methimazole (BioDeep_00000397481)

Main id: BioDeep_00000002534

 


代谢物信息卡片


2-mercapto-1-methylimidazole

化学式: C4H6N2S (114.0252)
中文名称: 2-巯基-1-甲基咪唑(甲硫咪唑), 2-巯基-1-甲基咪唑, 甲巯咪唑
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: Cn(c1)c(S)nc1
InChI: InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)

描述信息

H - Systemic hormonal preparations, excl. sex hormones and insulins > H03 - Thyroid therapy > H03B - Antithyroid preparations > H03BB - Sulfur-containing imidazole derivatives
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D013956 - Antithyroid Agents
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C885 - Antithyroid Agent
CONFIDENCE standard compound; INTERNAL_ID 1167

同义名列表

4 个代谢物同义名

2-mercapto-1-methylimidazole; methimazole; Thiamazole; Methimazole



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 4 ALB, CAT, TSHB, TYR
Endosome membrane 1 HLA-DRB1
Endoplasmic reticulum membrane 2 CD4, HLA-DRB1
Nucleus 3 ALB, MPO, OMP
cytosol 4 ALB, CAT, GPT, OMP
centrosome 1 ALB
nucleoplasm 1 MPO
Cell membrane 5 CD4, CD8A, HLA-DRB1, TNF, TSHR
Early endosome membrane 1 HLA-DRB1
Multi-pass membrane protein 1 TSHR
Synapse 1 OMP
cell surface 4 HLA-DRB1, TNF, TPO, TSHR
Golgi apparatus 1 ALB
Golgi membrane 2 HLA-DRB1, INS
lysosomal membrane 1 HLA-DRB1
neuronal cell body 2 OMP, TNF
Lysosome 2 MPO, TYR
plasma membrane 9 CD4, CD8A, CSF2, HLA-DRB1, IFNLR1, IL2RA, TNF, TPO, TSHR
Membrane 6 CAT, HLA-DRB1, IFNLR1, IL2RA, TPO, TSHR
axon 1 OMP
basolateral plasma membrane 1 TSHR
extracellular exosome 5 ALB, CAT, GPT, HLA-DRB1, MPO
Lysosome membrane 1 HLA-DRB1
endoplasmic reticulum 1 ALB
extracellular space 11 ALB, CSF2, CSF3, HLA-DRB1, IL6, INS, MPO, TG, TNF, TPO, TSHB
lysosomal lumen 1 CSF3
perinuclear region of cytoplasm 1 TYR
mitochondrion 1 CAT
protein-containing complex 2 ALB, CAT
intracellular membrane-bounded organelle 4 CAT, CSF2, MPO, TYR
Single-pass type I membrane protein 7 CD4, CD8A, HLA-DRB1, IFNLR1, IL2RA, TPO, TYR
Secreted 7 ALB, CSF2, CSF3, IL6, INS, TG, TSHB
extracellular region 11 ALB, CAT, CD8A, CSF2, CSF3, IL6, INS, MPO, TG, TNF, TSHB
Single-pass membrane protein 1 HLA-DRB1
[Isoform 2]: Secreted 1 CD8A
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
external side of plasma membrane 5 CD4, CD8A, HLA-DRB1, IL2RA, TNF
Melanosome membrane 1 TYR
Early endosome 1 CD4
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 CD4, TNF
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
secretory granule 1 MPO
intermediate filament 1 HLA-DRB1
lateral plasma membrane 1 TSHR
receptor complex 2 CD8A, TSHR
ciliary basal body 1 ALB
Late endosome membrane 1 HLA-DRB1
phagocytic cup 1 TNF
phagocytic vesicle membrane 1 HLA-DRB1
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 TSHR
Recycling endosome membrane 1 HLA-DRB1
endosome lumen 1 INS
Melanosome 1 TYR
azurophil granule 1 MPO
trans-Golgi network membrane 1 HLA-DRB1
plasma membrane raft 1 CD8A
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, CD4, IL6, INS
platelet alpha granule lumen 1 ALB
endocytic vesicle membrane 1 HLA-DRB1
transport vesicle 1 INS
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 HLA-DRB1
ER to Golgi transport vesicle membrane 1 HLA-DRB1
clathrin-coated endocytic vesicle membrane 2 CD4, HLA-DRB1
phagocytic vesicle lumen 1 MPO
lumenal side of endoplasmic reticulum membrane 1 HLA-DRB1
[Isoform 1]: Cell membrane 1 CD8A
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
endocytic vesicle lumen 1 CSF3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-2 receptor complex 1 IL2RA
T cell receptor complex 2 CD4, CD8A
Autolysosome membrane 1 HLA-DRB1
MHC class II protein complex 1 HLA-DRB1
transport vesicle membrane 1 HLA-DRB1
