Floxuridine (BioDeep_00000858360)
代谢物信息卡片
Floxuridine
化学式: C9H11FN2O5 (246.06519680000002)
中文名称: 5-氟-2-脱氧尿苷
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(C(OC1N2C=C(C(=O)NC2=O)F)CO)O
InChI: InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
描述信息
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01B - Antimetabolites > L01BC - Pyrimidine analogues
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
Floxuridine (5-Fluorouracil 2'-deoxyriboside) is a?pyrimidine?analog?and known as an?oncology antimetabolite. Floxuridine inhibits Poly(ADP-Ribose) polymerase and induces DNA damage by activating the ATM and ATR checkpoint signaling pathways in vitro. Floxuridine is a extreamly potent inhibitor for S. aureus infection and induces cell apoptosis[1][2]. Floxuridine has antiviral effects against HSV and CMV[3].
同义名列表
2 个代谢物同义名
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:60761
- KEGGdrug: D04197
- PubChem: 5790
- DrugBank: DB00322
- ChEMBL: CHEMBL917
- MeSH: Floxuridine
- CAS: 136353-77-0
- CAS: 50-91-9
- RefMet: Floxuridine
- medchemexpress: HY-B0097
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 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(0)
PharmGKB(0)
0 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
- Alan A Akhmedov, Dmitriy N Shurpik, Pavel L Padnya, Alena I Khadieva, Rustem R Gamirov, Yulia V Panina, Asiya F Gazizova, Denis Yu Grishaev, Vitaliy V Plemenkov, Ivan I Stoikov. Supramolecular Amphiphiles Based on Pillar[5]arene and Meroterpenoids: Synthesis, Self-Association and Interaction with Floxuridine.
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Cancer science.
2010 Mar; 101(3):722-7. doi:
10.1111/j.1349-7006.2009.01428.x. [PMID: 20028383] - Koichi Hasegawa, Satsuki Miwa, Kaname Tsutsumiuchi, Johji Miwa. Allyl isothiocyanate that induces GST and UGT expression confers oxidative stress resistance on C. elegans, as demonstrated by nematode biosensor.
PloS one.
2010 Feb; 5(2):e9267. doi:
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The oncologist.
2010; 15(1):26-36. doi:
10.1634/theoncologist.2009-0255. [PMID: 20080863] - Reto A Schwendener, Herbert Schott. Liposome formulations of hydrophobic drugs.
Methods in molecular biology (Clifton, N.J.).
2010; 605(?):129-38. doi:
10.1007/978-1-60327-360-2_8. [PMID: 20072877] - 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] - Yuki Saito, Yasuhiro Suzuki, Yutaka Tokuda. Combination therapy by trastuzumab with 5'-deoxy-5-fluorouridine and cyclophosphamide in patients with metastatic breast cancer.
The Tokai journal of experimental and clinical medicine.
2009 Sep; 34(3):106-11. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Jul; 877(22):2123-9. doi:
10.1016/j.jchromb.2009.06.002. [PMID: 19546035] - Daman Kumari, Valentina Somma, Asako J Nakamura, William M Bonner, Ettoré D'Ambrosio, Karen Usdin. The role of DNA damage response pathways in chromosome fragility in Fragile X syndrome.
Nucleic acids research.
2009 Jul; 37(13):4385-92. doi:
10.1093/nar/gkp391. [PMID: 19465392] - David Weissbrodt, Lubomira Kovalova, Christoph Ort, Vinitha Pazhepurackel, Ruedi Moser, Juliane Hollender, Hansruedi Siegrist, Christa S Mcardell. Mass flows of X-ray contrast media and cytostatics in hospital wastewater.
Environmental science & technology.
2009 Jul; 43(13):4810-7. doi:
10.1021/es8036725. [PMID: 19673269] - Machiko Muto, Ryan E Henry, Stephen P Mayfield. Accumulation and processing of a recombinant protein designed as a cleavable fusion to the endogenous Rubisco LSU protein in Chlamydomonas chloroplast.
BMC biotechnology.
2009 Mar; 9(?):26. doi:
10.1186/1472-6750-9-26. [PMID: 19323825] - Gerald Batist, Karen A Gelmon, Kim N Chi, Wilson H Miller, Stephen K L Chia, Lawrence D Mayer, Christine E Swenson, Andrew S Janoff, Arthur C Louie. Safety, pharmacokinetics, and efficacy of CPX-1 liposome injection in patients with advanced solid tumors.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2009 Jan; 15(2):692-700. doi:
10.1158/1078-0432.ccr-08-0515. [PMID: 19147776] - Alessandra Felici, Susanna Di Segni, Michele Milella, Simona Colantonio, Isabella Sperduti, Barbara Nuvoli, Michela Contestabile, Andrea Sacconi, Massimo Zaratti, Gennaro Citro, Francesco Cognetti. Pharmacokinetics of gemcitabine at fixed-dose rate infusion in patients with normal and impaired hepatic function.
