Vidarabine phosphate (BioDeep_00000695301)

   


代谢物信息卡片


Vidarabine phosphate

化学式: C10H14N5O7P (347.06308240000004)
中文名称: 阿糖腺苷单磷酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7+,10-/m1/s1

描述信息

D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
C471 - Enzyme Inhibitor > C29575 - DNA Polymerase Inhibitor
C254 - Anti-Infective Agent > C281 - Antiviral Agent
D009676 - Noxae > D000963 - Antimetabolites
Vidarabine phosphate (Ara-AMP), an antiviral agent, inhibits chronic HBV infection[1][2]. Vidarabine phosphate also against herpes simplex and varicella zoster viruses[3].

同义名列表

3 个代谢物同义名

Vidarabine phosphate; ara-AMP; ara-A 5'-monophosphate



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

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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

  • Jianyuan Zhao, Qian Liu, Dongrong Yi, Quanjie Li, SaiSai Guo, Ling Ma, Yongxin Zhang, Dongxin Dong, Fei Guo, Zhenlong Liu, Tao Wei, Xiaoyu Li, Shan Cen. 5-Iodotubercidin inhibits SARS-CoV-2 RNA synthesis. Antiviral research. 2022 02; 198(?):105254. doi: 10.1016/j.antiviral.2022.105254. [PMID: 35101534]
  • Jeannine S McCune, Erica L Woodahl, Terry Furlong, Barry Storer, Joanne Wang, Shelly Heimfeld, H Joachim Deeg, Paul V O'Donnell. A pilot pharmacologic biomarker study of busulfan and fludarabine in hematopoietic cell transplant recipients. Cancer chemotherapy and pharmacology. 2012 Jan; 69(1):263-72. doi: 10.1007/s00280-011-1736-3. [PMID: 21909959]
  • J R Long-Boyle, K G Green, C G Brunstein, Q Cao, J Rogosheske, D J Weisdorf, J S Miller, J E Wagner, P B McGlave, P A Jacobson. High fludarabine exposure and relationship with treatment-related mortality after nonmyeloablative hematopoietic cell transplantation. Bone marrow transplantation. 2011 Jan; 46(1):20-6. doi: 10.1038/bmt.2010.53. [PMID: 20383215]
  • Luigi Fiume, Giuseppina Di Stefano. Lactosaminated human albumin, a hepatotropic carrier of drugs. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2010 Jul; 40(4):253-62. doi: 10.1016/j.ejps.2010.04.004. [PMID: 20403430]
  • Wei Yin, Elena V Karyagina, Ante S Lundberg, David J Greenblatt, John Lister-James. Pharmacokinetics, bioavailability and effects on electrocardiographic parameters of oral fludarabine phosphate. Biopharmaceutics & drug disposition. 2010 Jan; 31(1):72-81. doi: 10.1002/bdd.690. [PMID: 19862681]
  • David H Salinger, David K Blough, Paolo Vicini, Claudio Anasetti, Paul V O'Donnell, Brenda M Sandmaier, Jeannine S McCune. A limited sampling schedule to estimate individual pharmacokinetic parameters of fludarabine in hematopoietic cell transplant patients. Clinical cancer research : an official journal of the American Association for Cancer Research. 2009 Aug; 15(16):5280-7. doi: 10.1158/1078-0432.ccr-09-0427. [PMID: 19671874]
  • Bruno Cazin, Marine Divine, Stéphane Leprêtre, Philippe Travade, Olivier Tournilhac, Alain Delmer, Jérôme Jaubert, Pierre Feugier, Brigitte Dreyfus, Béatrice Mahé, Bernard Grosbois, Frédéric Maloisel, Houchingue Eghbali, Charles Dumontet, Jacques Bénichou, Odile Guibon, Xavier Leleu, Michel Leporrier, Karim Maloum. High efficacy with five days schedule of oral fludarabine phosphate and cyclophosphamide in patients with previously untreated chronic lymphocytic leukaemia. British journal of haematology. 2008 Oct; 143(1):54-9. doi: 10.1111/j.1365-2141.2008.07309.x. [PMID: 18710390]
  • Ryuki Fukuda, Hiroshi Kawada, Yoshiaki Ogawa, Hidetaka Yanagi, Seiichiro Kojima, Tetsuya Urano, Ito Chie, Makoto Onizuka, Satomi Fukagawa, Masako Shimada, Rikio Suzuki, Atsushi Takagi, Tomomitsu Hotta. Pulmonary non-caseating granuloma in Waldenström macroglobulinemia. The Tokai journal of experimental and clinical medicine. 2005 Jul; 30(2):133-6. doi: NULL. [PMID: 16146205]