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • James C Fazioli, Margaret K Mulligan, Erin K Ison, J Alex Pasternak. Impact of methimazole-induced hypothyroidism on postnatal swine. Physiological reports. 2024 Apr; 12(8):e16007. doi: 10.14814/phy2.16007. [PMID: 38658325]
  • Zhenxing Zhang, Min Meng, Qiong Wu, Jeong-Han Kim, Yongzhe Zhu. Biodegradation and metabolic pathway of quinalphos by Cunninghamella elegans ATCC36112. Biotechnology letters. 2023 May; ?(?):. doi: 10.1007/s10529-023-03393-9. [PMID: 37195489]
  • Gaëlle Schils, Ellen De Paepe, Bruno Lapauw, Ellen Vanden Broecke, Laurens Van Mulders, Lynn Vanhaecke, Aurélie Lyssens, Lisa Stammeleer, Sylvie Daminet. Evaluation of potential thiamazole exposure of owners of orally treated hyperthyroid cats. Journal of feline medicine and surgery. 2022 06; 24(6):e138-e141. doi: 10.1177/1098612x221091738. [PMID: 35471087]
  • S Balasurya, Mohammad K Okla, Ibrahim A Alaraidh, Walid Soufan, Abdullah A Al-Ghamdi, Syed R Ahamad, Mostafa A Abdel-Maksoud, Hamada AbdElgawad, Lija L Raju, Ajith M Thomas, S Sudheer Khan. Photodegradation of 5-flurouracil, carvedilol, para-chlorophenol and methimazole with 3D MnWO4 nanoflower modified Ag2WO4 nanorods: A non-genotoxic nanomaterial for water treatment. Chemosphere. 2022 Jun; 297(?):134130. doi: 10.1016/j.chemosphere.2022.134130. [PMID: 35257704]
  • Julio Alvarez Gamero, Victor García Ruiz, Jose Paz Ibarra. Use of unconventional antithyroid therapy in patients with thiamazole agranulocytosis in the context of the COVID-19 pandemic. Archives of endocrinology and metabolism. 2022 03; 66(1):132-133. doi: 10.20945/2359-3997000000453. [PMID: 35263055]
  • Daiki Setoyama, Ho Yeop Lee, Ji Sun Moon, Jingwen Tian, Yea Eun Kang, Ju Hee Lee, Minho Shong, Dongchon Kang, Hyon-Seung Yi. Immunometabolic signatures predict recovery from thyrotoxic myopathy in patients with Graves' disease. Journal of cachexia, sarcopenia and muscle. 2022 02; 13(1):355-367. doi: 10.1002/jcsm.12889. [PMID: 34970859]
  • Ichiro Kobayashi, Masaki Shimomura, Masahiro Ueki, Shunichiro Takezaki, Yuka Okura, Mitsuru Nawate, Masafumi Yamada, Yutaka Takahashi, Tadashi Ariga. Development of Graves' disease during drug-free remission of juvenile dermatomyositis. Modern rheumatology case reports. 2022 Jan; 6(1):55-58. doi: 10.1093/mrcr/rxab006. [PMID: 34515780]
  • Louise Ramhøj, Terje Svingen, Caroline Frädrich, Eddy Rijntjes, Eva K Wirth, Katrine Pedersen, Josef Köhrle, Marta Axelstad. Perinatal exposure to the thyroperoxidase inhibitors methimazole and amitrole perturbs thyroid hormone system signaling and alters motor activity in rat offspring. Toxicology letters. 2022 Jan; 354(?):44-55. doi: 10.1016/j.toxlet.2021.10.010. [PMID: 34757178]
  • Mengxue Yang, Xiaodi Zheng, Yueyue Wu, Rui Zhang, Qian Yang, Zhiyan Yu, Jun Liu, Bingbing Zha, Qihai Gong, Bo Yang, Bowen Sun, Miao Zeng. Preliminary Observation of the Changes in the Intestinal Flora of Patients With Graves' Disease Before and After Methimazole Treatment. Frontiers in cellular and infection microbiology. 2022; 12(?):794711. doi: 10.3389/fcimb.2022.794711. [PMID: 35402292]
  • Daniela Gallo, Lorenzo Mortara, Giovanni Veronesi, Simona Am Cattaneo, Angelo Genoni, Matteo Gallazzi, Carlo Peruzzo, Paolo Lasalvia, Paola Moretto, Antonino Bruno, Alberto Passi, Andrea Pini, Andrea Nauti, Maria Antonietta Lavizzari, Michele Marinò, Giulia Lanzolla, Maria Laura Tanda, Luigi Bartalena, Eliana Piantanida. Add-On Effect of Selenium and Vitamin D Combined Supplementation in Early Control of Graves' Disease Hyperthyroidism During Methimazole Treatment. Frontiers in endocrinology. 2022; 13(?):886451. doi: 10.3389/fendo.2022.886451. [PMID: 35784564]
