3-C-Ethynylcytidine (BioDeep_00000837848)

   


代谢物信息卡片


3-C-Ethynylcytidine

化学式: C11H13N3O5 (267.0855)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C#CC1(C(OC(C1O)N2C=CC(=NC2=O)N)CO)O
InChI: InChI=1S/C11H13N3O5/c1-2-11(18)6(5-15)19-9(8(11)16)14-4-3-7(12)13-10(14)17/h1,3-4,6,8-9,15-16,18H,5H2,(H2,12,13,17)/t6-,8+,9-,11-/m1/s1

描述信息

C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
Ethynylcytidine (ECyD), a nucleoside analog and a potent inhibitor of RNA synthesis, inhibits RNA polymerases I, II and II. Ethynylcytidine has robust antitumor activity in a wide range of models of cancer[1][2][3]. Ethynylcytidine is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

同义名列表

5 个代谢物同义名

3-C-Ethynylcytidine; ECyD; TAS-106; 3'-C-Ethynylcytidine; Ethynylcytidine



数据库引用编号

5 个数据库交叉引用编号

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亚细胞结构定位 关联基因列表


文献列表

  • Anne Tsao, Edwin Pun Hui, Rosalyn Juergens, Shanthi Marur, Tan Eng Huat, Goh Boon Cher, Ruey-Long Hong, Waun Ki Hong, Anthony Tak-Cheung Chan. Phase II study of TAS-106 in patients with platinum-failure recurrent or metastatic head and neck cancer and nasopharyngeal cancer. Cancer medicine. 2013 Jun; 2(3):351-9. doi: 10.1002/cam4.79. [PMID: 23930212]
  • Sarah Schott, Heike Niessner, Tobias Sinnberg, Sascha Venturelli, Alexander Berger, Kristian Ikenberg, Jessie Villanueva, Friedegund Meier, Claus Garbe, Christian Busch. Cytotoxicity of new duplex drugs linking 3'-C-ethynylcytidine and 5-fluor-2'-deoxyuridine against human melanoma cells. International journal of cancer. 2012 Nov; 131(9):2165-74. doi: 10.1002/ijc.27476. [PMID: 22323315]
  • Lisa A Hammond-Thelin, Melanie B Thomas, Michiko Iwasaki, James L Abbruzzese, Yvonne Lassere, Christina A Meyers, Paulo Hoff, Johann de Bono, Jody Norris, Hitoshi Matsushita, Akira Mita, Eric K Rowinsky. Phase I and pharmacokinetic study of 3'-C-ethynylcytidine (TAS-106), an inhibitor of RNA polymerase I, II and III,in patients with advanced solid malignancies. Investigational new drugs. 2012 Feb; 30(1):316-26. doi: 10.1007/s10637-010-9535-y. [PMID: 20839029]
  • Sarah Schott, Markus Wallwiener, Beate Kootz, Harald Seeger, Tanja Fehm, Hans Neubauer. ATP chemosensitivity testing of new antitumor duplex drugs linking 3`-C-ethynylycytidine (ECyd) and 2´-deoxy-5-fluorouridine (5-FdU) in comparison to standard cytostatica and combinations thereof. Investigational new drugs. 2011 Jun; 29(3):506-13. doi: 10.1007/s10637-009-9355-0. [PMID: 19997962]
  • L Novotny, P Rauko, H Schott. Cytotoxicity and antileukaemic activity of new duplexes linking 3-C-ethynylcytidine and 5-fluorodeoxyuridine. Anticancer research. 2010 Dec; 30(12):4891-8. doi: . [PMID: 21187467]
  • Yoshio Endo, Tohru Obata, Daigo Murata, Mariho Ito, Kazuki Sakamoto, Masakazu Fukushima, Yasundo Yamasaki, Yuji Yamada, Nagato Natsume, Takuma Sasaki. Cellular localization and functional characterization of the equilibrative nucleoside transporters of antitumor nucleosides. Cancer science. 2007 Oct; 98(10):1633-7. doi: 10.1111/j.1349-7006.2007.00581.x. [PMID: 17711502]
  • Kazuaki Matsuoka, Ryuichi Kitamura, Eiji Matsushima, Yasuro Kawaguchi. Determination of 3'-C-ethynylcytidine in human plasma and urine by liquid chromatographic-electrospray ionization tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2003 Feb; 31(1):47-55. doi: 10.1016/s0731-7085(02)00607-6. [PMID: 12560048]
  • R Kitamura, K Matsuoka, E Matsushima, Y Kawaguchi. Improvement in precision of the liquid chromatographic-electrospray ionization tandem mass spectrometric analysis of 3'-C-ethynylcytidine in rat plasma. Journal of chromatography. B, Biomedical sciences and applications. 2001 Apr; 754(1):113-9. doi: 10.1016/s0378-4347(00)00588-0. [PMID: 11318405]