Arterolane (BioDeep_00000176232)

   

human metabolite blood metabolite


代谢物信息卡片


N-(2-amino-2-methylpropyl)-2-{dispiro[adamantane-2,2-[1,3,5]trioxolane-4,1-cyclohexane]-4-yl}acetamide

化学式: C22H36N2O4 (392.2675)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 100%

分子结构信息

SMILES: CC(C)(CNC(=O)CC1CCC2(CC1)OC3(C4CC5CC(C4)CC3C5)OO2)N
InChI: InChI=1S/C22H36N2O4/c1-20(2,23)13-24-19(25)12-14-3-5-21(6-4-14)26-22(28-27-21)17-8-15-7-16(10-17)11-18(22)9-15/h14-18H,3-13,23H2,1-2H3,(H,24,25)

描述信息

C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

同义名列表

3 个代谢物同义名

N-(2-amino-2-methylpropyl)-2-{dispiro[adamantane-2,2-[1,3,5]trioxolane-4,1-cyclohexane]-4-yl}acetamide; Arterolane; OZ277 CPD



数据库引用编号

11 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)

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

  • Prakash Niguram, Abhijeet S Kate. Comprehensive metabolite identification study of arterolane using hydrophilic interaction liquid chromatography with quadrupole-time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM. 2022 Aug; 36(16):e9335. doi: 10.1002/rcm.9335. [PMID: 35706363]
  • Jing Yang, Yonggang Wang, Wen Guan, Weiwei Su, Gang Li, Suode Zhang, Hongliang Yao. Spiral molecules with antimalarial activities: A review. European journal of medicinal chemistry. 2022 Jul; 237(?):114361. doi: 10.1016/j.ejmech.2022.114361. [PMID: 35461019]
  • Carlo Giannangelo, Ghizal Siddiqui, Amanda De Paoli, Bethany M Anderson, Laura E Edgington-Mitchell, Susan A Charman, Darren J Creek. System-wide biochemical analysis reveals ozonide antimalarials initially act by disrupting Plasmodium falciparum haemoglobin digestion. PLoS pathogens. 2020 06; 16(6):e1008485. doi: 10.1371/journal.ppat.1008485. [PMID: 32589689]
  • Yuxiang Dong, Xiaofang Wang, Sriraghavan Kamaraj, Vivek J Bulbule, Francis C K Chiu, Jacques Chollet, Manickam Dhanasekaran, Christopher D Hein, Petros Papastogiannidis, Julia Morizzi, David M Shackleford, Helena Barker, Eileen Ryan, Christian Scheurer, Yuanqing Tang, Qingjie Zhao, Lin Zhou, Karen L White, Heinrich Urwyler, William N Charman, Hugues Matile, Sergio Wittlin, Susan A Charman, Jonathan L Vennerstrom. Structure-Activity Relationship of the Antimalarial Ozonide Artefenomel (OZ439). Journal of medicinal chemistry. 2017 04; 60(7):2654-2668. doi: 10.1021/acs.jmedchem.6b01586. [PMID: 28052200]
  • Nilanjan Saha, Joerg J Moehrle, Anita Zutshi, Pradeep Sharma, Pawandeep Kaur, Sunil S Iyer. Safety, tolerability and pharmacokinetic profile of single and multiple oral doses of arterolane (RBx11160) maleate in healthy subjects. Journal of clinical pharmacology. 2014 Apr; 54(4):386-93. doi: 10.1002/jcph.232. [PMID: 24242999]
  • Carmony L Hartwig, Erica M W Lauterwasser, Sumit S Mahajan, Jonathan M Hoke, Roland A Cooper, Adam R Renslo. Investigating the antimalarial action of 1,2,4-trioxolanes with fluorescent chemical probes. Journal of medicinal chemistry. 2011 Dec; 54(23):8207-13. doi: 10.1021/jm2012003. [PMID: 22023506]
  • Anirudh Gautam, Tausif Ahmed, Pradeep Sharma, Brijesh Varshney, Monika Kothari, Nilanjan Saha, Arjun Roy, Joerg J Moehrle, Jyoti Paliwal. Pharmacokinetics and pharmacodynamics of arterolane maleate following multiple oral doses in adult patients with P. falciparum malaria. Journal of clinical pharmacology. 2011 Nov; 51(11):1519-28. doi: 10.1177/0091270010385578. [PMID: 21148048]
  • Fatima Bousejra-El Garah, Michael He-Long Wong, Richard K Amewu, Sant Muangnoicharoen, James L Maggs, Jean-Luc Stigliani, B Kevin Park, James Chadwick, Stephen A Ward, Paul M O'Neill. Comparison of the reactivity of antimalarial 1,2,4,5-tetraoxanes with 1,2,4-trioxolanes in the presence of ferrous iron salts, heme, and ferrous iron salts/phosphatidylcholine. Journal of medicinal chemistry. 2011 Oct; 54(19):6443-55. doi: 10.1021/jm200768h. [PMID: 21888440]
  • Abhishek Gupta, Yogendra Singh, Kona S Srinivas, Garima Jain, V B Sreekumar, Vinod Prasad Semwal. Development and validation of a headspace gas chromatographic method for the determination of residual solvents in arterolane (RBx11160) maleate bulk drug. Journal of pharmacy & bioallied sciences. 2010 Jan; 2(1):32-7. doi: 10.4103/0975-7406.62706. [PMID: 21814428]
  • Ravi K Bhamidipati, Julia Morizzi, Francis C K Chiu, David M Shackleford, Susan A Charman. Simultaneous determination of OZ277, a synthetic 1,2,4-trioxolane antimalarial, and its polar metabolites in rat plasma using hydrophilic interaction chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Oct; 877(27):2989-95. doi: 10.1016/j.jchromb.2009.07.015. [PMID: 19646936]
  • Sonja Maerki, Reto Brun, Susan A Charman, Arnulf Dorn, Hugues Matile, Sergio Wittlin. In vitro assessment of the pharmacodynamic properties and the partitioning of OZ277/RBx-11160 in cultures of Plasmodium falciparum. The Journal of antimicrobial chemotherapy. 2006 Jul; 58(1):52-8. doi: 10.1093/jac/dkl209. [PMID: 16735432]