Metyrosine (BioDeep_00001868131)
Main id: BioDeep_00000006632
代谢物信息卡片
alpha-methyl-L-tyrosine
化学式: C10H13NO3 (195.0895)
中文名称: alpha-甲基-L-酪氨酸
谱图信息:
最多检出来源 () 0%
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)/t10-/m0/s1
描述信息
An L-tyrosine derivative that consists of L-tyrosine bearing an additional methyl substituent at position 2. 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.
C - Cardiovascular system > C02 - Antihypertensives > C02K - Other antihypertensives > C02KB - Tyrosine hydroxylase inhibitors
C471 - Enzyme Inhibitor > C2155 - Tyrosine Hydroxylase Inhibitor
D004791 - Enzyme Inhibitors
同义名列表
3 个代谢物同义名
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:6912
- KEGG: C07921
- KEGGdrug: D00762
- PubChem: 441350
- DrugBank: DB00765
- ChEMBL: CHEMBL1200862
- MeSH: alpha-Methyltyrosine
- CAS: 23239-48-7
- CAS: 672-87-7
- MetaboLights: MTBLC6912
- PubChem: 10123
- NIKKAJI: J9.465J
- RefMet: Metyrosine
- KNApSAcK: 6912
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)
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。
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] - 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] - Kabilan Thanapaalasingham, André S Pollmann, Benjamin Schelew. Failure of metyrosine therapy for preoperative management of pheochromocytoma: a case report.
Canadian journal of anaesthesia = Journal canadien d'anesthesie.
2015 Dec; 62(12):1303-7. doi:
10.1007/s12630-015-0480-2. [PMID: 26362800] - Franciane Bobinski, Tamara A A Ferreira, Marina M Córdova, Patrícia A Dombrowski, Cláudio da Cunha, Caroline C do Espírito Santo, Anicleto Poli, Rita G W Pires, Cristina Martins-Silva, Kathleen A Sluka, Adair R S Santos. Role of brainstem serotonin in analgesia produced by low-intensity exercise on neuropathic pain after sciatic nerve injury in mice.
Pain.
2015 Dec; 156(12):2595-2606. doi:
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Brain research bulletin.
2015 Jun; 115(?):23-9. doi:
10.1016/j.brainresbull.2015.04.005. [PMID: 25917396] - Fernando Caravaggio, Carol Borlido, Margaret Hahn, Zhe Feng, Gagan Fervaha, Philip Gerretsen, Shinichiro Nakajima, Eric Plitman, Jun Ku Chung, Yusuke Iwata, Alan Wilson, Gary Remington, Ariel Graff-Guerrero. Reduced insulin sensitivity is related to less endogenous dopamine at D2/3 receptors in the ventral striatum of healthy nonobese humans.
The international journal of neuropsychopharmacology.
2015 Feb; 18(7):pyv014. doi:
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The international journal of neuropsychopharmacology.
2014 Dec; 18(5):. doi:
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Food & function.
2014 Aug; 5(8):1819-28. doi:
10.1039/c4fo00109e. [PMID: 24920211] - Jordy van Enkhuizen, Mark A Geyer, Adam L Halberstadt, Xiaoxi Zhuang, Jared W Young. Dopamine depletion attenuates some behavioral abnormalities in a hyperdopaminergic mouse model of bipolar disorder.
Journal of affective disorders.
2014 Feb; 155(?):247-54. doi:
10.1016/j.jad.2013.08.041. [PMID: 24287168] - Philipp Homan, Wayne C Drevets, Gregor Hasler. Neural correlates of free T3 alteration after catecholamine depletion in subjects with remitted major depressive disorder and in controls.
Psychopharmacology.
2014 Jan; 231(2):409-17. doi:
10.1007/s00213-013-3250-2. [PMID: 23954912] - Rahul Kumar Singh, Radha Chaube, Keerikkattil P Joy. Differential and reproductive stage-dependent regulation of vasotocin secretion by catecholamines in the catfish Heteropneustes fossilis.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2013 Dec; 166(4):619-26. doi:
10.1016/j.cbpa.2013.09.005. [PMID: 24036478] - Fabiana da Silva Alves, Geor Bakker, Nicole Schmitz, Nico Abeling, Gregor Hasler, Johan van der Meer, Aart Nederveen, Lieuwe de Haan, Don Linszen, Therese van Amelsvoort. Dopaminergic modulation of the reward system in schizophrenia: a placebo-controlled dopamine depletion fMRI study.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology.
2013 Nov; 23(11):1577-86. doi:
10.1016/j.euroneuro.2013.06.008. [PMID: 23978392] - Philipp Homan, Wayne C Drevets, Gregor Hasler. Growth hormone response to catecholamine depletion in unmedicated, remitted subjects with major depressive disorder and healthy controls.
