rimantadine (BioDeep_00000399007)

Main id: BioDeep_00000002491

 

natural product Volatile Flavor Compounds


代谢物信息卡片


Rimantadine (Flumadine)

化学式: C12H21N (179.1673906)
中文名称: 左旋氧氟沙星, 金刚乙胺
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C2CC3CC1(CC(C2)C3)C(N)C
InChI: InChI=1S/C12H21N/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12/h8-11H,2-7,13H2,1H3

描述信息

J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AC - Cyclic amines
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
C254 - Anti-Infective Agent > C281 - Antiviral Agent

同义名列表

4 个代谢物同义名

rimantadine; Rimantadine (Flumadine); Rimantadine; Rimantadine



数据库引用编号

13 个数据库交叉引用编号

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

  • Jiří Sedlák, Jaroslava Přibylová, Igor Koloňuk, Josef Špak, Ondřej Lenz, Matěj Semerák. Elimination of Solanum nigrum ilarvirus 1 and Apple Hammerhead Viroid from Apple Cultivars Using Antivirals Ribavirin, Rimantadine, and Zidovudine. Viruses. 2023 Aug; 15(8):. doi: 10.3390/v15081684. [PMID: 37632025]
  • Trine Lisberg Toft-Bertelsen, Mads Gravers Jeppesen, Eva Tzortzini, Kai Xue, Karin Giller, Stefan Becker, Amer Mujezinovic, Bo Hjorth Bentzen, Loren B Andreas, Antonios Kolocouris, Thomas Nitschke Kledal, Mette Marie Rosenkilde. Amantadine has potential for the treatment of COVID-19 because it inhibits known and novel ion channels encoded by SARS-CoV-2. Communications biology. 2021 12; 4(1):1347. doi: 10.1038/s42003-021-02866-9. [PMID: 34853399]
  • Yuyong Zhou, Karen A Gammeltoft, Andrea Galli, Anna Offersgaard, Ulrik Fahnøe, Santseharay Ramirez, Jens Bukh, Judith M Gottwein. Efficacy of Ion-Channel Inhibitors Amantadine, Memantine and Rimantadine for the Treatment of SARS-CoV-2 In Vitro. Viruses. 2021 10; 13(10):. doi: 10.3390/v13102082. [PMID: 34696509]
  • 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]
  • Irina V Ilyina, Oksana S Patrusheva, Vladimir V Zarubaev, Maria A Misiurina, Alexander V Slita, Iana L Esaulkova, Dina V Korchagina, Yuri V Gatilov, Sophia S Borisevich, Konstantin P Volcho, Nariman F Salakhutdinov. Influenza antiviral activity of F- and OH-containing isopulegol-derived octahydro-2H-chromenes. Bioorganic & medicinal chemistry letters. 2021 01; 31(?):127677. doi: 10.1016/j.bmcl.2020.127677. [PMID: 33171219]
  • Tatyana M Khomenko, Vladimir V Zarubaev, Marina V Kireeva, Alexandrina S Volobueva, Alexander V Slita, Sophia S Borisevich, Dina V Korchagina, Nina I Komarova, Konstantin P Volcho, Nariman F Salakhutdinov. New type of anti-influenza agents based on benzo[d][1,3]dithiol core. Bioorganic & medicinal chemistry letters. 2020 12; 30(24):127653. doi: 10.1016/j.bmcl.2020.127653. [PMID: 33129992]
  • Radoslav Chayrov, Nikolaos A Parisis, Maria V Chatziathanasiadou, Eleni Vrontaki, Kalliopi Moschovou, Georgia Melagraki, Hristina Sbirkova-Dimitrova, Boris Shivachev, Michaela Schmidtke, Yavor Mitrev, Martin Sticha, Thomas Mavromoustakos, Andreas G Tzakos, Ivanka Stankova. Synthetic Analogues of Aminoadamantane as Influenza Viral Inhibitors-In Vitro, In Silico and QSAR Studies. Molecules (Basel, Switzerland). 2020 Sep; 25(17):. doi: 10.3390/molecules25173989. [PMID: 32883012]
  • Hafsa Iftikhar, Hafiza Nayyer Ali, Sadia Farooq, Hammad Naveed, Syed Shahzad-Ul-Hussan. Identification of potential inhibitors of three key enzymes of SARS-CoV2 using computational approach. Computers in biology and medicine. 2020 07; 122(?):103848. doi: 10.1016/j.compbiomed.2020.103848. [PMID: 32658735]