  • X Y Wang, R Martiniello-Wilks, J M Shaw, T Ho, N Coulston, C Cooke-Yarborough, P L Molloy, F Cameron, M Moghaddam, T J Lockett, L K Webster, I K Smith, G W Both, P J Russell. Preclinical evaluation of a prostate-targeted gene-directed enzyme prodrug therapy delivered by ovine atadenovirus. Gene therapy. 2004 Nov; 11(21):1559-67. doi: 10.1038/sj.gt.3302308. [PMID: 15343359]
  • Sonia C Maggio, Roberto R Rosato, Lora B Kramer, Yun Dai, Mohamed Rahmani, David S Paik, Ann C Czarnik, Shawn G Payne, Sarah Spiegel, Steven Grant. The histone deacetylase inhibitor MS-275 interacts synergistically with fludarabine to induce apoptosis in human leukemia cells. Cancer research. 2004 Apr; 64(7):2590-600. doi: 10.1158/0008-5472.can-03-2631. [PMID: 15059916]
  • Ioannis A Avramis, Walter E Laug, Edward A Sausville, Vassilios I Avramis. Determination of drug synergism between the tyrosine kinase inhibitors NSC 680410 (adaphostin) and/or STI571 (imatinib mesylate, Gleevec) with cytotoxic drugs against human leukemia cell lines. Cancer chemotherapy and pharmacology. 2003 Oct; 52(4):307-18. doi: 10.1007/s00280-003-0668-y. [PMID: 12827297]
  • Tao Chen, Wen-Hui Chen. [Advances of combined treatment for chronic hepatitis B with lamivudine]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine. 2003 Jul; 1(2):146-50. doi: 10.3736/jcim20030219. [PMID: 15339592]
  • Valérie Auzerie, Amin Chiali, Annette Bussel, Jean Claude Brouet, Jean Paul Fermand, Louis Dubertret, Patricia Senet. Leg ulcers associated with cryoglobulinemia: clinical study of 15 patients and response to treatment. Archives of dermatology. 2003 Mar; 139(3):391-3. doi: 10.1001/archderm.139.3.391. [PMID: 12622649]
  • Tao Wu, Brett Levay-Young, Neal Heuss, Hakan Sozen, Nicole Kirchhof, David E R Sutherland, Bernhard Hering, Zhiguang Guo. Inducing tolerance to MHC-matched allogeneic islet grafts in diabetic NOD mice by simultaneous islet and bone marrow transplantation under nonirradiative and nonmyeloablative conditioning therapy. Transplantation. 2002 Jul; 74(1):22-7. doi: 10.1097/00007890-200207150-00005. [PMID: 12134094]
  • Varsha Gandhi, William Plunkett. Cellular and clinical pharmacology of fludarabine. Clinical pharmacokinetics. 2002; 41(2):93-103. doi: 10.2165/00003088-200241020-00002. [PMID: 11888330]
  • Stuart M Lichtman, Erlinda Etcubanas, Daniel R Budman, Peter Eisenberg, George Zervos, Paul D'Amico, Vivian O'Mara, Kimberly Musgrave, Peter Cascella, Armen Melikian, Peter H Hinderling, Jorge M Ferrer, Gary J Williams. The pharmacokinetics and pharmacodynamics of fludarabine phosphate in patients with renal impairment: a prospective dose adjustment study. Cancer investigation. 2002; 20(7-8):904-13. doi: 10.1081/cnv-120005903. [PMID: 12449721]
  • J P Zarski, K Barange, C Souvignet, M Bertini, P Marcellin, A Tran, Y Deugnier, P Couzigou, A Plages, P Ambroise-Thomas. Efficacy and safety of lactosaminated human serum albumin-adenine arabinoside monophosphate in chronic hepatitis B patients non-responders to interferon therapy: a randomised clinical trial. Journal of hepatology. 2001 Mar; 34(3):486-8. doi: 10.1016/s0168-8278(01)00018-6. [PMID: 11322216]
  • D Oscier, J A Orchard, D Culligan, D Cunningham, S Johnson, A Parker, M Klein, H Gieschen. The bioavailability of oral fludarabine phosphate is unaffected by food. The hematology journal : the official journal of the European Haematology Association. 2001; 2(5):316-21. doi: 10.1038/sj.thj.6200113. [PMID: 11920267]
  • A Fraternale, A Casabianca, A Tonelli, G Vallanti, L Chiarantini, G Brandi, A G Celeste, M Magnani. Inhibition of murine AIDS by alternate administration of azidothymidine and fludarabine monophosphate. Journal of acquired immune deficiency syndromes (1999). 2000 Mar; 23(3):209-20. doi: 10.1097/00126334-200003010-00001. [PMID: 10839656]
  • G Di Stefano, C Busi, A Camerino, B Nardo, L Fiume. Enhanced liver blood concentrations of adenine arabinoside accomplished by lactosaminated poly-L-lysine coupling: implications for regional chemotherapy of hepatic micrometastases. Biochemical pharmacology. 2000 Feb; 59(3):301-4. doi: 10.1016/s0006-2952(99)00327-5. [PMID: 10609559]
