Mebendazole (BioDeep_00000017923)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester

化学式: C16H13N3O3 (295.0956868)
中文名称: 甲苯咪唑
谱图信息: 最多检出来源 Rattus norvegicus(blood) 7.35%

分子结构信息

SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1
InChI: InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)

描述信息

Mebendazole is only found in individuals that have used or taken this drug. It is a benzimidazole that acts by interfering with carbohydrate metabolism and inhibiting polymerization of microtubules. [PubChem]Mebendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasites, and depletes their glycogen stores. Degenerative changes in the endoplasmic reticulum, the mitochondria of the germinal layer, and the subsequent release of lysosomes result in decreased production of adenosine triphosphate (ATP), which is the energy required for the survival of the helminth. Due to diminished energy production, the parasite is immobilized and eventually dies.
P - Antiparasitic products, insecticides and repellents > P02 - Anthelmintics > P02C - Antinematodal agents > P02CA - Benzimidazole derivatives
D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent
D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents

同义名列表

40 个代谢物同义名

(5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester; (5-Benzoyl-1H-benzimidazol-2-yl)-carbamate methyl ester; methyl N-(6-benzoyl-1H-1,3-benzodiazol-2-yl)carbamate; Abello farmacia brand OF mebendazole; Healthypharm brand OF mebendazole; Tedec meiji brand OF mebendazole; Leidapharm brand OF mebendazole; Ardeypharm brand OF mebendazole; Taxandria brand OF mebendazole; Streger brand OF mebendazole; Janssen brand OF mebendazole; Degorts brand OF mebendazole; Norgine brand OF mebendazole; Pfizer brand OF mebendazole; Esteve brand OF mebendazole; Boots brand OF mebendazole; Elfar brand OF mebendazole; Boots threadworm treatment; Diba brand OF mebendazole; SSL Brand OF mebendazole; Pripsen mebendazole; mebendazole; Anti worm; Anti-worm; Wormkuur; Vermicol; Bantenol; Mebenvet; Mebendan; Madicure; Vermidil; Banworm; Surfont; Lomper; Telmin; Vermin; Vermox; Sqworm; Sufil; MBDZ



