Metyrosine (BioDeep_00000006632)

 

Secondary id: BioDeep_00001868131

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid

化学式: C10H13NO3 (195.0895388)
中文名称: alpha-甲基-L-酪氨酸, α-甲基-D,L-酪氨酸, α-甲基-DL-酪氨酸
谱图信息: 最多检出来源 Homo sapiens(urine) 25%

分子结构信息

SMILES: CC(CC1=CC=C(C=C1)O)(C(=O)O)N
InChI: InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)

描述信息

Metyrosine is only found in individuals that have used or taken this drug. It is an inhibitor of the enzyme tyrosine 3-monooxygenase, and consequently of the synthesis of catecholamines. It is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma. (Martindale, The Extra Pharmacopoeia, 30th ed)Metyrosine inhibits tyrosine hydroxylase, which catalyzes the first transformation in catecholamine biosynthesis, i.e., the conversion of tyrosine to dihydroxyphenylalanine (DOPA). Because the first step is also the rate-limiting step, blockade of tyrosine hydroxylase activity results in decreased endogenous levels of catecholamines and their synthesis. This consequently, depletes the levels of the catecholamines dopamine, adrenaline and noradrenaline in the body,usually measured as decreased urinary excretion of catecholamines and their metabolites. One main end result of the catecholamine depletion is a decrease in blood presure.
C - Cardiovascular system > C02 - Antihypertensives > C02K - Other antihypertensives > C02KB - Tyrosine hydroxylase inhibitors
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
C471 - Enzyme Inhibitor > C2155 - Tyrosine Hydroxylase Inhibitor
D004791 - Enzyme Inhibitors
C471 - Enzyme Inhibitor

同义名列表

47 个代谢物同义名

(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid; Merck sharp and dohme brand OF metyrosine; Hydrochloride, alpha-methyltyrosine; alpha Methyltyrosine hydrochloride; alpha-Methyltyrosine, (D,L)-isomer; alpha-Methyltyrosine, (+,-)-isomer; alpha-Methyltyrosine hydrochloride; alpha-Methyltyrosine, (L)-isomer; (-)-alpha-Methyl-L-tyrosine; alpha Methyl para tyrosine; alpha-Methyl-para-tyrosine; alpha-Methyl-L-p-tyrosine; alpha-Methyl- DL-tyrosine; Merck brand OF metyrosine; (S)-alpha-Methyltyrosine; (-)-a-Methyl-L-tyrosine; alpha-Methyl-p-tyrosine; (-)-Α-methyl-L-tyrosine; alpha Methyl p tyrosine; Α-methyl-para-tyrosine; a-Methyl-para-tyrosine; Metyrosine merck brand; L-alpha-Methyltyrosine; Α-methyl-L-p-tyrosine; a-Methyl-L-p-tyrosine; alpha-Methyltyrosine; (S)-Α-methyltyrosine; (S)-a-Methyltyrosine; alpha Methyltyrosine; a-methyl-D-tyrosine; a-Methyl-p-tyrosine; a-Methyl-L-tyrosine; Α-methyl-L-tyrosine; Α-methyl-p-tyrosine; L-a-Methyltyrosine; L-Α-methyltyrosine; a-Methyltyrosine; Α-methyltyrosine; Methyltyrosine; Racemetirosine; Metirosinum; Metirosina; Metyrosine; Metirosine; alpha-MPT; alpha MPT; Demser



