Stavudine (BioDeep_00000003177)

 

Secondary id: BioDeep_00000406025

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

化学式: C10H12N2O4 (224.07970319999998)
中文名称: 2,3-二脱氢-3-脱氧胸苷
谱图信息: 最多检出来源 Homo sapiens(blood) 69.39%

分子结构信息

SMILES: CC1=CN(C(=O)NC1=O)C2C=CC(O2)CO
InChI: InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1

描述信息

Stavudine is only found in individuals that have used or taken this drug. It is a dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV. [PubChem]Stavudine inhibits the activity of HIV-1 reverse transcriptase (RT) both by competing with the natural substrate dGTP and by its incorporation into viral DNA.
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors
C471 - Enzyme Inhibitor > C1589 - Reverse Transcriptase Inhibitor > C97452 - Nucleoside Reverse Transcriptase Inhibitor
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D018894 - Reverse Transcriptase Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents
D009676 - Noxae > D000963 - Antimetabolites > D015224 - Dideoxynucleosides
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
C254 - Anti-Infective Agent > C281 - Antiviral Agent
Stavudine (d4T) is an orally active nucleoside reverse transcriptase inhibitor (NRTI). Stavudine has activity against HIV-1 and HIV-2. Stavudine also inhibits the replication of mitochondrial DNA (mtDNA). Stavudine reduces NLRP3 inflammasome activation and modulates Amyloid-β autophagy. Stavudine induces apoptosis[1][2][3][4].

同义名列表

21 个代谢物同义名

1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione; 1-(2,3-Dideoxy-beta-D-glycero-pent-2-enofuranosyl)thymine; 1-(2,3-Dideoxy-b-D-glycero-pent-2-enofuranosyl)thymine; 1-(2,3-Dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine; Bristol-myers squibb brand OF stavudine; 2,3-Didehydro-2,3-dideoxythmidine; Bristol-myers brand OF stavudine; 2,3-Didehydro-3-deoxythimidine; 2,3 Didehydro 3 deoxythymidine; 2,3-Didehydro-3-deoxythymidine; Stavudine, monosodium salt; 3-Deoxy-2-thymidinene; Stavudine (d4T); ABBR D4T; Sanilvudine; Estavudina; Stavudinum; Stavudine; Zerit; STV; d4T



数据库引用编号

19 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。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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

  • Sorour Khayyatnejad Shoushtari, Khalid Zoghebi, Muhammad Imran Sajid, Rakesh Kumar Tiwari, Keykavous Parang. Hybrid Cyclic-Linear Cell-Penetrating Peptides Containing Alternative Positively Charged and Hydrophobic Residues as Molecular Transporters. Molecular pharmaceutics. 2021 10; 18(10):3909-3919. doi: 10.1021/acs.molpharmaceut.1c00594. [PMID: 34491768]
  • Balagra Kasim Sumabe, Synnøve Brandt Ræder, Lisa Marie Røst, Animesh Sharma, Eric S Donkor, Lydia Mosi, Samuel Duodu, Per Bruheim, Marit Otterlei. Nucleoside Analogues Are Potent Inducers of Pol V-mediated Mutagenesis. Biomolecules. 2021 06; 11(6):. doi: 10.3390/biom11060843. [PMID: 34198819]
  • 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]
  • Himanshu G Toor, Devjani I Banerjee, Soumya Lipsa Rath, Siddhi A Darji. Computational drug re-purposing targeting the spike glycoprotein of SARS-CoV-2 as an effective strategy to neutralize COVID-19. European journal of pharmacology. 2021 Jan; 890(?):173720. doi: 10.1016/j.ejphar.2020.173720. [PMID: 33160938]
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  • Steffen Jockusch, Chuanjuan Tao, Xiaoxu Li, Thomas K Anderson, Minchen Chien, Shiv Kumar, James J Russo, Robert N Kirchdoerfer, Jingyue Ju. A library of nucleotide analogues terminate RNA synthesis catalyzed by polymerases of coronaviruses that cause SARS and COVID-19. Antiviral research. 2020 08; 180(?):104857. doi: 10.1016/j.antiviral.2020.104857. [PMID: 32562705]
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  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
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  • Willem Daniel Francois Venter, Andrew Kambugu, Matthew F Chersich, Stephen Becker, Andrew Hill, Natasha Arulappan, Michelle Moorhouse, Mohammed Majam, Godspower Akpomiemie, Simiso Sokhela, Selvamuthu Poongulali, Charles Feldman, Chris Duncombe, David H Brown Ripin, Alinda Vos, Nagalingeswaran Kumarasamy. Efficacy and Safety of Tenofovir Disoproxil Fumarate Versus Low-Dose Stavudine Over 96 Weeks: A Multicountry Randomized, Noninferiority Trial. Journal of acquired immune deficiency syndromes (1999). 2019 02; 80(2):224-233. doi: 10.1097/qai.0000000000001908. [PMID: 30640204]
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  • Jenny Svärd, Sabina Mugusi, Doreen Mloka, Ujjwal Neogi, Genny Meini, Ferdinand Mugusi, Francesca Incardona, Maurizio Zazzi, Anders Sönnerborg. Drug resistance testing through remote genotyping and predicted treatment options in human immunodeficiency virus type 1 infected Tanzanian subjects failing first or second line antiretroviral therapy. PloS one. 2017; 12(6):e0178942. doi: 10.1371/journal.pone.0178942. [PMID: 28582463]
  • Jeerunda Santiprabhob, Surapong Tanchaweng, Sirinoot Maturapat, Alan Maleesatharn, Watcharee Lermankul, Sirintip Sricharoenchai, Orasri Wittawatmongkol, Keswadee Lapphra, Wanatpreeya Phongsamart, Kulkanya Chokephaibulkit. Metabolic Disorders in HIV-Infected Adolescents Receiving Protease Inhibitors. BioMed research international. 2017; 2017(?):7481597. doi: 10.1155/2017/7481597. [PMID: 28293638]
  • Lovish Marwaha, Yashika Bansal, Raghunath Singh, Priyanka Saroj, Rupinder Kaur Sodhi, Anurag Kuhad. Niflumic acid, a TRPV1 channel modulator, ameliorates stavudine-induced neuropathic pain. Inflammopharmacology. 2016 Dec; 24(6):319-334. doi: 10.1007/s10787-016-0285-0. [PMID: 27757590]
  • Sirirat Likanonsakul, Bussakorn Suntisuklappon, Ravee Nitiyanontakij, Wisit Prasithsirikul, Emi E Nakayama, Tatsuo Shioda, Chariya Sangsajja. A Single-Nucleotide Polymorphism in ABCC4 Is Associated with Tenofovir-Related Beta2-Microglobulinuria in Thai Patients with HIV-1 Infection. PloS one. 2016; 11(1):e0147724. doi: 10.1371/journal.pone.0147724. [PMID: 26807589]
  • Oluwafeyisetan O Adebiyi, Olubunmi A Adebiyi, Peter M O Owira. Naringin Reverses Hepatocyte Apoptosis and Oxidative Stress Associated with HIV-1 Nucleotide Reverse Transcriptase Inhibitors-Induced Metabolic Complications. Nutrients. 2015 Dec; 7(12):10352-68. doi: 10.3390/nu7125540. [PMID: 26690471]
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