  • Sara Trzos, Paweł Link-Lenczowski, Grzegorz Sokołowski, Ewa Pocheć. Changes of IgG N-Glycosylation in Thyroid Autoimmunity: The Modulatory Effect of Methimazole in Graves' Disease and the Association With the Severity of Inflammation in Hashimoto's Thyroiditis. Frontiers in immunology. 2022; 13(?):841710. doi: 10.3389/fimmu.2022.841710. [PMID: 35370997]
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  • Dongchun Zhu, Shiqi Zhang, Xi Cao, Quan Xia, Qiu Zhang, Datong Deng, Shan Gao, Haixia Yu, Yaru Liu, Haiyun Zhou, Fangbiao Tao, Xuqun Sun. Thionamide-induced Agranulocytosis: A Retrospective Analysis of 36 Patients With Hyperthyroidism. Endocrine practice : official journal of the American College of Endocrinology and the American Association of Clinical Endocrinologists. 2021 Dec; 27(12):1183-1188. doi: 10.1016/j.eprac.2021.06.017. [PMID: 34216800]
  • Toshie Iijima, Teruo Jojima, Soichiro Hosonuma, Eriko Ohhira, Takuya Tomaru, Takahiko Kogai, Isao Usui, Yoshimasa Aso. Symptomatic hypocalcemia after treatment for hyperthyroidism in a woman with chromosome 22q11.2 deletion syndrome complicated by Graves' disease: longitudinal changes in the number of subsets of CD4 and CD8 lymphocytes after thyroidectomy. Endocrine journal. 2021 Oct; 68(10):1187-1195. doi: 10.1507/endocrj.ej20-0717. [PMID: 33980771]
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  • Yoon-Kyung Ji, Shin-Hee Kim. Myopathy Associated with Treatment of Graves' Disease. Medicina (Kaunas, Lithuania). 2021 Sep; 57(10):. doi: 10.3390/medicina57101016. [PMID: 34684053]
  • Jinhui Zeng, Fangtao Luo, Zhihua Lin, Yinghong Chen, Xiaoyun Wang, Yuanhao Song. Rash and cholestatic liver injury caused by methimazole in a woman with Turner syndrome and Graves's disease: a case report and literature review. BMC endocrine disorders. 2021 Sep; 21(1):179. doi: 10.1186/s12902-021-00819-1. [PMID: 34479513]
  • J Chen, W Wang, Z Guo, S Huang, H Lei, P Zang, B Lu, J Shao, P Gu. Associations between gut microbiota and thyroidal function status in Chinese patients with Graves' disease. Journal of endocrinological investigation. 2021 Sep; 44(9):1913-1926. doi: 10.1007/s40618-021-01507-6. [PMID: 33481211]
  • S Khamisi, M Lundqvist, P Emadi, K Almby, Ö Ljunggren, F A Karlsson. Serum thyroglobulin is associated with orbitopathy in Graves' disease. Journal of endocrinological investigation. 2021 Sep; 44(9):1905-1911. doi: 10.1007/s40618-021-01505-8. [PMID: 33515213]
  • Lijuan Sun, Hui Jen Goh, Sanjay Verma, Priya Govindharajulu, Suresh Anand Sadananthan, Navin Michael, Yaligar Jadegoud, Christiani Jeyakumar Henry, S Sendhil Velan, Pei Shan Yeo, Yingshan Lee, Brenda Su Ping Lim, Huiling Liew, Chee Kian Chew, Timothy Peng Lim Quek, Shaikh A K K Abdul Shakoor, Wai Han Hoi, Siew Pang Chan, Daniel Ek Chew, Rinkoo Dalan, Melvin Khee Shing Leow. Metabolic effects of brown fat in transitioning from hyperthyroidism to euthyroidism. European journal of endocrinology. 2021 Aug; 185(4):553-563. doi: 10.1530/eje-21-0366. [PMID: 34342595]
  • Shuang Tan, Long Chen, Likun Jin, Xiaomin Fu. The efficiency and safety of methimazole and propylthiouracil in hyperthyroidism: A meta-analysis of randomized controlled trials. Medicine. 2021 Jul; 100(30):e26707. doi: 10.1097/md.0000000000026707. [PMID: 34397700]
  • Ye Liu, Xing Li, Yikun Zhu, Jiong Liu, Sunjun Liu. Subclinical hypothyroidism contributes to poor glycemic control in patients with type 2 diabetes mellitus, and ellagic acid attenuates methimazole-induced abnormal glucose metabolism in mice model. Journal of food biochemistry. 2021 06; 45(6):e13753. doi: 10.1111/jfbc.13753. [PMID: 33955004]
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  • Fereidoun Azizi, Atieh Amouzegar, Hengameh Abdi. Efficacy of low-dose methimazole in control of multiple relapses of Graves' hyperthyroidism: a case report. Journal of medical case reports. 2021 Apr; 15(1):189. doi: 10.1186/s13256-021-02788-4. [PMID: 33888159]