Journal of clinical psychopharmacology.
2013 Oct; 33(5):621-6. doi:
10.1097/jcp.0b013e31829a8284. [PMID: 23963054] - Philipp Homan, Simona Grob, Gabriella Milos, Ulrich Schnyder, Gregor Hasler. Reduction in total plasma ghrelin levels following catecholamine depletion: relation to bulimic and depressive symptoms.
Psychoneuroendocrinology.
2013 Sep; 38(9):1545-52. doi:
10.1016/j.psyneuen.2012.12.024. [PMID: 23333252] - 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] - 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] - 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] - 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:
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The Journal of reproduction and development.
2011 Jun; 57(3):379-84. doi:
10.1262/jrd.11-001s. [PMID: 21358145] - 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:
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Neuroscience.
2011 Mar; 177(?):223-9. doi:
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Integrated blood pressure control.
2011; 4(?):7-16. doi:
10.2147/ibpc.s9486. [PMID: 21949634] - Mikael Palner, Patrick McCormick, Jun Parkes, Gitte M Knudsen, Alan A Wilson. Systemic catechol-O-methyl transferase inhibition enables the D1 agonist radiotracer R-[11C]SKF 82957.
Nuclear medicine and biology.
2010 Oct; 37(7):837-43. doi:
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Neurochemistry international.
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Brain research bulletin.
2010 Apr; 82(1-2):141-5. doi:
10.1016/j.brainresbull.2010.02.006. [PMID: 20170714] - Sunoh Kwon, Bombi Lee, Myunghwan Kim, Hyejung Lee, Hi-Joon Park, Dae-Hyun Hahm. Antidepressant-like effect of the methanolic extract from Bupleurum falcatum in the tail suspension test.
Progress in neuro-psychopharmacology & biological psychiatry.
2010 Mar; 34(2):265-70. doi:
10.1016/j.pnpbp.2009.11.015. [PMID: 19932727] - Stefan Schildknecht, Dominik Pöltl, Daniel M Nagel, Florian Matt, Diana Scholz, Julie Lotharius, Nathalie Schmieg, Alberto Salvo-Vargas, Marcel Leist. Requirement of a dopaminergic neuronal phenotype for toxicity of low concentrations of 1-methyl-4-phenylpyridinium to human cells.
Toxicology and applied pharmacology.
2009 Nov; 241(1):23-35. doi:
10.1016/j.taap.2009.07.027. [PMID: 19647008] - Ryan Woodman, Warren Lockette. Alpha-methyltyrosine inhibits formation of reactive oxygen species and diminishes apoptosis in PC12 cells.
Brain research.
2009 Nov; 1296(?):137-47. doi:
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Journal of pediatric endocrinology & metabolism : JPEM.
2009 Jun; 22(6):565-71. doi:
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Animal reproduction science.
2009 Mar; 111(1):54-68. doi:
10.1016/j.anireprosci.2008.02.003. [PMID: 18359173] - Valentina Ghisi, Amy J Ramsey, Bernard Masri, Raul R Gainetdinov, Marc G Caron, Ali Salahpour. Reduced D2-mediated signaling activity and trans-synaptic upregulation of D1 and D2 dopamine receptors in mice overexpressing the dopamine transporter.
Cellular signalling.
2009 Jan; 21(1):87-94. doi:
10.1016/j.cellsig.2008.09.011. [PMID: 18929645] - Márk Oláh, Pálma Fehér, Zsófia Ihm, Ildikó Bácskay, Timea Kiss, Marc E Freeman, Gyorgy M Nagy, Miklós Vecsernyés. Dopamine-regulated adrenocorticotropic hormone secretion in lactating rats: functional plasticity of melanotropes.
Neuroendocrinology.
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Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2008 Dec; 33(13):3190-200. doi:
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Journal of clinical hypertension (Greenwich, Conn.).
2008 Dec; 10(12):936-40. doi:
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European journal of pharmacology.
2008 Jun; 587(1-3):163-8. doi:
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Endocrinology.
2008 Jun; 149(6):3016-24. doi:
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Neuroimmunomodulation.
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Naunyn-Schmiedeberg's archives of pharmacology.
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The European journal of neuroscience.
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Ideggyogyaszati szemle.
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Obesity (Silver Spring, Md.).
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Neurobiology of disease.
2005 Nov; 20(2):303-13. doi:
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PLoS biology.
2005 Aug; 3(8):e271. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Oct; 810(2):229-34. doi:
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Behavioural brain research.
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Brain research.
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The Journal of neuroscience : the official journal of the Society for Neuroscience.
2004 Mar; 24(13):3436-43. doi:
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