Sitamaquine (BioDeep_00000183841)

   

human metabolite blood metabolite


代谢物信息卡片


8-(6-Diethylaminohexylamino)-6-methoxy-4-methylquinoline dihydrochloride

化学式: C21H33N3O (343.26234880000004)
中文名称: 西罗莫斯
谱图信息: 最多检出来源 Homo sapiens(blood) 99.43%

分子结构信息

SMILES: CCN(CC)CCCCCCNC1=CC(=CC2=C(C=CN=C12)C)OC
InChI: InChI=1S/C21H33N3O/c1-5-24(6-2)14-10-8-7-9-12-22-20-16-18(25-4)15-19-17(3)11-13-23-21(19)20/h11,13,15-16,22H,5-10,12,14H2,1-4H3

描述信息

C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

同义名列表

8 个代谢物同义名

8-(6-Diethylaminohexylamino)-6-methoxy-4-methylquinoline dihydrochloride; N,N-Diethyl-n-(6-methoxy-4-methyl-8-quinolinyl)-1,6- hexanediamine; N-[6-(diethylamino)hexyl]-6-methoxy-4-methylquinolin-8-amine; 8-((6-(Diethylamino)hexyl)amino)-6-methoxy-4-methylquinoline; WR-6026SItamaquine; 8-Aminoquinoline; 8-Quinolinamine; Sitamaquine