数据库引用编号

10 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

  • Wenrong He, Hai An Truong, Ling Zhang, Min Cao, Neal Arakawa, Yao Xiao, Kaizhen Zhong, Yingnan Hou, Wolfgang Busch. Identification of mebendazole as an ethylene signaling activator reveals a role of ethylene signaling in the regulation of lateral root angles. Cell reports. 2024 Feb; 43(2):113763. doi: 10.1016/j.celrep.2024.113763. [PMID: 38358890]
  • Ioanna Poulopoulou, Mark James Horgan, Bianka Siewert, Michaela Siller, Luisa Palmieri, Eftychia Martinidou, Stefan Martens, Pietro Fusani, Veronika Temml, Hermann Stuppner, Matthias Gauly. In vitro evaluation of the effects of methanolic plant extracts on the embryonation rate of Ascaridia galli eggs. Veterinary research communications. 2023 Jun; 47(2):409-419. doi: 10.1007/s11259-022-09958-9. [PMID: 35727416]
  • Reem N El Gammal, Heba Elmansi, Ali A El-Emam, Fathalla Belal, Mohammed E A Hammouda. Exploring the molecular interaction of mebendazole with bovine serum albumin using multi-spectroscopic approaches and molecular docking. Scientific reports. 2022 Jul; 12(1):11582. doi: 10.1038/s41598-022-15696-4. [PMID: 35804178]
  • Shaali Ame, Fatma Kabole, Alphoncina Masako Nanai, Pauline Mwinzi, Denise Mupfasoni, Said Mohammed Ali, Antonio Montresor. Impact of preventive chemotherapy on transmission of soil-transmitted helminth infections in Pemba Island, United Republic of Tanzania, 1994-2021. PLoS neglected tropical diseases. 2022 06; 16(6):e0010477. doi: 10.1371/journal.pntd.0010477. [PMID: 35759453]
  • Salah M Aly, Sayed N Abou El-Gheit, Habiba M Essam El-Din. Comparative Studies on The Efficiency of Neem Leaves Azadirachta indica and Flubendazole Treatment Against Diplectanum in Sea Bass Dicentrarchus labrax. Acta parasitologica. 2022 Jun; 67(2):970-975. doi: 10.1007/s11686-022-00544-2. [PMID: 35426620]
  • Lei Men, Yuhan Zhang, Keke Li, Zhongyu Li, Chunbin Li, Xueyuan Zhang, Xiaojie Gong, Linlin Fang. Metabolism and pharmacokinetics of mebendazole in Japanese pufferfish (Takifugu rubripes). Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2022 May; 39(5):912-924. doi: 10.1080/19440049.2022.2052974. [PMID: 35442868]
  • María Ángela Oliva, Carlota Tosat-Bitrián, Lucía Barrado-Gil, Francesca Bonato, Inmaculada Galindo, Urtzi Garaigorta, Beatriz Álvarez-Bernad, Rebeca París-Ogáyar, Daniel Lucena-Agell, Juan Francisco Giménez-Abián, Isabel García-Dorival, Jesús Urquiza, Pablo Gastaminza, José Fernando Díaz, Valle Palomo, Covadonga Alonso. Effect of Clinically Used Microtubule Targeting Drugs on Viral Infection and Transport Function. International journal of molecular sciences. 2022 Mar; 23(7):. doi: 10.3390/ijms23073448. [PMID: 35408808]
  • Yusuke Sumimoto, Shinya Okawa, Tomoya Inoue, Kazufumi Masuda, Masato Maruyama, Kazutaka Higaki. Extensive improvement of oral bioavailability of mebendazole, a brick dust, by polymer-containing SNEDDS preparation: Disruption of high crystallinity by utilizing its counter ion. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2022 Mar; 172(?):213-227. doi: 10.1016/j.ejpb.2022.02.002. [PMID: 35134511]
  • Sibo Wang, Yibo Ma, Weishan Wang, Yi Dai, Haohao Sun, Jing Li, Shan Wang, Feng Li. Status and prospect of novel treatment options toward alveolar and cystic echinococcosis. Acta tropica. 2022 Feb; 226(?):106252. doi: 10.1016/j.actatropica.2021.106252. [PMID: 34808118]
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  • Sandhanasamy Devanesan, Murugesan Jayamala, Mohamad S AlSalhi, Sankaran Umamaheshwari, Amirtham Jacob A Ranjitsingh. Antimicrobial and anticancer properties of Carica papaya leaves derived di-methyl flubendazole mediated silver nanoparticles. Journal of infection and public health. 2021 May; 14(5):577-587. doi: 10.1016/j.jiph.2021.02.004. [PMID: 33848887]
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  • Qitao Zhang, Feriel Presswalla, Robin R Ali, David N Zacks, Debra A Thompson, Jason M L Miller. Pharmacologic activation of autophagy without direct mTOR inhibition as a therapeutic strategy for treating dry macular degeneration. Aging. 2021 04; 13(8):10866-10890. doi: 10.18632/aging.202974. [PMID: 33872219]
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  • Lucieni O Conterno, Marilia D Turchi, Ione Corrêa, Ricardo Augusto Monteiro de Barros Almeida. Anthelmintic drugs for treating ascariasis. The Cochrane database of systematic reviews. 2020 04; 4(?):CD010599. doi: 10.1002/14651858.cd010599.pub2. [PMID: 32289194]
  • Peter Nejsum, Kasper Lind Andersen, Sidsel Dahl Andersen, Stig Milan Thamsborg, Ana Merino Tejedor. Mebendazole treatment persistently alters the size profile and morphology of Trichuris trichiura eggs. Acta tropica. 2020 Apr; 204(?):105347. doi: 10.1016/j.actatropica.2020.105347. [PMID: 31954684]
  • Verena Luber, Mathias Lutz, Marianne Abele-Horn, Hermann Einsele, Götz Ulrich Grigoleit, Stephan Mielke. Excretion of Ascaris lumbricoides following reduced-intensity allogeneic hematopoietic stem cell transplantation and consecutive treatment with mebendazole. Transplant infectious disease : an official journal of the Transplantation Society. 2020 Feb; 22(1):e13224. doi: 10.1111/tid.13224. [PMID: 31782899]
  • Congshan Liu, Jianhai Yin, Jiaqing Yao, Zhijian Xu, Yi Tao, Haobing Zhang. Pharmacophore-Based Virtual Screening Toward the Discovery of Novel Anti-echinococcal Compounds. Frontiers in cellular and infection microbiology. 2020; 10(?):118. doi: 10.3389/fcimb.2020.00118. [PMID: 32266168]
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  • Renato A Errea, George Vasquez-Rios, Maria L Calderon, Diego Siu, Kevin R Duque, Luciana H Juarez, Rodrigo Gallegos, Celene Uriol, Claudia R Rondon, Katia P Baca, Rosario J Fabian, Marco Canales, Angelica Terashima, Luis A Marcos, Frine Samalvides. Soil-Transmitted Helminthiasis in Children from a Rural Community Taking Part in a Periodic Deworming Program in the Peruvian Amazon. The American journal of tropical medicine and hygiene. 2019 09; 101(3):636-640. doi: 10.4269/ajtmh.18-1011. [PMID: 31309921]
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  • Sophie Lachau-Durand, Lieve Lammens, Bas-Jan van der Leede, Jacky Van Gompel, Graham Bailey, Marc Engelen, Ann Lampo. Preclinical toxicity and pharmacokinetics of a new orally bioavailable flubendazole formulation and the impact for clinical trials and risk/benefit to patients. PLoS neglected tropical diseases. 2019 01; 13(1):e0007026. doi: 10.1371/journal.pntd.0007026. [PMID: 30650076]
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  • Zhisheng Dang, Shuo Xu, Haobing Zhang, Weifeng Gui, Yumin Zhao, Liping Duan, Wei Hu. In vitro and in vivo efficacies of carbazole aminoalcohols in the treatment of alveolar echinococcosis. Acta tropica. 2018 Sep; 185(?):138-143. doi: 10.1016/j.actatropica.2018.05.007. [PMID: 29746870]
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