  • E N Ulomskiy, A V Ivanova, E B Gorbunov, I L Esaulkova, A V Slita, E O Sinegubova, E K Voinkov, R A Drokin, I I Butorin, E R Gazizullina, E L Gerasimova, V V Zarubaev, V L Rusinov. Synthesis and biological evaluation of 6-nitro-1,2,4-triazoloazines containing polyphenol fragments possessing antioxidant and antiviral activity. Bioorganic & medicinal chemistry letters. 2020 07; 30(13):127216. doi: 10.1016/j.bmcl.2020.127216. [PMID: 32360104]
  • Constantinos K Zacharis, Paraskevas D Tzanavaras. Trace analysis of rimantadine in human urine after dispersive liquid liquid microextraction followed by liquid chromatography-post column derivatization. Journal of separation science. 2020 Feb; 43(3):631-638. doi: 10.1002/jssc.201900903. [PMID: 31680400]
  • T M Garaev, A I Odnovorov, E S Kirillova, E I Burtseva, M P Finogenova, E A Mukasheva, T V Grebennikova. [Adamantan derivatives capable of inhibiting the reproduction of a Rimantadine resistant strain of influenza A(H1N1)pdm09 virus (Influenza A virus, Alphainfluenzavirus, Orthomyxoviridae).]. Voprosy virusologii. 2020 ; 65(1):16-20. doi: 10.36233/0507-4088-2020-65-1-16-20. [PMID: 32496716]
  • 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]
  • Beili Ying, Shichao Pang, Junchen Yang, Yang Zhong, Jingfang Wang. Computational Study of HCV p7 Channel: Insight into a New Strategy for HCV Inhibitor Design. Interdisciplinary sciences, computational life sciences. 2019 Jun; 11(2):292-299. doi: 10.1007/s12539-018-0306-3. [PMID: 30194627]
  • Dmitry Dar'in, Vladimir Zarubaev, Anastasia Galochkina, Maxim Gureev, Mikhail Krasavin. Non-chelating p-phenylidene-linked bis-imidazoline analogs of known influenza virus endonuclease inhibitors: Synthesis and anti-influenza activity. European journal of medicinal chemistry. 2019 Jan; 161(?):526-532. doi: 10.1016/j.ejmech.2018.10.063. [PMID: 30390440]
  • Tatyana M Khomenko, Vladimir V Zarubaev, Iana R Orshanskaya, Renata A Kadyrova, Victoria A Sannikova, Dina V Korchagina, Konstantin P Volcho, Nariman F Salakhutdinov. Anti-influenza activity of monoterpene-containing substituted coumarins. Bioorganic & medicinal chemistry letters. 2017 07; 27(13):2920-2925. doi: 10.1016/j.bmcl.2017.04.091. [PMID: 28501512]
  • Oleg I Artyushin, Elena V Sharova, Natalya M Vinogradova, Galina K Genkina, Aleksandra A Moiseeva, Zinaida S Klemenkova, Iana R Orshanskaya, Anna A Shtro, Renata A Kadyrova, Vladimir V Zarubaev, Olga I Yarovaya, Nariman F Salakhutdinov, Valery K Brel. Synthesis of camphecene derivatives using click chemistry methodology and study of their antiviral activity. Bioorganic & medicinal chemistry letters. 2017 05; 27(10):2181-2184. doi: 10.1016/j.bmcl.2017.03.051. [PMID: 28366530]
  • Marta Barniol-Xicota, Sabrina Gazzarrini, Eva Torres, Yanmei Hu, Jun Wang, Lieve Naesens, Anna Moroni, Santiago Vázquez. Slow but Steady Wins the Race: Dissimilarities among New Dual Inhibitors of the Wild-Type and the V27A Mutant M2 Channels of Influenza A Virus. Journal of medicinal chemistry. 2017 05; 60(9):3727-3738. doi: 10.1021/acs.jmedchem.6b01758. [PMID: 28418242]
  • V A Shibnev, T M Garaev, P G Deryabin, M P Finogenova, A G Botikov, D V Mishin. New Carbocyclic Amino Acid Derivatives Inhibit Infection Caused by Highly Pathogenic Influenza A Virus Strain (H5N1). Bulletin of experimental biology and medicine. 2016 Jun; 161(2):284-7. doi: 10.1007/s10517-016-3396-0. [PMID: 27383164]
  • Alexander N Geisman, Vladimir T Valuev-Elliston, Alexander A Ozerov, Anastasia L Khandazhinskaya, Alexander O Chizhov, Sergey N Kochetkov, Christophe Pannecouque, Lieve Naesens, Katherine L Seley-Radtke, Mikhail S Novikov. 1,6-Bis[(benzyloxy)methyl]uracil derivatives-Novel antivirals with activity against HIV-1 and influenza H1N1 virus. Bioorganic & medicinal chemistry. 2016 06; 24(11):2476-85. doi: 10.1016/j.bmc.2016.04.010. [PMID: 27112451]
