Artefenomel (BioDeep_00000176225)
human metabolite blood metabolite
代谢物信息卡片
化学式: C28H39NO5 (469.2828084)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(CN1CCOCC1)OC1=CC=C(C=C1)C1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3
InChI: InChI=1S/C28H39NO5/c1-3-26(31-14-11-29-9-12-30-13-10-29)4-2-22(1)23-5-7-27(8-6-23)32-28(34-33-27)24-16-20-15-21(18-24)19-25(28)17-20/h1-4,20-21,23-25H,5-19H2
描述信息
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides
同义名列表
数据库引用编号
8 个数据库交叉引用编号
- PubChem: 24999143
- HMDB: HMDB0248617
- DrugBank: DB11809
- ChEMBL: CHEMBL2322983
- ChEMBL: CHEMBL4061580
- ChEMBL: CHEMBL1828820
- chemspider: 29410403
- CAS: 1029939-86-3
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。
文献列表
- 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] - Katharine A Collins, Azrin N Abd-Rahman, Louise Marquart, Emma Ballard, Nathalie Gobeau, Paul Griffin, Stephan Chalon, Jörg J Möhrle, James S McCarthy. Antimalarial Activity of Artefenomel Against Asexual Parasites and Transmissible Gametocytes During Experimental Blood-Stage Plasmodium vivax Infection.
The Journal of infectious diseases.
2022 03; 225(6):1062-1069. doi:
10.1093/infdis/jiaa287. [PMID: 32479608] - Malinda Salim, Gisela Ramirez, Kang-Yu Peng, Andrew J Clulow, Adrian Hawley, Hanu Ramachandruni, Stephane Beilles, Ben J Boyd. Lipid Compositions in Infant Formulas Affect the Solubilization of Antimalarial Drugs Artefenomel (OZ439) and Ferroquine during Digestion.
Molecular pharmaceutics.
2020 07; 17(7):2749-2759. doi:
10.1021/acs.molpharmaceut.0c00475. [PMID: 32574056] - 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] - James S McCarthy, Thomas Rückle, Suzanne L Elliott, Emma Ballard, Katharine A Collins, Louise Marquart, Paul Griffin, Stephan Chalon, Jörg J Möhrle. A Single-Dose Combination Study with the Experimental Antimalarials Artefenomel and DSM265 To Determine Safety and Antimalarial Activity against Blood-Stage Plasmodium falciparum in Healthy Volunteers.
Antimicrobial agents and chemotherapy.
2019 12; 64(1):. doi:
10.1128/aac.01371-19. [PMID: 31685476] - Malinda Salim, Jamal Khan, Gisela Ramirez, Mubtasim Murshed, Andrew J Clulow, Adrian Hawley, Hanu Ramachandruni, Stephane Beilles, Ben J Boyd. Impact of Ferroquine on the Solubilization of Artefenomel (OZ439) during in Vitro Lipolysis in Milk and Implications for Oral Combination Therapy for Malaria.
Molecular pharmaceutics.
2019 04; 16(4):1658-1668. doi:
10.1021/acs.molpharmaceut.8b01333. [PMID: 30830789] - Malinda Salim, Jamal Khan, Gisela Ramirez, Andrew J Clulow, Adrian Hawley, Hanu Ramachandruni, Ben J Boyd. Interactions of Artefenomel (OZ439) with Milk during Digestion: Insights into Digestion-Driven Solubilization and Polymorphic Transformations.
Molecular pharmaceutics.
2018 08; 15(8):3535-3544. doi:
10.1021/acs.molpharmaceut.8b00541. [PMID: 29932660] - Robert L Clark, Tammye L Edwards, Monica Longo, Joseph Kinney, Don K Walker, Jon Rhodes, Sally A Clode, Thomas Rückle, Timothy Wells, Nicole Andenmatten, Anna Christine Huber. Improved safety margin for embryotoxicity in rats for the new endoperoxide artefenomel (OZ439) as compared to artesunate.
Birth defects research.
2018 04; 110(7):553-578. doi:
10.1002/bdr2.1170. [PMID: 29193867] - 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] - Aung Pyae Phyo, Podjanee Jittamala, François H Nosten, Sasithon Pukrittayakamee, Mallika Imwong, Nicholas J White, Stephan Duparc, Fiona Macintyre, Mark Baker, Jörg J Möhrle. Antimalarial activity of artefenomel (OZ439), a novel synthetic antimalarial endoperoxide, in patients with Plasmodium falciparum and Plasmodium vivax malaria: an open-label phase 2 trial.
The Lancet. Infectious diseases.
2016 Jan; 16(1):61-69. doi:
10.1016/s1473-3099(15)00320-5. [PMID: 26448141] - Borje Darpo, Georg Ferber, Peter Siegl, Bart Laurijssens, Fiona Macintyre, Stephen Toovey, Stephan Duparc. Evaluation of the QT effect of a combination of piperaquine and a novel anti-malarial drug candidate OZ439, for the treatment of uncomplicated malaria.
British journal of clinical pharmacology.
2015 Oct; 80(4):706-15. doi:
10.1111/bcp.12680. [PMID: 25966781] - Joerg J Moehrle, Stephan Duparc, Christoph Siethoff, Paul L M van Giersbergen, J Carl Craft, Sarah Arbe-Barnes, Susan A Charman, Maria Gutierrez, Sergio Wittlin, Jonathan L Vennerstrom. First-in-man safety and pharmacokinetics of synthetic ozonide OZ439 demonstrates an improved exposure profile relative to other peroxide antimalarials.
British journal of clinical pharmacology.
2013 Feb; 75(2):524-37. doi:
10.1111/j.1365-2125.2012.04368.x. [PMID: 22759078] - 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]