  • Yusaku Mori, Munenori Hiromura, Michishige Terasaki, Hideki Kushima, Makoto Ohara, Tomoyasu Fukui, Yasuyoshi Takahashi, Sho-Ichi Yamagishi. Very rare case of Graves' disease with resistance to methimazole: a case report and literature review. The Journal of international medical research. 2021 Mar; 49(3):300060521996192. doi: 10.1177/0300060521996192. [PMID: 33682498]
  • Keiichi Washio, Mizuki Uenaka, Kenji Tanimura, Masashi Deguchi, Kosuke Nishida, Kazumichi Fujioka, Hideto Yamada. Fetal Goitrous Hyperthyroidism in a Pregnant Woman with Triiodothyronine-Predominant Graves' Disease. The Kobe journal of medical sciences. 2021 Feb; 66(4):E153-E158. doi: . [PMID: 33994519]
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  • Cesidio Giuliani, Ines Bucci, Giorgio Napolitano. Phenylmethimazole is a candidate drug for the treatment of severe forms of coronavirus disease 2019 (COVID-19) as well as other virus-induced 'cytokines storm'. Medical hypotheses. 2021 Jan; 146(?):110473. doi: 10.1016/j.mehy.2020.110473. [PMID: 33385879]
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  • Fereidoun Azizi. Long-Term Treatment of Hyperthyroidism with Antithyroid Drugs: 35 Years of Personal Clinical Experience. Thyroid : official journal of the American Thyroid Association. 2020 10; 30(10):1451-1457. doi: 10.1089/thy.2019.0814. [PMID: 32253999]
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  • Maribel Méndez-Tepepa, Dafne Zepeda-Pérez, Marlen Espindola-Lozano, Julia Rodríguez-Castelán, Omar Arroyo-Helguera, Pablo Pacheco, Leticia Nicolás-Toledo, Estela Cuevas-Romero. Hypothyroidism modifies differentially the content of lipids and glycogen, lipid receptors, and intraepithelial lymphocytes among oviductal regions of rabbits. Reproductive biology. 2020 Jun; 20(2):247-253. doi: 10.1016/j.repbio.2020.02.004. [PMID: 32089504]
  • Yusuke Ito, Hiroyuki Sakai, Hidenori Nagao, Ryota Suzuki, Masato Odawara, Kouichi Minato. Development of a high-performance liquid chromatography-tandem mass spectrometric method for the determination of Methimazole in human blood matrices. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 May; 1144(?):122083. doi: 10.1016/j.jchromb.2020.122083. [PMID: 32251990]
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  • Xuesong Li, Jialin Yang, Shasha Jin, Yu Dai, Yujuan Fan, Xiaofang Fan, Zhigang Li, Jianhua Yang, Wai-Ping Yau, Haishu Lin, Weimin Cai, Xiaoqiang Xiang. Mechanistic examination of methimazole-induced hepatotoxicity in patients with Grave's disease: a metabolomic approach. Archives of toxicology. 2020 01; 94(1):231-244. doi: 10.1007/s00204-019-02618-z. [PMID: 31740989]
  • Reza Heidari, Fatemeh Ahmadi, Hamid Reza Rahimi, Negar Azarpira, Massood Hosseinzadeh, Asma Najibi, Hossein Niknahad. Exacerbated liver injury of antithyroid drugs in endotoxin-treated mice. Drug and chemical toxicology. 2019 Nov; 42(6):615-623. doi: 10.1080/01480545.2018.1459668. [PMID: 29722569]
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  • Dan Li, Yangyao Li, Yun Chen, Haiyan Li, Yuqi She, Xialan Zhang, Shuang Chen, Wanying Chen, Guodong Qiu, Haiqing Huang, Shuyao Zhang. Neuroprotection of reduced thyroid hormone with increased estrogen and progestogen in postpartum depression. Bioscience reports. 2019 09; 39(9):. doi: 10.1042/bsr20182382. [PMID: 31406011]
  • Aydilek Dagdeviren Cakir, Nur Canpolat, Seha Saygili, Isin Kilicaslan, Hande Turan, Oya Ercan, Olcay Evliyaoglu. Proteinuria in a patient with Graves' disease: Answers. Pediatric nephrology (Berlin, Germany). 2019 08; 34(8):1383-1385. doi: 10.1007/s00467-019-04221-x. [PMID: 30843111]
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