数据库引用编号

21 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

  • Lucinda M Gruber, Sina Jasim, Allison Ducharme-Smith, Toby Weingarten, William F Young, Irina Bancos. The Role for Metyrosine in the Treatment of Patients With Pheochromocytoma and Paraganglioma. The Journal of clinical endocrinology and metabolism. 2021 05; 106(6):e2393-e2401. doi: 10.1210/clinem/dgab130. [PMID: 33693908]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • D-M Zhang, S-L Chen. Cytokine storms caused by novel coronavirus 2019 and treatment for cardiac injury. European review for medical and pharmacological sciences. 2020 12; 24(23):12527-12535. doi: 10.26355/eurrev_202012_24050. [PMID: 33336773]
  • Sergio Ortiz-Padilla, Elier Soto-Orduño, Marisa Escobar Barrios, Abril Armenta Manjarrez, Yadira Bastián, J Alfredo Mendez. Blockade of the dopaminergic neurotransmission with AMPT and reserpine induces a differential expression of genes of the dopaminergic phenotype in substantia nigra. Neuropharmacology. 2020 04; 166(?):107920. doi: 10.1016/j.neuropharm.2019.107920. [PMID: 31870855]
  • Xuemin Huang, Huanan Zhao, Wen Qiu, Jian Wang, Longhua Guo, Zhenyu Lin, Wei Pan, Yong Wu, Bin Qiu. A fluorescence signal amplification strategy for modification-free ratiometric determination of tyrosinase in situ based on the use of dual-templated copper nanoclusters. Mikrochimica acta. 2020 03; 187(4):240. doi: 10.1007/s00604-020-4186-y. [PMID: 32198661]
  • Fang Fang, Li Ding, Qing He, Ming Liu. Preoperative Management of Pheochromocytoma and Paraganglioma. Frontiers in endocrinology. 2020; 11(?):586795. doi: 10.3389/fendo.2020.586795. [PMID: 33117294]
  • Kazuhiro Takekoshi, Fumitoshi Satoh, Akiyo Tanabe, Takahiro Okamoto, Atsuhiro Ichihara, Mika Tsuiki, Takuyuki Katabami, Masatoshi Nomura, Tomoaki Tanaka, Tadashi Matsuda, Tsuneo Imai, Masanobu Yamada, Suguru Asada, Nobuyuki Kawata, Mitsuhide Naruse. Correlation between urinary fractionated metanephrines in 24-hour and spot urine samples for evaluating the therapeutic effect of metyrosine: a subanalysis of a multicenter, open-label phase I/II study. Endocrine journal. 2019 Dec; 66(12):1063-1072. doi: 10.1507/endocrj.ej19-0125. [PMID: 31511435]
  • Molly A Kwiatkowski, Gerhard Hellemann, Catherine A Sugar, Zackary A Cope, Arpi Minassian, William Perry, Mark A Geyer, Jared W Young. Dopamine transporter knockdown mice in the behavioral pattern monitor: A robust, reproducible model for mania-relevant behaviors. Pharmacology, biochemistry, and behavior. 2019 03; 178(?):42-50. doi: 10.1016/j.pbb.2017.12.007. [PMID: 29289701]
  • James J Butz, Toby N Weingarten, Alexandre N Cavalcante, Irina Bancos, William F Young, Travis J McKenzie, Darrell R Schroeder, David P Martin, Juraj Sprung. Perioperative hemodynamics and outcomes of patients on metyrosine undergoing resection of pheochromocytoma or paraganglioma. International journal of surgery (London, England). 2017 Oct; 46(?):1-6. doi: 10.1016/j.ijsu.2017.08.026. [PMID: 28803996]
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  • Yu-Shang Lee, Ching-Yi Lin, Hai-Hong Jiang, Marc Depaul, Vernon W Lin, Jerry Silver. Nerve regeneration restores supraspinal control of bladder function after complete spinal cord injury. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2013 Jun; 33(26):10591-606. doi: 10.1523/jneurosci.1116-12.2013. [PMID: 23804083]