  • O P Zhirnov, A A Manykin, J S Rossman, H D Klenk. Intravirion cohesion of matrix protein M1 with ribonucleocapsid is a prerequisite of influenza virus infectivity. Virology. 2016 May; 492(?):187-96. doi: 10.1016/j.virol.2016.02.021. [PMID: 26954078]
  • Lidia A Baltina, Vladimir V Zarubaev, Lia A Baltina, Iana A Orshanskaya, Alina I Fairushina, Oleg I Kiselev, Marat S Yunusov. Glycyrrhizic acid derivatives as influenza A/H1N1 virus inhibitors. Bioorganic & medicinal chemistry letters. 2015 Apr; 25(8):1742-1746. doi: 10.1016/j.bmcl.2015.02.074. [PMID: 25801933]
  • Nathania J Leong, Richard J Prankerd, David M Shackleford, Michelle P Mcintosh. The effect of intravenous sulfobutylether7 -β-cyclodextrin on the pharmacokinetics of a series of adamantane-containing compounds. Journal of pharmaceutical sciences. 2015 Apr; 104(4):1492-8. doi: 10.1002/jps.24331. [PMID: 25573540]
  • Nathania J Leong, Richard J Prankerd, David M Shackleford, Michelle P Mcintosh. Evaluation of the impact of sulfobutylether7 -β-cyclodextrin on the liquid chromatography-mass spectrometry analysis of biological samples arising from in vivo pharmacokinetic studies. Journal of pharmaceutical sciences. 2015 Apr; 104(4):1561-2. doi: 10.1002/jps.24348. [PMID: 25583633]
  • Ilona Bereczki, Máté Kicsák, Laura Dobray, Anikó Borbás, Gyula Batta, Sándor Kéki, Éva Nemes Nikodém, Eszter Ostorházi, Ferenc Rozgonyi, Evelien Vanderlinden, Lieve Naesens, Pál Herczegh. Semisynthetic teicoplanin derivatives as new influenza virus binding inhibitors: synthesis and antiviral studies. Bioorganic & medicinal chemistry letters. 2014 Aug; 24(15):3251-4. doi: 10.1016/j.bmcl.2014.06.018. [PMID: 24974341]
  • Antonios Kolocouris, Christina Tzitzoglaki, F Brent Johnson, Roland Zell, Anna K Wright, Timothy A Cross, Ian Tietjen, David Fedida, David D Busath. Aminoadamantanes with persistent in vitro efficacy against H1N1 (2009) influenza A. Journal of medicinal chemistry. 2014 Jun; 57(11):4629-39. doi: 10.1021/jm500598u. [PMID: 24793875]
  • P G Deryabin, T M Garaev, M P Finogenova, A G Botikov, V A Shibnev. Amino acid derivatives of adamantane carbocycle are capable of inhibiting replication of highly virulent avian influenza A/H5N1 virus. Bulletin of experimental biology and medicine. 2014 May; 157(1):62-5. doi: 10.1007/s10517-014-2492-2. [PMID: 24909717]
  • Matias Rey-Carrizo, Eva Torres, Chunlong Ma, Marta Barniol-Xicota, Jun Wang, Yibing Wu, Lieve Naesens, William F DeGrado, Robert A Lamb, Lawrence H Pinto, Santiago Vázquez. 3-Azatetracyclo[5.2.1.1(5,8).0(1,5)]undecane derivatives: from wild-type inhibitors of the M2 ion channel of influenza A virus to derivatives with potent activity against the V27A mutant. Journal of medicinal chemistry. 2013 Nov; 56(22):9265-74. doi: 10.1021/jm401340p. [PMID: 24237039]
  • Constantinos K Zacharis, Paraskevas D Tzanavaras, Athanasios G Vlessidis. Determination of rimantadine in human urine by HPLC using a monolithic stationary phase and on-line post-column derivatization. Journal of separation science. 2013 Jun; 36(11):1720-5. doi: 10.1002/jssc.201300106. [PMID: 23650193]
  • Edward E Korshin, Lyubov G Zakharova, Yakov A Levin, Marina P Shulaeva, Oskar K Pozdeev. Anti-influenza active and low toxic N-phenyl-substituted β-amidoamidines structurally related to natural antibiotic amidinomycin. Bioorganic & medicinal chemistry letters. 2013 Apr; 23(8):2357-61. doi: 10.1016/j.bmcl.2013.02.053. [PMID: 23489622]
  • Füsun Göktaş, Evelien Vanderlinden, Lieve Naesens, Nesrin Cesur, Zafer Cesur. Microwave assisted synthesis and anti-influenza virus activity of 1-adamantyl substituted N-(1-thia-4-azaspiro[4.5]decan-4-yl)carboxamide derivatives. Bioorganic & medicinal chemistry. 2012 Dec; 20(24):7155-9. doi: 10.1016/j.bmc.2012.09.064. [PMID: 23117173]
