Zalcitabine (BioDeep_00001867699)
Main id: BioDeep_00000001914
代谢物信息卡片
Zalcitabine
化学式: C9H13N3O3 (211.0957)
中文名称: 2,3-二脱氧胞苷
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CC(OC1CO)N2C=CC(=NC2=O)N
InChI: InChI=1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1
描述信息
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D018894 - Reverse Transcriptase Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents
C254 - Anti-Infective Agent > C281 - Antiviral Agent > C1660 - Anti-HIV Agent
D009676 - Noxae > D000963 - Antimetabolites > D015224 - Dideoxynucleosides
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
Zalcitabine is a potent nucleoside analogue reverse transcriptase inhibitor used in the treatment of HIV infection.
同义名列表
5 个代谢物同义名
Zalcitabine; 2',3'-Dideoxycytidine; ddC; Dideoxycytidine; Zalcitabine
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。
Reactome(0)
BioCyc(0)
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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
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2004 Oct; 56(10):609-14. doi:
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The Journal of physiology.
2004 Aug; 558(Pt 3):807-23. doi:
10.1113/jphysiol.2004.068189. [PMID: 15194733] - Lieven J Stuyver, Tamara R McBrayer, Dirk Schürmann, Irena Kravec, Amanda Beard, Leanne Cartee, Raymond F Schinazi, Abel De La Rosa, Robert L Murphy, Michael J Otto. Potent antiviral effect of reverset in HIV-1-infected adults following a single oral dose.
Antiviral therapy.
2004 Aug; 9(4):529-36. doi:
NULL. [PMID: 15456084] - B Uslu, A Savaşer, S A Ozkan, Y Ozkan. Validated RP-hPLC method for the assay of zalcitabine in drug substance, formulated products and human serum.
Die Pharmazie.
2004 Aug; 59(8):604-7. doi:
NULL. [PMID: 15378847] - Ulrich A Walker, Jochen Bäuerle, Montse Laguno, Javier Murillas, Stefan Mauss, Günther Schmutz, Bernhard Setzer, Rosa Miquel, José M Gatell, Josep Mallolas. Depletion of mitochondrial DNA in liver under antiretroviral therapy with didanosine, stavudine, or zalcitabine.
Hepatology (Baltimore, Md.).
2004 Feb; 39(2):311-7. doi:
10.1002/hep.20074. [PMID: 14767983] - Mark Mirochnick, Edmund Capparelli. Pharmacokinetics of antiretrovirals in pregnant women.
Clinical pharmacokinetics.
2004; 43(15):1071-87. doi:
10.2165/00003088-200443150-00002. [PMID: 15568888] - Shaun K Loewen, Sylvia Y M Yao, Melissa D Slugoski, Nadira N Mohabir, Raymond J Turner, John R Mackey, Joel H Weiner, Maurice P Gallagher, Peter J F Henderson, Stephen A Baldwin, Carol E Cass, James D Young. Transport of physiological nucleosides and anti-viral and anti-neoplastic nucleoside drugs by recombinant Escherichia coli nucleoside-H(+) cotransporter (NupC) produced in Xenopus laevis oocytes.
Molecular membrane biology.
2004 Jan; 21(1):1-10. doi:
10.1080/0968768031000140836. [PMID: 14668133] - Hirokazu Tamamura, Kenichi Hiramatsu, a Shuichi Kusano, Shigemi Terakubo, Naoki Yamamoto, John O Trent, Zixuan Wang, Stephen C Peiper, Hideki Nakashima, Akira Otaka, Nobutaka Fujii. Synthesis of potent CXCR4 inhibitors possessing low cytotoxicity and improved biostability based on T140 derivatives.
Organic & biomolecular chemistry.
2003 Nov; 1(21):3656-62. doi:
10.1039/b306473p. [PMID: 14649896] - Hirokazu Tamamura, Kenichi Hiramatsu, Makiko Mizumoto, Satoshi Ueda, Shuichi Kusano, Shigemi Terakubo, Miki Akamatsu, Naoki Yamamoto, John O Trent, Zixuan Wang, Stephen C Peiper, Hideki Nakashima, Akira Otaka, Nobutaka Fujii. Enhancement of the T140-based pharmacophores leads to the development of more potent and bio-stable CXCR4 antagonists.
Organic & biomolecular chemistry.
2003 Nov; 1(21):3663-9. doi:
10.1039/b306613b. [PMID: 14649897] - Ulrich A Walker, Nils Venhoff, Eva C Koch, Manfred Olschewski, Josef Schneider, Bernhard Setzer. Uridine abrogates mitochondrial toxicity related to nucleoside analogue reverse transcriptase inhibitors in HepG2 cells.
Antiviral therapy.
