3'-Amino-3'-deoxythimidine (BioDeep_00000054231)

   

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


1-[4-amino-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-5-methyl-1,2-dihydropyrimidin-2-one

化学式: C10H15N3O4 (241.1063)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 93.16%

分子结构信息

SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)N
InChI: InChI=1S/C10H15N3O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4,11H2,1H3,(H,12,15,16)

描述信息

3-Amino-3-deoxythimidine is a metabolite of zidovudine. Zidovudine or azidothymidine (AZT) (also called ZDV) is a nucleoside analog reverse-transcriptase inhibitor (NRTI), a type of antiretroviral drug used for the successful treatment of HIV/AIDS infectiousness. It is a therapeutic analog of thymidine. AZT is the first U.S. government-approved treatment for HIV therapy, prescribed under the names Retrovir and Retrovis. (Wikipedia)

同义名列表

7 个代谢物同义名

1-[4-amino-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-5-methyl-1,2-dihydropyrimidin-2-one; 1-[4-amino-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-5-methylpyrimidin-2-one; 1-[4-Amino-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione; 3-Amino-2,3-dideoxythymidine; 3-Amino-3-deoxythymidine; 3-Amino-3-deoxythimidine; 3-Aminothymidine



数据库引用编号

4 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

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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。

亚细胞结构定位 关联基因列表


文献列表

  • R M Hoetelmans, C L Kraaijeveld, P L Meenhorst, J W Mulder, D M Burger, C H Koks, J H Beijnen. Penetration of 3'-amino-3'-deoxythymidine, a cytotoxic metabolite of zidovudine, into the cerebrospinal fluid of HIV-1-infected patients. Journal of acquired immune deficiency syndromes and human retrovirology : official publication of the International Retrovirology Association. 1997 Jun; 15(2):131-6. doi: 10.1097/00042560-199706010-00006. [PMID: 9241112]
  • B Ferrua, H Chakboub, C Roptin, R Garraffo, A Faraj, J Grassi, R Guedj, J P Sommadossi. Quantitation of 3'-amino-3'-deoxythymidine (AMT), a toxic catabolite of 3'-azido-3'-deoxythymidine (AZT), by competitive ELISA. Journal of immunoassay. 1996 May; 17(2):175-93. doi: 10.1080/01971529608005787. [PMID: 8744286]
  • X J Zhou, J P Sommadossi. Comparative pharmacokinetics of zidovudine and its toxic catabolite 3'-amino-3'-deoxythymidine in HIV-infected patients. AIDS research and human retroviruses. 1996 Feb; 12(3):229-33. doi: 10.1089/aid.1996.12.229. [PMID: 8835201]
  • H Nattouf, C Davrinche, M Sinet, R Farinotti. High-performance liquid chromatographic assay for 3'-amino-3'-deoxythymidine in plasma, with 9-fluorenyl methyl chloroformate as the derivatization agent. Journal of chromatography. B, Biomedical applications. 1995 Feb; 664(2):365-71. doi: 10.1016/0378-4347(94)00499-u. [PMID: 7780589]
  • V A Eagling, J L Howe, M J Barry, D J Back. The metabolism of zidovudine by human liver microsomes in vitro: formation of 3'-amino-3'-deoxythymidine. Biochemical pharmacology. 1994 Jul; 48(2):267-76. doi: 10.1016/0006-2952(94)90097-3. [PMID: 8053924]
  • X J Zhou, J P Sommadossi. Quantification of 3'-amino-3'-deoxythymidine, a toxic catabolite of 3'-azido-3'-deoxythymidine (zidovudine) in human plasma by high-performance liquid chromatography using precolumn derivatization with fluorescamine and fluorescence detection. Journal of chromatography. B, Biomedical applications. 1994 Jun; 656(2):389-96. doi: 10.1016/0378-4347(94)00118-9. [PMID: 7987492]
  • D M Burger, H Rosing, F J Koopman, P L Mennhorst, J W Mulder, A Bult, J H Beijnen. Determination of 3'-amino-3'-deoxythymidine, a cytotoxic metabolite of 3'-azido-3'-deoxythymidine, in human plasma by ion-pair high-performance liquid chromatography. Journal of chromatography. 1993 Dec; 622(2):235-42. doi: 10.1016/0378-4347(93)80271-5. [PMID: 8150871]
  • T P Zimmerman, B A Domin, W B Mahony. Inhibition of thymidine transport by 3'-azido-3'-deoxythymidine and its metabolites. Oncology research. 1993; 5(12):483-7. doi: NULL. [PMID: 8086670]
  • M P Stagg, E M Cretton, L Kidd, R B Diasio, J P Sommadossi. Clinical pharmacokinetics of 3'-azido-3'-deoxythymidine (zidovudine) and catabolites with formation of a toxic catabolite, 3'-amino-3'-deoxythymidine. Clinical pharmacology and therapeutics. 1992 Jun; 51(6):668-76. doi: 10.1038/clpt.1992.79. [PMID: 1611806]
  • T Kovács, L Párkányi, I Pelczer, F Cervantes-Lee, K H Pannell, P F Torrence. Solid-state and solution conformation of 3'-amino-3'-deoxythymidine, precursor to a noncompetitive inhibitor of HIV-1 reverse transcriptase. Journal of medicinal chemistry. 1991 Aug; 34(8):2595-600. doi: 10.1021/jm00112a038. [PMID: 1714958]
  • E M Cretton, R F Schinazi, H M McClure, D C Anderson, J P Sommadossi. Pharmacokinetics of 3'-azido-3'-deoxythymidine and its catabolites and interactions with probenecid in rhesus monkeys. Antimicrobial agents and chemotherapy. 1991 May; 35(5):801-7. doi: 10.1128/aac.35.5.801. [PMID: 1854160]
  • P de Miranda, T C Burnette, S S Good. Tissue distribution and metabolic disposition of zidovudine in rats. Drug metabolism and disposition: the biological fate of chemicals. 1990 May; 18(3):315-20. doi: NULL. [PMID: 1974192]