESI/MS [J]. Journal of Pharmaceutical Analysis, 2017,37(08):1489-1496. 6. Liu lingjiao, Zhi Xuran, Wu zonyao, etc. Determination of seven active components in Fangzhi nasopharyngeal granules by HPLC [J]. Chinese Pharmaceutical Journal, 2014, 49(017):1554-1558. 7. Yang, P, Gao, R, Liu, Z, et al. Analysis of chemical constituents and six compounds in Qu-feng-sheng-shi Granules via HPLC-ESI-Q/TOF-MSn and HPLC-UV technique. Biomedical Chromatography. 2020; 34:e4829. https://doi.org/10.1002/bmc.4829 8. [IF=9.783] Huiping Bi et al."Biosynthesis of a rosavin natural product in Escherichia coli by glycosyltransferase rational design and artificial pathway construction."Metab Eng. 2022 Jan;69:15 9. [IF=4.142] Hu Guizhou et al."An integrated strategy for the identification and screening of anti-allergy components from natural products based on calcium fluctuations and cell extraction coupled with HPLC-Q-TOF-MS."Anal Bioanal Chem. 2021 Oct;413(25):6253-6266 10. [IF=1.902] Pengshuo Yang et al."Analysis of chemical constituents and six compounds in Qu-feng-sheng-shi Granules via HPLC-ESI-Q/TOF-MSn and HPLC-UV technique."Biomed Chromatogr. 2020 Jul;34(7):e4829 11. [IF=2.506] Chen Yuqiu et al."Quality Evaluation of Saposhnikovia divaricata (Turcz.) Schischk from Different Origins Based on HPLC Fingerprint and Chemometrics."J Chem-Ny. 2022;2022:1155650 12. [IF=5.811] Yu Yin et al."Protective Effect of Prim-O-Glucosylcimifugin on Ulcerative Colitis and Its Mechanism."Frontiers in Pharmacology. 2022 May 18;13:882924 |
Overview | the traditional Chinese medicine Saposhnikovia divaricata ( Turcz) Schischk. It is warm in nature, and it belongs to the bladder, liver and spleen meridian. It has the functions of relieving symptoms, expelling wind, overcoming dampness, and stopping spasm. |
medicinal ingredients | studies have shown that chromone is one of its main active ingredients, and the content of the coxigenin glycoside in the compound is higher in the wind, and the content of the coxigenin glycoside is used as the index for evaluating the quality of the wind. In recent years, many chemical components were isolated and purified from saposhnikovia divaricata, such as volatile oil, heteropolysaccharide, chromone, glyceride, coumarin, organic acid, polyacetylene, etc, the pharmacological activities of these different components also have certain differences; Among them, the chromogen ketone component is the main active ingredient in the wind, there are also related reports that the extract of wind and the color of the ketone monomer has analgesic, antipyretic and sedative effects. |
biological activity | Cimicifugoside is a triterpenoid compound extracted from Cimicifuga simplex, it is a novel specific nucleoside transport inhibitor, which synergistically enhances the cytotoxic effect of methotrexate. Cimicifugoside has immunosuppressive activity that preferentially targets B cell function, requiring larger doses to suppress T cell function. |
Target | Nucleoside transport |