2003 Oct; 8(5):463-70. doi:
". [PMID: 14640394] - L C Chiang, W Chiang, M C Liu, C C Lin. In vitro antiviral activities of Caesalpinia pulcherrima and its related flavonoids.
The Journal of antimicrobial chemotherapy.
2003 Aug; 52(2):194-8. doi:
10.1093/jac/dkg291. [PMID: 12837746] - Naser L Rezk, Richard R Tidwell, Angela D M Kashuba. Simultaneous determination of six HIV nucleoside analogue reverse transcriptase inhibitors and nevirapine by liquid chromatography with ultraviolet absorbance detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Jul; 791(1-2):137-47. doi:
10.1016/s1570-0232(03)00224-1. [PMID: 12798174] - Hisatoshi Kaneko, Shuichi Mori, Shiro Shigeta, Shigeaki Ohno, Koki Aoki. [Antiviral effect of sulfated sialyl lipid against a clinical strain of adenovirus].
Nippon Ganka Gakkai zasshi.
2003 Apr; 107(4):196-201. doi:
". [PMID: 12755063] - G W Rutherford, P R Sangani, G E Kennedy. Three- or four- versus two-drug antiretroviral maintenance regimens for HIV infection.
The Cochrane database of systematic reviews.
2003; ?(4):CD002037. doi:
10.1002/14651858.cd002037. [PMID: 14583945] - G Birkus, C S Gibbs, T Cihlar. Comparative effects of adefovir and selected nucleoside inhibitors of hepatitis B virus DNA polymerase on mitochondrial DNA in liver and skeletal muscle cells.
Journal of viral hepatitis.
2003 Jan; 10(1):50-4. doi:
10.1046/j.1365-2893.2003.00399.x. [PMID: 12558912] - Diane Descamps, Philippe Flandre, Véronique Joly, Vincent Meiffrédy, Gilles Peytavin, Jacques Izopet, Catherine Tamalet, Ai-Feng Zeng, Marine Harel, Stéphane Lastère, Jean-Pierre Aboulker, Patrick Yéni, Françoise Brun-Vézinet. Effect of zidovudine resistance mutations on virologic response to treatment with zidovudine or stavudine, each in combination with lamivudine and indinavir.
Journal of acquired immune deficiency syndromes (1999).
2002 Dec; 31(5):464-71. doi:
10.1097/00126334-200212150-00002. [PMID: 12473833] - Lieven J Stuyver, Stefania Lostia, Marjorie Adams, Judy S Mathew, Balakrishna S Pai, Jason Grier, Phillip M Tharnish, Yongseok Choi, Youhoon Chong, Hyunah Choo, Chung K Chu, Michael J Otto, Raymond F Schinazi. Antiviral activities and cellular toxicities of modified 2',3'-dideoxy-2',3'-didehydrocytidine analogues.
Antimicrobial agents and chemotherapy.
2002 Dec; 46(12):3854-60. doi:
10.1128/aac.46.12.3854-3860.2002. [PMID: 12435688] - Ulrich A Walker, Bernhard Setzer, Nils Venhoff. Increased long-term mitochondrial toxicity in combinations of nucleoside analogue reverse-transcriptase inhibitors.
AIDS (London, England).
2002 Nov; 16(16):2165-73. doi:
10.1097/00002030-200211080-00009. [PMID: 12409738] - Neil Parkin, Colombe Chappey, Laura Maroldo, Michael Bates, Nicholas S Hellmann, Christos J Petropoulos. Phenotypic and genotypic HIV-1 drug resistance assays provide complementary information.
Journal of acquired immune deficiency syndromes (1999).
2002 Oct; 31(2):128-36. doi:
10.1097/00126334-200210010-00002. [PMID: 12394790] - A Masuhr, M Mueller, V Simon, T Zwingers, M Kurowski, H Jessen, E Lauenroth-Mai, A Moll, D Schranz, C Moecklinghoff, K Arastéh. Predictors of treatment failure during highly active antiretroviral therapy (racing trial).
European journal of medical research.
2002 Aug; 7(8):341-6. doi:
NULL. [PMID: 12204841] - Robert L Lobato, Eun-Young Kim, Ronald M Kagan, Thomas C Merigan. Genotypic and phenotypic analysis of a novel 15-base insertion occurring between codons 69 and 70 of HIV type 1 reverse transcriptase.
AIDS research and human retroviruses.
2002 Jul; 18(10):733-6. doi:
10.1089/088922202760072375. [PMID: 12167282] - Catherine L Cherry, Michelle E Gahan, Justin C McArthur, Sharon R Lewin, Jennifer F Hoy, Steven L Wesselingh. Exposure to dideoxynucleosides is reflected in lowered mitochondrial DNA in subcutaneous fat.
