3-Methoxytyrosine (BioDeep_00000018148)

   

human metabolite Endogenous blood metabolite PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

化学式: C10H13NO4 (211.0844538)
中文名称: rac 3-O-甲基DOPA, 3-甲氧基酪氨酸, 3-甲氧基-L-酪氨酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 17%

Reviewed

Last reviewed on 2024-07-25.

Cite this Page

3-Methoxytyrosine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/3-methoxytyrosine (retrieved 2024-11-09) (BioDeep RN: BioDeep_00000018148). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: COC1=C(C=CC(=C1)CC(C(=O)O)N)O
InChI: InChI=1S/C10H13NO4/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14/h2-3,5,7,12H,4,11H2,1H3,(H,13,14)

描述信息

3-Methoxytyrosine, also known as 3-O-methyldopa or vanilalanine, belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 3-Methoxytyrosine is one of the main biochemical markers for Aromatic L-amino acid decarboxylase (AADC, EC4.1.1.28) deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. Chronically high levels of 3-methoxytyrosine are associated with aromatic L-amino acid decarboxylase (AADC, 28) deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. 3-Methoxytyrosine is a potentially toxic compound. 3-Methoxytyrosine, with regard to humans, has been found to be associated with several diseases such as epilepsy, early-onset, vitamin b6-dependent and pyridoxamine 5-prime-phosphate oxidase deficiency; 3-methoxytyrosine has also been linked to several inborn metabolic disorders including sepiapterin reductase deficiency and aromatic l-amino acid decarboxylase deficiency.
3-Methoxytyrosine is one of the main biochemical markers for Aromatic L-amino acid decarboxylase (AADC, EC 4.1.1.28) deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. Patients are usually detected in infancy due to developmental delay, hypotonia, and extrapyramidal movements. Diagnosis is based on an abnormal neurotransmitter metabolite profile in CSF and reduced AADC activity in plasma. 3-methoxytyrosine is elevated in CSF, plasma, and urine. (PMID 1357595, 1281049, 16288991) [HMDB]
3-O-Methyldopa (3-Methoxy-L-tyrosine) is a metabolite of L-DOPA which is formed by catechol-O-methyltransferase (COMT). 3-O-Methyldopa competitively inhibits the pharmacodynamics of l-DOPA and dopamine[1].
3-O-Methyldopa (3-Methoxy-L-tyrosine) is a metabolite of L-DOPA which is formed by catechol-O-methyltransferase (COMT). 3-O-Methyldopa competitively inhibits the pharmacodynamics of l-DOPA and dopamine[1].

同义名列表

20 个代谢物同义名

3-Methoxytyrosine, (L-tyr)-isomer, alpha-(14)C-labeled; 2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid; 2-Amino-3-(4-hydroxy-3-methoxyphenyl)propanoate; L-4-Hydroxy-3-methoxyphenylalanine; 3-Methoxytyrosine, (DL-tyr)-isomer; 3-Methoxytyrosine, (D-tyr)-isomer; 3-Methoxytyrosine, (L-tyr)-isomer; L-3-Methoxy tyrosine; (DL)-3-O-Methyldopa; L-3-Methoxytyrosine; 3-Methoxy-tyrosine; 3-Methoxytyrosine; 3-O-Methyl-dopa; 3-O-Methyldopa; 3-Methoxydopa; Vanilalanine; 3-OMD CPD; 3-Methoxytyrosine; 3-Methoxy-L-tyrosine; 3-O-Methyl-L-DOPA



数据库引用编号

12 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

  • Shwu-Jiuan Lin, Lily Tai, Yu-Jie Huang, Yow-Shieng Uang, Yih Ho, Kuang-Yang Hsu, Li-Hsuan Wang. Effect of catechin and commercial preparation of green tea essence on the pharmacokinetics of l-dopa in rabbits. Biomedical chromatography : BMC. 2021 Dec; 35(12):e5227. doi: 10.1002/bmc.5227. [PMID: 34388856]
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  • Mirko Peitzsch, Elizabeth R Butch, Elizabeth Lovorn, Anastasios Mangelis, Wayne L Furman, Victor M Santana, Barbara Hero, Frank Berthold, Barry L Shulkin, Angela Huebner, Graeme Eisenhofer. Biochemical testing for neuroblastoma using plasma free 3-O-methyldopa, 3-methoxytyramine, and normetanephrine. Pediatric blood & cancer. 2020 02; 67(2):e28081. doi: 10.1002/pbc.28081. [PMID: 31724812]
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  • Qu Qi, Lijuan Cao, Feiyan Li, Hong Wang, Huiying Liu, Haiping Hao, Kun Hao. Salvianolic acid B as a substrate and weak catechol-O-methyltransferase inhibitor in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2015; 45(9):820-7. doi: 10.3109/00498254.2015.1017753. [PMID: 25869243]
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