  • P Coppo, C Scieux, F Ferchal, J Clauvel, K Lassoued. Astrovirus enteritis in a chronic lymphocytic leukemia patient treated with fludarabine monophosphate. Annals of hematology. 2000 Jan; 79(1):43-5. doi: 10.1007/s002770050008. [PMID: 10663621]
  • H Brachwitz, J Bergmann, Y Thomas, T Wollny, P Langen. Synthesis and antiproliferative potency of 9-beta-D-arabinofuranosyl-2-fluoroadenine phospholipid adducts. Bioorganic & medicinal chemistry. 1999 Jun; 7(6):1195-200. doi: 10.1016/s0968-0896(99)00027-9. [PMID: 10428391]
  • B Roche, D Samuel, C Feray, P Majno, M Gigou, M Reynes, H Bismuth. Retransplantation of the liver for recurrent hepatitis B virus infection: the Paul Brousse experience. Liver transplantation and surgery : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society. 1999 May; 5(3):166-74. doi: 10.1002/lt.500050304. [PMID: 10226106]
  • J M Foran, D Oscier, J Orchard, S A Johnson, M Tighe, M H Cullen, P G de Takats, C Kraus, M Klein, T A Lister. Pharmacokinetic study of single doses of oral fludarabine phosphate in patients with 'low-grade' non-Hodgkin's lymphoma and B-cell chronic lymphocytic leukemia. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 1999 May; 17(5):1574-9. doi: 10.1200/jco.1999.17.5.1574. [PMID: 10334546]
  • H Bécheur, D Valla, M A Loriot, A Attar, F Bloch, J P Petite. Concurrent emergence of hepatitis B e antigen-negative hepatitis B virus variant and autoimmune hepatitis cured by adenine arabinoside monophosphate. Digestive diseases and sciences. 1998 Nov; 43(11):2479-82. doi: 10.1023/a:1026642517735. [PMID: 9824138]
  • H Wang, L Zhang, X Wang. [Preliminary clinic observation on the inhibition of HBV by receptor-targeted drug L-HSA-AraAMP]. Zhonghua shi yan he lin chuang bing du xue za zhi = Zhonghua shiyan he linchuang bingduxue zazhi = Chinese journal of experimental and clinical virology. 1998 Mar; 12(1):12-4. doi: . [PMID: 12515162]
  • L Fiume, G Verme. Liver targeting of nucleoside analogues coupled to galactosyl terminating macromolecules: a new approach to the treatment of a chronic viral hepatitis. Italian journal of gastroenterology and hepatology. 1997 Jun; 29(3):275-80. doi: . [PMID: 9646223]
  • T J Yang, H L Wei, G T Liu. [Effects of 16 drugs on immunological liver injury induced by BCG + lipopolysaccharides in mice]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1997 Mar; 18(2):185-8. doi: . [PMID: 10072979]
  • L Fiume, G Di Stefano, C Busi, A Mattioli, G Battista Gervasi, M Bertini, C Bartoli, R Catalani, G Caccia, C Farina, A Fissi, O Pieroni, R Giuseppetti, E D'Ugo, R Bruni, M Rapicetta. Hepatotropic conjugate of adenine arabinoside monophosphate with lactosaminated poly-L-lysine. Synthesis of the carrier and pharmacological properties of the conjugate. Journal of hepatology. 1997 Feb; 26(2):253-9. doi: 10.1016/s0168-8278(97)80038-4. [PMID: 9059943]
  • L Fiume, G Di Stefano, C Busi, A Mattioli, F Bonino, M Torrani-Cerenzia, G Verme, M Rapicetta, M Bertini, G B Gervasi. Liver targeting of antiviral nucleoside analogues through the asialoglycoprotein receptor. Journal of viral hepatitis. 1997; 4(6):363-70. doi: 10.1046/j.1365-2893.1997.00067.x. [PMID: 9430355]
  • G Misztal, B Paw. Determination of fludarabine phosphate in human plasma using reversed phase high-performance liquid chromatography. Die Pharmazie. 1996 Oct; 51(10):733-4. doi: NULL. [PMID: 8941940]
  • M Buti, R Jardi, F Rodriguez-Frias, H Allende, M Cotrina, R Esteban, J Guardia. Interferon vs. adenine arabinoside 5'-monophosphate in patients with anti-HBe-positive chronic hepatitis. Journal of medical virology. 1996 Aug; 49(4):325-8. doi: 10.1002/(sici)1096-9071(199608)49:4<325::aid-jmv11>3.0.co;2-9. [PMID: 8877766]
