4-Methoxytyramine (BioDeep_00000022456)

   

human metabolite Endogenous blood metabolite Toxin


代谢物信息卡片


4-Methoxy-3-hydroxyphenethylamine hydrochloride

化学式: C9H13NO2 (167.09462380000002)
中文名称: 5-(2-氨基乙基)-2-甲氧基苯酚
谱图信息: 最多检出来源 Danio rerio(blood) 7.69%

分子结构信息

SMILES: c1c(c(cc(c1)CCN)O)OC
InChI: InChI=1S/C9H13NO2/c1-12-9-3-2-7(4-5-10)6-8(9)11/h2-3,6,11H,4-5,10H2,1H3

描述信息

4-Methoxytyramine is a catecholamine derivative. Catecholamines are important components of the central nervous system. A number of diseases are characterized by abnormal levels of catecholamines. For example, patients with Parkinsons disease have lower levels of dopamine than normal. L-3,4-Dihydroxyphennylalanune (L-Dopa), a catechol a-amino acid, is widely used in the treatment of Parkinsons disease. When L-Dopa is given orally to patients, the most prominent metabolite is 3-methoxy-4-hydroxyphenylalanine. However, a part of L-Dopa is methylated to 3-hydroxy-4-methylphenylalanine and to 3-hydroxy-4-methoxyphenethylamine. It has been reported that 4-O-methylation of catecholamines is implicated in some neuropsychiatric disorders and thus 3-hydroxy-4-methoxyphenethylamine appears to be the endogenous "toxin" in Parkinsons disease. Consequently, the determination of plasma levels of 3-hydroxy-4-methoxyphenethylamine is important following oral L-Dopa therapy (PMID: 6518609). [HMDB]
4-Methoxytyramine is a catecholamine derivative. Catecholamines are important components of the central nervous system. A number of diseases are characterized by abnormal levels of catecholamines. For example, patients with Parkinsons disease have lower levels of dopamine than normal. L-3,4-Dihydroxyphennylalanune (L-Dopa), a catechol a-amino acid, is widely used in the treatment of Parkinsons disease. When L-Dopa is given orally to patients, the most prominent metabolite is 3-methoxy-4-hydroxyphenylalanine. However, a part of L-Dopa is methylated to 3-hydroxy-4-methylphenylalanine and to 3-hydroxy-4-methoxyphenethylamine. It has been reported that 4-O-methylation of catecholamines is implicated in some neuropsychiatric disorders and thus 3-hydroxy-4-methoxyphenethylamine appears to be the endogenous "toxin" in Parkinsons disease. Consequently, the determination of plasma levels of 3-hydroxy-4-methoxyphenethylamine is important following oral L-Dopa therapy (PMID: 6518609).

同义名列表

11 个代谢物同义名

4-Methoxy-3-hydroxyphenethylamine hydrochloride; 3-Hydroxy-4-methoxyphenethylamine hydrochloride; 4-(2-Aminoethyl)guaiacol hydrochloride; 5-Hydroxy-4-methoxy-benzeneethanamine; 3-Hydroxy-4-methoxy-benzeneethanamine; 3-Hydroxy-4-methoxyphenethylamine; 5-(2-Aminoethyl)-2-methoxyphenol; 4-O-Methyldopamine; 4-Methoxytyramine; p-Methoxydopamine; Lopac-H-3132



数据库引用编号

11 个数据库交叉引用编号

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2 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。

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文献列表

  • 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]
  • Liaoyuan A Hu, Tian Zhou, Jinwoo Ahn, Shuli Wang, Julia Zhou, Yi Hu, Qingyun Liu. Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands. The Biochemical journal. 2009 Oct; 424(1):39-45. doi: 10.1042/bj20090998. [PMID: 19725810]
  • Mary C Perianayagam, Pura J Requintina, Bertrand L Jaber, Gregory F Oxenkrug. Effect of methyl derivatives of dopamine on tumor necrosis factor alpha and lipid peroxidation. Annals of the New York Academy of Sciences. 2007 Dec; 1122(?):253-9. doi: 10.1196/annals.1403.018. [PMID: 18077578]
  • Serge Michalet, Gilbert Cartier, Bruno David, Anne-Marie Mariotte, Marie-Geneviève Dijoux-franca, Glenn W Kaatz, Michael Stavri, Simon Gibbons. N-caffeoylphenalkylamide derivatives as bacterial efflux pump inhibitors. Bioorganic & medicinal chemistry letters. 2007 Mar; 17(6):1755-8. doi: 10.1016/j.bmcl.2006.12.059. [PMID: 17275293]
  • Francesca Cutillo, Brigida D'Abrosca, Marina DellaGreca, Cinzia Di Marino, Annunziata Golino, Lucio Previtera, Armando Zarrelli. Cinnamic acid amides from Chenopodium album: effects on seeds germination and plant growth. Phytochemistry. 2003 Dec; 64(8):1381-7. doi: 10.1016/s0031-9422(03)00511-9. [PMID: 14630003]
  • T Ishimitsu, S Hirose, K Asahara, M Imaizumi. The formation of 3-hydroxy-4-methoxyphenylalanine and 3-hydroxy-4-methoxyphenethylamine in plasma during L-DOPA therapy in patients with Parkinson's disease. Chemical & pharmaceutical bulletin. 1984 Aug; 32(8):3320-2. doi: 10.1248/cpb.32.3320. [PMID: 6518609]