Clinical pharmacokinetics.
2009; 48(2):131-41. doi:
10.2165/00003088-200948020-00005. [PMID: 19271785] - J Sigmond, R J Honeywell, T J Postma, C M F Dirven, S M de Lange, K van der Born, A C Laan, J C A Baayen, C J Van Groeningen, A M Bergman, G Giaccone, G J Peters. Gemcitabine uptake in glioblastoma multiforme: potential as a radiosensitizer.
Annals of oncology : official journal of the European Society for Medical Oncology.
2009 Jan; 20(1):182-7. doi:
10.1093/annonc/mdn543. [PMID: 18701427] - Milada Vítová, Jana Hendrychová, Mária Cízková, Vladislav Cepák, James G Umen, Vilém Zachleder, Katerina Bisová. Accumulation, activity and localization of cell cycle regulatory proteins and the chloroplast division protein FtsZ in the alga Scenedesmus quadricauda under inhibition of nuclear DNA replication.
Plant & cell physiology.
2008 Dec; 49(12):1805-17. doi:
10.1093/pcp/pcn162. [PMID: 18977763] - Young-Ah Woo, Ghee-Hwan Kim, Eun Ju Jeong, Choong-Yong Kim. Simultaneous determination of doxifluridine and 5-fluorouracil in monkey serum by high performance liquid chromatography with tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Nov; 875(2):487-92. doi:
10.1016/j.jchromb.2008.09.037. [PMID: 18945647] - Reiki Nishimura, Takeshi Tominaga, Morihiko Kimura, Yasuhiro Yanagita, Nobumitsu Tamaki, Kazuaki Asaishi, Yasushi Okamoto, Nobuo Okuyama, Hideki Takeuchi, Masaharu Inaba, Takako Doi. Efficacy of doxifluridine combined with weekly paclitaxel therapy in the treatment of advanced or recurrent breast cancer: results of the JMTO BC01 phase II trial.
Anti-cancer drugs.
2008 Oct; 19(9):911-5. doi:
10.1097/cad.0b013e3283099e71. [PMID: 18766005] - Angen Liu, Ken-Ichi Yoshioka, Vincenzo Salerno, Peggy Hsieh. The mismatch repair-mediated cell cycle checkpoint response to fluorodeoxyuridine.
Journal of cellular biochemistry.
2008 Sep; 105(1):245-54. doi:
10.1002/jcb.21824. [PMID: 18543256] - Stephan A Veltkamp, Dick Pluim, Maria A J van Eijndhoven, Maria J Bolijn, Felix H G Ong, Rajgopal Govindarajan, Jashvant D Unadkat, Jos H Beijnen, Jan H M Schellens. New insights into the pharmacology and cytotoxicity of gemcitabine and 2',2'-difluorodeoxyuridine.
Molecular cancer therapeutics.
2008 Aug; 7(8):2415-25. doi:
10.1158/1535-7163.mct-08-0137. [PMID: 18723487] - Jan H Beumer, Robert A Parise, Edward M Newman, James H Doroshow, Timothy W Synold, Heinz-Josef Lenz, Merrill J Egorin. Concentrations of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine (FdCyd) and its cytotoxic metabolites in plasma of patients treated with FdCyd and tetrahydrouridine (THU).
Cancer chemotherapy and pharmacology.
2008 Jul; 62(2):363-8. doi:
10.1007/s00280-007-0603-8. [PMID: 17899082] - Jin-juan Li, Guang-de Yang, Hong-ying Wang, San-qi Zhang. [Preparation and liver targeting of floxuridinyl dibutyrate solid lipid nanoparticles].
Yao xue xue bao = Acta pharmaceutica Sinica.
2008 Jul; 43(7):761-5. doi:
NULL. [PMID: 18819483] - Jiafang Lian, Sanqi Zhang, Jingwen Wang, Kunquan Fang, Yanmin Zhang, Yong Hao. Novel galactosylated SLN for hepatocyte-selective targeting of floxuridinyl diacetate.
Journal of drug targeting.