  • Marguerite Matthews, Corina Bondi, Gonzalo Torres, Bita Moghaddam. Reduced presynaptic dopamine activity in adolescent dorsal striatum. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2013 Jun; 38(7):1344-51. doi: 10.1038/npp.2013.32. [PMID: 23358239]
  • Oswald J N Bloemen, Mariken B de Koning, Tobias Gleich, Julia Meijer, Lieuwe de Haan, Don H Linszen, Jan Booij, Thérèse A M J van Amelsvoort. Striatal dopamine D2/3 receptor binding following dopamine depletion in subjects at Ultra High Risk for psychosis. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2013 Feb; 23(2):126-32. doi: 10.1016/j.euroneuro.2012.04.015. [PMID: 22591910]
  • Murat Yigiter, Abdullah Yildiz, Beyzagul Polat, Hamit Hakan Alp, Osman Nuri Keles, Ahmet Bedii Salman, Halis Suleyman. The protective effects of metyrosine, lacidipine, clonidine, and moxonidine on kidney damage induced by unilateral ureteral obstruction in rats. Surgery today. 2012 Nov; 42(11):1051-60. doi: 10.1007/s00595-011-0074-8. [PMID: 22202971]
  • Dubravka Švob Štrac, Dorotea Muck-Šeler, Nela Pivac. The involvement of noradrenergic mechanisms in the suppressive effects of diazepam on the hypothalamic-pituitary-adrenal axis activity in female rats. Croatian medical journal. 2012 Jun; 53(3):214-23. doi: 10.3325/cmj.2012.53.214. [PMID: 22661134]
  • Radha Chaube, Rahul K Singh, Keerikkattil P Joy. Estrogen regulation of brain vasotocin secretion in the catfish Heteropneustes fossilis: an interaction with catecholaminergic system. General and comparative endocrinology. 2012 Jan; 175(1):206-13. doi: 10.1016/j.ygcen.2011.11.012. [PMID: 22138221]
  • Hulya Uzkeser, Elif Cadirci, Zekai Halici, Fehmi Odabasoglu, Beyzagul Polat, Tugba Nurcan Yuksel, Seda Ozaltin, Fadime Atalay. Anti-inflammatory and antinociceptive effects of salbutamol on acute and chronic models of inflammation in rats: involvement of an antioxidant mechanism. Mediators of inflammation. 2012; 2012(?):438912. doi: 10.1155/2012/438912. [PMID: 22665951]
  • Noah Meyers, Stephen Fromm, David A Luckenbaugh, Wayne C Drevets, Gregor Hasler. Neural correlates of sleepiness induced by catecholamine depletion. Psychiatry research. 2011 Oct; 194(1):73-8. doi: 10.1016/j.pscychresns.2011.06.015. [PMID: 21872452]
  • Giselle Charron, Evelyne Doudnikoff, Alexis Laux, Amandine Berthet, Gregory Porras, Marie-Hélène Canron, Pedro Barroso-Chinea, Qin Li, Chuan Qin, Marika Nosten-Bertrand, Bruno Giros, François Delalande, Alain Van Dorsselaer, Anne Vital, Yannick Goumon, Erwan Bezard. Endogenous morphine-like compound immunoreactivity increases in parkinsonism. Brain : a journal of neurology. 2011 Aug; 134(Pt 8):2321-38. doi: 10.1093/brain/awr166. [PMID: 21742735]
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  • Fabiana da Silva Alves, Nicole Schmitz, Martijn Figee, Nico Abeling, Gregor Hasler, Johan van der Meer, Aart Nederveen, Lieuwe de Haan, Don Linszen, Therese van Amelsvoort. Dopaminergic modulation of the human reward system: a placebo-controlled dopamine depletion fMRI study. Journal of psychopharmacology (Oxford, England). 2011 Apr; 25(4):538-49. doi: 10.1177/0269881110367731. [PMID: 20530591]
  • Jessica Deslauriers, Marilou Lefrançois, Annie Larouche, Philippe Sarret, Sylvain Grignon. Antipsychotic-induced DRD2 upregulation and its prevention by α-lipoic acid in SH-SY5Y neuroblastoma cells. Synapse (New York, N.Y.). 2011 Apr; 65(4):321-31. doi: 10.1002/syn.20851. [PMID: 20730801]
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