Journal of acquired immune deficiency syndromes (1999).
2002 Jul; 30(3):271-7. doi:
10.1097/00126334-200207010-00002. [PMID: 12131563] - Sylvia Y Yao, Amy M Ng, Shaun K Loewen, Carol E Cass, Stephen A Baldwin, James D Young. An ancient prevertebrate Na+-nucleoside cotransporter (hfCNT) from the Pacific hagfish (Eptatretus stouti).
American journal of physiology. Cell physiology.
2002 Jul; 283(1):C155-68. doi:
10.1152/ajpcell.00587.2001. [PMID: 12055084] - Shoukat H Qari, Mark Winters, Anne-Mieke Vandamme, Thomas Merigan, Walid Heneine. A rapid phenotypic assay for detecting multiple nucleoside analogue reverse transcriptase inhibitor-resistant HIV-1 in plasma.
Antiviral therapy.
2002 Jun; 7(2):131-9. doi:
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Antimicrobial agents and chemotherapy.
2002 May; 46(5):1394-401. doi:
10.1128/aac.46.5.1394-1401.2002. [PMID: 11959574] - Tomas Cihlar, Gabriel Birkus, Dale E Greenwalt, Michael J M Hitchcock. Tenofovir exhibits low cytotoxicity in various human cell types: comparison with other nucleoside reverse transcriptase inhibitors.
Antiviral research.
2002 Apr; 54(1):37-45. doi:
10.1016/s0166-3542(01)00210-8. [PMID: 11888656] - J A Idoko, L Akinsete, A D Abalaka, L B Keshinro, L Dutse, B Onyenekwe, A Lhekwaba, O S Njoku, M O Kehinde, C O N Wambebe. A multicentre study to determine the efficacy and tolerability of a combination of nelfinavir (VIRACEPT), zalcitabine (HIVID) and zidovudine in the treatment of HIV infected Nigerian patients.
West African journal of medicine.
2002 Apr; 21(2):83-6. doi:
. [PMID: 12403023] - Nils Venhoff, Bernhard Setzer, Dirk Lebrecht, Ulrich A Walker. Dietary supplements in the treatment of nucleoside reverse transcriptase inhibitor-related mitochondrial toxicity.
AIDS (London, England).
2002 Mar; 16(5):800-2. doi:
10.1097/00002030-200203290-00021. [PMID: 11964542] - Gabriel Birkus, Michael J M Hitchcock, Tomas Cihlar. Assessment of mitochondrial toxicity in human cells treated with tenofovir: comparison with other nucleoside reverse transcriptase inhibitors.
Antimicrobial agents and chemotherapy.
2002 Mar; 46(3):716-23. doi:
10.1128/aac.46.3.716-723.2002. [PMID: 11850253] - NULL. Observations of HIV-1 genotypic drug resistance in a trial of four reverse transcriptase inhibitors (Quattro Trial).
Antiviral therapy.
2002 Mar; 7(1):11-20. doi:
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The Journal of pharmacy and pharmacology.
2002 Jan; 54(1):111-7. doi:
10.1211/0022357021771814. [PMID: 11829121] - Richard S Geary, Scott P Henry, Lisa R Grillone. Fomivirsen: clinical pharmacology and potential drug interactions.
Clinical pharmacokinetics.
2002; 41(4):255-60. doi:
10.2165/00003088-200241040-00002. [PMID: 11978144] - H Kaneko, K Kato, S Mori, S Shigeta. Antiviral activity of NMSO3 against adenovirus in vitro.
Antiviral research.
2001 Dec; 52(3):281-8. doi:
10.1016/s0166-3542(01)00167-x. [PMID: 11675145] - P D Walzer, A Ashbaugh, M Collins, M T Cushion. Anti-human immunodeficiency virus drugs are ineffective against Pneumocystis carinii in vitro and in vivo.
The Journal of infectious diseases.
2001 Nov; 184(10):1355-7. doi:
10.1086/323991. [PMID: 11679930] - E Toma, D Devost, N Chow Lan, P V Bhat. HIV-protease inhibitors alter retinoic acid synthesis.
AIDS (London, England).
2001 Oct; 15(15):1979-84. doi:
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AIDS research and human retroviruses.
2001 Aug; 17(12):1099-105. doi:
10.1089/088922201316912709. [PMID: 11522179] - D A Akintonwa. Theoretical mechanistic basis of the toxic effects and efficacy of dideoxycytidine in HIV:AIDS.
Medical hypotheses.
2001 Aug; 57(2):249-51. doi:
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Bioorganic & medicinal chemistry letters.
2001 Jul; 11(14):1897-902. doi:
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Phytotherapy research : PTR.
2001 Jun; 15(4):337-43. doi:
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