2008 Apr; 16(3):250-6. doi:
10.1080/10611860801902351. [PMID: 18365887] - Chunmei Li, Peter N Inglis, Carmen C Leitch, Evgeni Efimenko, Norann A Zaghloul, Calvin A Mok, Erica E Davis, Nathan J Bialas, Michael P Healey, Elise Héon, Mei Zhen, Peter Swoboda, Nicholas Katsanis, Michel R Leroux. An essential role for DYF-11/MIP-T3 in assembling functional intraflagellar transport complexes.
PLoS genetics.
2008 Mar; 4(3):e1000044. doi:
10.1371/journal.pgen.1000044. [PMID: 18369462] - Naoya Masumori, Yasuharu Kunishima, Megumi Hirobe, Motoi Takeuchi, Akio Takayanagi, Taiji Tsukamoto, Tatsuya Itoh. Measurement of plasma concentration of gemcitabine and its metabolite dFdU in hemodialysis patients with advanced urothelial cancer.
Japanese journal of clinical oncology.
2008 Mar; 38(3):182-5. doi:
10.1093/jjco/hym171. [PMID: 18270381] - M-C Etienne-Grimaldi, J-M Cardot, E François, N Renée, J-Y Douillard, E Gamelin, G Milano. Chronopharmacokinetics of oral tegafur and uracil in colorectal cancer patients.
Clinical pharmacology and therapeutics.
2008 Mar; 83(3):413-5. doi:
10.1038/sj.clpt.6100297. [PMID: 17637782] - Elena Marangon, Federica Sala, Orazio Caffo, Enzo Galligioni, Maurizio D'Incalci, Massimo Zucchetti. Simultaneous determination of gemcitabine and its main metabolite, dFdU, in plasma of patients with advanced non-small-cell lung cancer by high-performance liquid chromatography-tandem mass spectrometry.
Journal of mass spectrometry : JMS.
2008 Feb; 43(2):216-23. doi:
10.1002/jms.1293. [PMID: 17941128] - Kisaburo Nagamune, Silvia N J Moreno, L David Sibley. Artemisinin-resistant mutants of Toxoplasma gondii have altered calcium homeostasis.
Antimicrobial agents and chemotherapy.
2007 Nov; 51(11):3816-23. doi:
10.1128/aac.00582-07. [PMID: 17698618] - Kyung Ae Chae, Hee Jung Cho, Ji Min Sung, Hee Lee, Dong Cheol Seo, Jin Suk Kim, Ho Chul Shin. Bioavailability of the amino acid-attached prodrug as a new anti-HIV agent in rats.
Journal of veterinary science.
2007 Sep; 8(3):263-7. doi:
10.4142/jvs.2007.8.3.263. [PMID: 17679773] - Christian Lanz, Martin Früh, Wolfgang Thormann, Thomas Cerny, Bernhard H Lauterburg. Rapid determination of gemcitabine in plasma and serum using reversed-phase HPLC.
Journal of separation science.
2007 Aug; 30(12):1811-20. doi:
10.1002/jssc.200600534. [PMID: 17638352] - Paul G Tardi, Ryan C Gallagher, Sharon Johnstone, Natashia Harasym, Murray Webb, Marcel B Bally, Lawrence D Mayer. Coencapsulation of irinotecan and floxuridine into low cholesterol-containing liposomes that coordinate drug release in vivo.
Biochimica et biophysica acta.
2007 Mar; 1768(3):678-87. doi:
10.1016/j.bbamem.2006.11.014. [PMID: 17208196] - Mugunthu R Dhananjeyan, Jidong Liu, Crystal Bykowski, Jill A Trendel, Jeffrey G Sarver, Howard Ando, Paul W Erhardt. Rapid and simultaneous determination of capecitabine and its metabolites in mouse plasma, mouse serum, and in rabbit bile by high-performance liquid chromatography.
Journal of chromatography. A.
2007 Jan; 1138(1-2):101-8. doi:
10.1016/j.chroma.2006.10.038. [PMID: 17070825] - Edward A Lock, Celia J Reed, Gilbert R Kinsey, Rick G Schnellmann. Caspase-dependent and -independent induction of phosphatidylserine externalization during apoptosis in human renal carcinoma Cak(1)-1 and A-498 cells.
Toxicology.
2007 Jan; 229(1-2):79-90. doi:
10.1016/j.tox.2006.10.003. [PMID: 17097791] - Troy O Harasym, Paul G Tardi, Natashia L Harasym, Pierrot Harvie, Sharon A Johnstone, Lawrence D Mayer. Increased preclinical efficacy of irinotecan and floxuridine coencapsulated inside liposomes is associated with tumor delivery of synergistic drug ratios.
Oncology research.