数据库引用编号

7 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。



文献列表

  • Selvi Srinivasan, Debashish Roy, Thomas E J Chavas, Vladimir Vlaskin, Duy-Khiet Ho, Ayumi Pottenger, Clare L M LeGuyader, Mahdi Maktabi, Pamela Strauch, Conner Jackson, Siobhan M Flaherty, Hsiuling Lin, Jing Zhang, Brandon Pybus, Qigui Li, Hans E Huber, Paul A Burke, David Wesche, Rosemary Rochford, Patrick S Stayton. Liver-targeted polymeric prodrugs of 8-aminoquinolines for malaria radical cure. Journal of controlled release : official journal of the Controlled Release Society. 2021 03; 331(?):213-227. doi: 10.1016/j.jconrel.2020.12.046. [PMID: 33378692]
  • Lin Qiu, Shuwen Zhou, Ying Li, Wen Rui, Pengfei Cui, Changli Zhang, Yongsheng Yu, Cheng Wang, Xiang Wang, Jianhao Wang, Pengju Jiang. Silica-Coated Fe3O4 Nanoparticles as a Bifunctional Agent for Magnetic Resonance Imaging and ZnII Fluorescent Sensing. Technology in cancer research & treatment. 2021 Jan; 20(?):15330338211036539. doi: 10.1177/15330338211036539. [PMID: 34350798]
  • 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]
  • L Imbert, S Cojean, D Libong, P Chaminade, P M Loiseau. Sitamaquine-resistance in Leishmania donovani affects drug accumulation and lipid metabolism. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2014 Sep; 68(7):893-7. doi: 10.1016/j.biopha.2014.08.009. [PMID: 25201056]
  • Michel Nguyen, Anne Robert, Alix Sournia-Saquet, Laure Vendier, Bernard Meunier. Characterization of new specific copper chelators as potential drugs for the treatment of Alzheimer's disease. Chemistry (Weinheim an der Bergstrasse, Germany). 2014 May; 20(22):6771-85. doi: 10.1002/chem.201402143. [PMID: 24797103]
  • Kirandeep Kaur, Meenakshi Jain, Shabana I Khan, Melissa R Jacob, Babu L Tekwani, Savita Singh, Prati Pal Singh, Rahul Jain. Amino acid, dipeptide and pseudodipeptide conjugates of ring-substituted 8-aminoquinolines: synthesis and evaluation of anti-infective, β-haematin inhibition and cytotoxic activities. European journal of medicinal chemistry. 2012 Jun; 52(?):230-41. doi: 10.1016/j.ejmech.2012.03.019. [PMID: 22483965]
  • Nisha Singh, Manish Kumar, Rakesh Kumar Singh. Leishmaniasis: current status of available drugs and new potential drug targets. Asian Pacific journal of tropical medicine. 2012 Jun; 5(6):485-97. doi: 10.1016/s1995-7645(12)60084-4. [PMID: 22575984]
  • Liangliang Yan, Xiaoyong Wang, Yanqing Wang, Yangmiao Zhang, Yizhi Li, Zijian Guo. Cytotoxic palladium(II) complexes of 8-aminoquinoline derivatives and the interaction with human serum albumin. Journal of inorganic biochemistry. 2012 Jan; 106(1):46-51. doi: 10.1016/j.jinorgbio.2011.09.032. [PMID: 22112839]
  • Paul Abu-Rabie, Neil Spooner. Dried matrix spot direct analysis: evaluating the robustness of a direct elution technique for use in quantitative bioanalysis. Bioanalysis. 2011 Dec; 3(24):2769-81. doi: 10.4155/bio.11.270. [PMID: 22185277]
  • Shyam Sundar, Prabhat K Sinha, Susan A Dixon, Renata Buckley, Ann K Miller, Khadeeja Mohamed, Mahir Al-Banna. Pharmacokinetics of oral sitamaquine taken with or without food and safety and efficacy for treatment of visceral leishmaniais: a randomized study in Bihar, India. The American journal of tropical medicine and hygiene. 2011 Jun; 84(6):892-900. doi: 10.4269/ajtmh.2011.10-0409. [PMID: 21633025]
  • Joanne Mather, Paul D Rainville, Neil Spooner, Christopher A Evans, Norman W Smith, Robert S Plumb. Rapid analysis of dried blood spot samples with sub-2-µm LC-MS/MS. Bioanalysis. 2011 Feb; 3(4):411-20. doi: 10.4155/bio.10.210. [PMID: 21338261]
  • E S Coimbra, D Libong, S Cojean, M Saint-Pierre-Chazalet, A Solgadi, L Le Moyec, A M Duenas-Romero, P Chaminade, P M Loiseau. Mechanism of interaction of sitamaquine with Leishmania donovani. The Journal of antimicrobial chemotherapy. 2010 Dec; 65(12):2548-55. doi: 10.1093/jac/dkq371. [PMID: 20956354]
  • Gary J Van Berkel, Vilmos Kertesz. Application of a liquid extraction based sealing surface sampling probe for mass spectrometric analysis of dried blood spots and mouse whole-body thin tissue sections. Analytical chemistry. 2009 Nov; 81(21):9146-52. doi: 10.1021/ac901712b. [PMID: 19817477]
  • Esther Castanys-Muñoz, José María Pérez-Victoria, Francisco Gamarro, Santiago Castanys. Characterization of an ABCG-like transporter from the protozoan parasite Leishmania with a role in drug resistance and transbilayer lipid movement. Antimicrobial agents and chemotherapy. 2008 Oct; 52(10):3573-9. doi: 10.1128/aac.00587-08. [PMID: 18644961]
  • R K Singh, H P Pandey, S Sundar. Visceral leishmaniasis (kala-azar): challenges ahead. The Indian journal of medical research. 2006 Mar; 123(3):331-44. doi: ". [PMID: 16778314]
  • Monique K Wasunna, Juma R Rashid, Jane Mbui, George Kirigi, Dedan Kinoti, Hudson Lodenyo, J Mark Felton, Antony J Sabin, M John Albert, John Horton. A phase II dose-increasing study of sitamaquine for the treatment of visceral leishmaniasis in Kenya. The American journal of tropical medicine and hygiene. 2005 Nov; 73(5):871-6. doi: NULL. [PMID: 16282296]
  • R Dietze, S F Carvalho, L C Valli, J Berman, T Brewer, W Milhous, J Sanchez, B Schuster, M Grogl. Phase 2 trial of WR6026, an orally administered 8-aminoquinoline, in the treatment of visceral leishmaniasis caused by Leishmania chagasi. The American journal of tropical medicine and hygiene. 2001 Dec; 65(6):685-9. doi: 10.4269/ajtmh.2001.65.685. [PMID: 11791957]
  • S Sundar. Drug resistance in Indian visceral leishmaniasis. Tropical medicine & international health : TM & IH. 2001 Nov; 6(11):849-54. doi: 10.1046/j.1365-3156.2001.00778.x. [PMID: 11703838]
  • B G Petty, J R Black, C W Hendrix, L D Lewis, Y Basiakos, J Feinberg, D G Pattison, R Hafner. Escalating multiple-dose safety and tolerance study of oral WR 6026 in HIV-infected subjects: AIDS clinical trials group 173. Journal of acquired immune deficiency syndromes (1999). 1999 May; 21(1):26-32. doi: 10.1097/00126334-199905010-00004. [PMID: 10235511]
  • T Taylor, D R Hawkins, G R Morris, H Chung. Pharmacokinetics of the anti-leishmanian agent WR 6026 in dogs. European journal of drug metabolism and pharmacokinetics. 1991; Spec No 3(?):136-9. doi: NULL. [PMID: 1820868]
  • J D Berman, L S Lee. Activity of antileishmanial agents against amastigotes in human monocyte-derived macrophages and in mouse peritoneal macrophages. The Journal of parasitology. 1984 Apr; 70(2):220-5. doi: 10.2307/3281866. [PMID: 6088749]
  • L Giuliani, G Carmignani, E Belgrano, P Puppo. Transcatheter arterial embolization in urological tumors: the use of isobutyl-2-cyanoacrylate. The Journal of urology. 1979 May; 121(5):630-4. doi: 10.1016/s0022-5347(17)56913-x. [PMID: 439260]
  • P Hernuss, E Müller Tyl, H Salzer, H Sinzinger, L Wicke, T Prey, L Reisinger. [Pollen diet as an adjuvans of radiotherapy in gynecologic carcinomas]. Strahlentherapie. 1975 Nov; 150(5):500-6. doi: NULL. [PMID: 2995]
  • A W Mondorf. [Evidence of urinary tubular proteins in inflammatory and toxic kidney damage]. Wiener medizinische Wochenschrift. Supplement. 1975; 27(?):20-3. doi: NULL. [PMID: 5816]