  • Dmitriy N Sokolov, Vladimir V Zarubaev, Anna A Shtro, Marina P Polovinka, Olga A Luzina, Nina I Komarova, Nariman F Salakhutdinov, Oleg I Kiselev. Anti-viral activity of (-)- and (+)-usnic acids and their derivatives against influenza virus A(H1N1)2009. Bioorganic & medicinal chemistry letters. 2012 Dec; 22(23):7060-4. doi: 10.1016/j.bmcl.2012.09.084. [PMID: 23099095]
  • Guang-Quan Wang, Yan-Fang Qin, Li-Ming Du, Jun-Fei Li, Xu Jing, Yin-Xia Chang, Hao Wu. Determination of amantadine and rimantadine using a sensitive fluorescent probe. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2012 Dec; 98(?):275-81. doi: 10.1016/j.saa.2012.08.016. [PMID: 22959366]
  • Georgina Cirrincione-Dall, Barbara J Brennan, Rosa M Ballester-Sanchis, Mercidita T Navarro, Brian E Davies. Pharmacokinetics and safety of coadministered oseltamivir and rimantadine in healthy volunteers: an open-label, multiple-dose, randomized, crossover study. Journal of clinical pharmacology. 2012 Aug; 52(8):1255-64. doi: 10.1177/0091270011412960. [PMID: 22039289]
  • Sander A A Kooijmans, Danielle Senyschyn, Muguntha M Mezhiselvam, Julia Morizzi, Susan A Charman, Babette Weksler, Ignacio-Andres Romero, Pierre-Olivier Couraud, Joseph A Nicolazzo. The involvement of a Na⁺- and Cl⁻-dependent transporter in the brain uptake of amantadine and rimantadine. Molecular pharmaceutics. 2012 Apr; 9(4):883-93. doi: 10.1021/mp2004127. [PMID: 22352408]
  • Rafal M Pielak, Kirill Oxenoid, James J Chou. Structural investigation of rimantadine inhibition of the AM2-BM2 chimera channel of influenza viruses. Structure (London, England : 1993). 2011 Nov; 19(11):1655-63. doi: 10.1016/j.str.2011.09.003. [PMID: 22078564]
  • Belen Puente, Esther Hernandez, Susana Perez, Luis Pablo, Esther Prieto, Maria Angeles Garcia, Miguel Angel Bregante. Determination of memantine in plasma and vitreous humour by HPLC with precolumn derivatization and fluorescence detection. Journal of chromatographic science. 2011 Nov; 49(10):745-52. doi: 10.1093/chrsci/49.10.745. [PMID: 22080801]
  • Joe Liu, Daniel Obando, Vivian Liao, Tulip Lifa, Rachel Codd. The many faces of the adamantyl group in drug design. European journal of medicinal chemistry. 2011 Jun; 46(6):1949-63. doi: 10.1016/j.ejmech.2011.01.047. [PMID: 21354674]
  • V G Belolipetskaia, S V Blagodatskikh, E A Zhabina, D A Kibalchich, D F Guranda, N A Belolipetskiĭ, L I Rudenko. [Comparative pharmacokinetics of antigrippin-maximum administered in capsules and powder for preparing solutions]. Eksperimental'naia i klinicheskaia farmakologiia. 2011; 74(7):38-40. doi: NULL. [PMID: 21894768]
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  • Pathumwadee Intharathep, Chittima Laohpongspaisan, Thanyada Rungrotmongkol, Arthorn Loisruangsin, Maturos Malaisree, Panita Decha, Ornjira Aruksakunwong, Krit Chuenpennit, Nopphorn Kaiyawet, Pornthep Sompornpisut, Somsak Pianwanit, Supot Hannongbua. How amantadine and rimantadine inhibit proton transport in the M2 protein channel. Journal of molecular graphics & modelling. 2008 Oct; 27(3):342-8. doi: 10.1016/j.jmgm.2008.06.002. [PMID: 18620883]
  • Meijuan Xu, Wenzheng Ju, Xiaoyan Xia, Hengshan Tan, Min Chen, Jun Zhang, Ningning Xiong, Meng Jiang, Lei Chen, Lixiu Gong. Determination of rimantadine in rat plasma by liquid chromatography/electrospray mass spectrometry and its application in a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Mar; 864(1-2):123-8. doi: 10.1016/j.jchromb.2008.01.053. [PMID: 18316252]
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