2007; 16(8):361-74. doi:
10.3727/000000006783980937. [PMID: 17913044] - Liia D Vainchtein, Hilde Rosing, Bas Thijssen, Jan H M Schellens, Jos H Beijnen. Validated assay for the simultaneous determination of the anti-cancer agent gemcitabine and its metabolite 2',2'-difluorodeoxyuridine in human plasma by high-performance liquid chromatography with tandem mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2007; 21(14):2312-22. doi:
10.1002/rcm.3096. [PMID: 17577879] - Míriam Molina-Arcas, Gema Moreno-Bueno, Pedro Cano-Soldado, Héctor Hernández-Vargas, F Javier Casado, José Palacios, Marçal Pastor-Anglada. Human equilibrative nucleoside transporter-1 (hENT1) is required for the transcriptomic response of the nucleoside-derived drug 5'-DFUR in breast cancer MCF7 cells.
Biochemical pharmacology.
2006 Dec; 72(12):1646-56. doi:
10.1016/j.bcp.2006.07.036. [PMID: 16965766] - Shin Mizutani, Tsukasa Oyama, Nobutaka Hatanaka, Fumihiro Uchikoshi, Katsuhide Yoshidome, Masayuki Tori, Shigeyuki Ueshima, Masaaki Nakahara, Kazuyasu Nakao. Unresectable gastric cancer with multiple liver metastases effectively treated with combined paclitaxel and doxifluridine chemotherapy.
International journal of clinical oncology.
2006 Dec; 11(6):471-4. doi:
10.1007/s10147-006-0597-y. [PMID: 17180517] - Ryota Matsuo, Tadashi Kondo, Yukio Ohshiro, Yuomi Moon, Yuji Yamamoto, Tohru Takeshima, Takeshi Todoroki, Nobuhiro Ohkohchi. [A case of stage IVA intrahepatic biliary tract cancer successfully treated with gemcitabine].
Gan to kagaku ryoho. Cancer & chemotherapy.
2006 Oct; 33(10):1501-4. doi:
NULL. [PMID: 17033247] - Junichi Gotoh, Hiromitsu Akabane, Kengo Kita, Masato Fujiyoshi, Gentaro Hirokata, Koji Imai, Tomoaki Kawai, Naoyuki Yanagida, Shiro Nakano, Masahiro Takahashi. [A case of local recurrence of rectal cancer in long-term responding to combined therapy of low-dose CPT-11 and 5'-DFUR].
Gan to kagaku ryoho. Cancer & chemotherapy.
2006 Sep; 33(9):1349-51. doi:
. [PMID: 16969040] - Bea Pauwels, Annelies E C Korst, Hilde A J Lambrechts, Greet G O Pattyn, Christel M J de Pooter, Filip Lardon, Jan B Vermorken. The radiosensitising effect of difluorodeoxyuridine, a metabolite of gemcitabine, in vitro.
Cancer chemotherapy and pharmacology.
2006 Aug; 58(2):219-28. doi:
10.1007/s00280-005-0158-5. [PMID: 16331496] - Lawrence D Mayer, Troy O Harasym, Paul G Tardi, Natashia L Harasym, Clifford R Shew, Sharon A Johnstone, Euan C Ramsay, Marcel B Bally, Andrew S Janoff. Ratiometric dosing of anticancer drug combinations: controlling drug ratios after systemic administration regulates therapeutic activity in tumor-bearing mice.
Molecular cancer therapeutics.
2006 Jul; 5(7):1854-63. doi:
10.1158/1535-7163.mct-06-0118. [PMID: 16891472] - Patrick J Hu, Jinling Xu, Gary Ruvkun. Two membrane-associated tyrosine phosphatase homologs potentiate C. elegans AKT-1/PKB signaling.
PLoS genetics.
2006 Jul; 2(7):e99. doi:
10.1371/journal.pgen.0020099. [PMID: 16839187] - Martin E Gore, Bernard Escudier. Emerging efficacy endpoints for targeted therapies in advanced renal cell carcinoma.
Oncology (Williston Park, N.Y.).
2006 May; 20(6 Suppl 5):19-24. doi:
NULL. [PMID: 16773841] - Mark N Kirstein, Iman Hassan, Dan E Guire, Dennis R Weller, Jason W Dagit, James E Fisher, Rory P Remmel. High-performance liquid chromatographic method for the determination of gemcitabine and 2',2'-difluorodeoxyuridine in plasma and tissue culture media.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 May; 835(1-2):136-42. doi:
10.1016/j.jchromb.2006.03.023. [PMID: 16584929]