  • M Torrani Cerenzia, L Fiume, W De Bernardi Venon, B Lavezzo, M R Brunetto, A Ponzetto, G Di Stefano, C Busi, A Mattioli, G B Gervasi, F Bonino, G Verme. Adenine arabinoside monophosphate coupled to lactosaminated human albumin administered for 4 weeks in patients with chronic type B hepatitis decreased viremia without producing significant side effects. Hepatology (Baltimore, Md.). 1996 Apr; 23(4):657-61. doi: 10.1002/hep.510230401. [PMID: 8666314]
  • F Nakhoul, J Green, Z A Abassi, A Carter. Tumor lysis syndrome induced by fludarabine monophosphate: a case report. European journal of haematology. 1996 Apr; 56(4):254-5. doi: 10.1111/j.1600-0609.1996.tb01939.x. [PMID: 8641396]
  • L Ju, Y Huang-fu, L Zhang. [Study on asialoglycoprotein receptor mediated endocytosis of antiviral conjugate]. Zhonghua yi xue za zhi. 1996 Feb; 76(2):124-7. doi: . [PMID: 8758445]
  • L Fiume, G Di Stefano, C Busi, A Mattioli, M Rapicetta, R Giuseppetti, A R Ciccaglione, C Argentini. Inhibition of woodchuck hepatitis virus replication by adenine arabinoside monophosphate coupled to lactosaminated poly-L-lysine and administered by intramuscular route. Hepatology (Baltimore, Md.). 1995 Oct; 22(4 Pt 1):1072-7. doi: 10.1016/0270-9139(95)90611-8. [PMID: 7557853]
  • G Di Stefano, C Busi, A Mattioli, L Fiume. Selective delivery to the liver of antiviral nucleoside analogs coupled to a high molecular mass lactosaminated poly-L-lysine and administered to mice by intramuscular route. Biochemical pharmacology. 1995 Jun; 49(12):1769-75. doi: 10.1016/0006-2952(95)00020-z. [PMID: 7541203]
  • L Fiume, C Busi, G Di Stefano, A Mattioli, M Torrani-Cerenzia, F Bonino, G Capra, W De Bernardi, A Ponzetto, B Lavezzo. Liver targeting of adenine arabinoside monophosphate (ara-AMP) by coupling to lactosaminated human serum albumin. The Italian journal of gastroenterology. 1995 May; 27(4):189-92. doi: . [PMID: 8520036]
  • P Marcellin, M Pouteau, M A Loriot, N Boyer, F Degos, P Calès, L Bettan, Y Bacq, H Coppére, J D Grange. Adenine arabinoside 5'-monophosphate in patients with chronic hepatitis B: comparison of the efficacy in patients with high and low viral replication. Gut. 1995 Mar; 36(3):422-6. doi: 10.1136/gut.36.3.422. [PMID: 7535285]
  • P M Enriquez, C Jung, L Josephson, B C Tennant. Conjugation of adenine arabinoside 5'-monophosphate to arabinogalactan: synthesis, characterization, and antiviral activity. Bioconjugate chemistry. 1995 Mar; 6(2):195-202. doi: 10.1021/bc00032a007. [PMID: 7541249]
  • L Fiume, C Busi, S Corzani, G Di Stefano, G B Gervasi, A Mattioli. Organ distribution of a conjugate of adenine arabinoside monophosphate with lactosaminated albumin in the rat. Journal of hepatology. 1994 May; 20(5):681-2. doi: 10.1016/s0168-8278(05)80363-0. [PMID: 7520924]
  • M R Torrani Cerenzia, L Fiume, C Busi, A Mattioli, G Di Stefano, G B Gervasi, M R Brunetto, P Piantino, G Verme, F Bonino. Inhibition of hepatitis B virus replication by adenine arabinoside monophosphate coupled to lactosaminated albumin. Efficacy and minimal active dose. Journal of hepatology. 1994 Feb; 20(2):307-9. doi: 10.1016/s0168-8278(05)80076-5. [PMID: 7516363]
  • S Pol, C Saltiel, C Legendre, F Carnot, F Driss, P Berthelot, C Bréchot, C Ruet, H Kreis. Effectiveness of adenine arabinoside 5'-monophosphate in kidney transplant recipients with chronic active hepatitis B. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 1994; 9(7):820-3. doi: . [PMID: 7526277]
  • L Fiume, C Busi, G Di Stefano, A Mattioli. Coupling of antiviral nucleoside analogs to lactosaminated human albumin by using the imidazolides of their phosphoric esters. Analytical biochemistry. 1993 Aug; 212(2):407-11. doi: 10.1006/abio.1993.1348. [PMID: 7692761]
  • R W Jansen, J K Kruijt, T J van Berkel, D K Meijer. Coupling of the antiviral drug ara-AMP to lactosaminated albumin leads to specific uptake in rat and human hepatocytes. Hepatology (Baltimore, Md.). 1993 Jul; 18(1):146-52. doi: . [PMID: 7686877]
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