5'-Deoxy-5-fluorouridine (BioDeep_00000009379)

 

Secondary id: BioDeep_00000858604

human metabolite Endogenous blood metabolite


代谢物信息卡片


1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-4-hydroxy-1,2-dihydropyrimidin-2-one

化学式: C9H11FN2O5 (246.06519680000002)
中文名称: 5-脱氧-5-氟尿苷
谱图信息: 最多检出来源 Homo sapiens(blood) 4.34%

分子结构信息

SMILES: CC1C(C(C(O1)N2C=C(C(=O)NC2=O)F)O)O
InChI: InChI=1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)

描述信息

5-Deoxy-5-fluorouridine is a metabolite of capecitabine. Capecitabine (Xeloda, Roche) is an orally-administered chemotherapeutic agent used in the treatment of metastatic breast and colorectal cancers. Capecitabine is a prodrug, that is enzymatically converted to 5-fluorouracil in the tumor, where it inhibits DNA synthesis and slows growth of tumor tissue. (Wikipedia)
D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants > D019167 - Appetite Stimulants
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
Same as: D01309
Doxifluridine has anticancer activity. Doxifluidine is a 5-FU prodrug. Doxifluridine is a thymidine synthase inhibitor. Doxifluridine can enhance tumor inhibition by synergizing with a variety of drugs[1][2][3].

同义名列表

19 个代谢物同义名

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-4-hydroxy-1,2-dihydropyrimidin-2-one; 1-(5-Deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1h,3h)-dione; 1-(beta-D-5-Desoxyribofuranoxyl)-5-fluoruracil; 1-(b-D-5-Desoxyribofuranoxyl)-5-fluoruracil; 1-(Β-D-5-desoxyribofuranoxyl)-5-fluoruracil; 5-Deoxy-5-fluorouridine; 5-Fluoro-5-deoxyuridine; Doxifluridinum; Doxifluridine; Doxyfluridine; Doxifluridina; Ro 21-9738; Ro 219738; 3094-09-5; Furtulon; 5-DFUrd; 5-DFUR; 5-Fluoro-5'-deoxyuridine; 5'-DFUR



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

PharmGKB(1)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Nastja Lunar, Marie-Christine Etienne-Grimaldi, Pauline Macaire, Fabienne Thomas, Florence Dalenc, Jean-Marc Ferrero, Xavier Pivot, Gérard Milano, Bernard Royer, Antonin Schmitt. Population pharmacokinetic and pharmacodynamic modeling of capecitabine and its metabolites in breast cancer patients. Cancer chemotherapy and pharmacology. 2021 02; 87(2):229-239. doi: 10.1007/s00280-020-04208-8. [PMID: 33386926]
  • Penghua Li, Haiqing He, Yunqin Zhang, Rui Yang, Lili Xu, Zixi Chen, Yingying Huang, Limei Bao, Guozhi Xiao. Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides. Nature communications. 2020 01; 11(1):405. doi: 10.1038/s41467-020-14295-z. [PMID: 31964883]
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  • Masae Sekido, Ken-Ichi Fujita, Yutaro Kubota, Hiroo Ishida, Takehiro Takahashi, Ryotaro Ohkuma, Takuya Tsunoda, Fumihiro Ishikawa, Motoko Shibanuma, Yasutsuna Sasaki. Rabeprazole intake does not affect systemic exposure to capecitabine and its metabolites, 5'-deoxy-5-fluorocytidine, 5'-deoxy-5-fluorouridine, and 5-fluorouracil. Cancer chemotherapy and pharmacology. 2019 06; 83(6):1127-1135. doi: 10.1007/s00280-019-03837-y. [PMID: 30972456]
  • Teresa Di Desidero, Paola Orlandi, Anna Fioravanti, Chiara Cremolini, Fotios Loupakis, Federica Marmorino, Carlotta Antoniotti, Gianluca Masi, Sara Lonardi, Francesca Bergamo, Vittorina Zagonel, Alfredo Falcone, Guido Bocci. Pharmacokinetic analysis of metronomic capecitabine in refractory metastatic colorectal cancer patients. Investigational new drugs. 2018 08; 36(4):709-714. doi: 10.1007/s10637-018-0579-8. [PMID: 29488048]
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  • Liia D Vainchtein, Hilde Rosing, Jan H M Schellens, Jos H Beijnen. A new, validated HPLC-MS/MS method for the simultaneous determination of the anti-cancer agent capecitabine and its metabolites: 5'-deoxy-5-fluorocytidine, 5'-deoxy-5-fluorouridine, 5-fluorouracil and 5-fluorodihydrouracil, in human plasma. Biomedical chromatography : BMC. 2010 Apr; 24(4):374-86. doi: 10.1002/bmc.1302. [PMID: 19650151]
  • Shoichi Hazama, Atsushi Nagashima, Hiroshi Kondo, Shin Yoshida, Ryoichi Shimizu, Atsuhiro Araki, Shigefumi Yoshino, Naoko Okayama, Yuji Hinoda, Masaaki Oka. Phase I study of irinotecan and doxifluridine for metastatic colorectal cancer focusing on the UGT1A1*28 polymorphism. Cancer science. 2010 Mar; 101(3):722-7. doi: 10.1111/j.1349-7006.2009.01428.x. [PMID: 20028383]
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  • Xingxing Kong, Heng Fan, Xiaojun Liu, Rui Wang, Jichao Liang, Nishith Gupta, Yong Chen, Fude Fang, Yongsheng Chang. Peroxisome proliferator-activated receptor gamma coactivator-1alpha enhances antiproliferative activity of 5'-deoxy-5-fluorouridine in cancer cells through induction of uridine phosphorylase. Molecular pharmacology. 2009 Oct; 76(4):854-60. doi: 10.1124/mol.109.056424. [PMID: 19602572]
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  • Yoshifumi Nakayama, Kentaro Matsumoto, Yuzuru Inoue, Takefumi Katsuki, Koji Kadowaki, Kazunori Shibao, Yosuke Tsurudome, Keiji Hirata, Tatsuhiko Sako, Naoki Nagata, Hideaki Itoh. Correlation between the urinary dihydrouracil-uracil ratio and the 5-FU plasma concentration in patients treated with oral 5-FU analogs. Anticancer research. 2006 Sep; 26(5B):3983-8. doi: . [PMID: 17094430]
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