3,4-Dihydroxyphenylpyruvic acid (BioDeep_00001869823)
Main id: BioDeep_00000005384
代谢物信息卡片
3-(3,4-dihydroxyphenyl)-2-oxopropanoic acid
化学式: C9H8O5 (196.0372)
中文名称: 3,4-二羟基苯丙酮酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=C(C=C1CC(=O)C(=O)O)O)O
InChI: InChI=1S/C9H8O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,10-11H,4H2,(H,13,14)
描述信息
A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 3,4-dihydroxyphenyl group.
同义名列表
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:19891
- KEGG: C04045
- PubChem: 165198
- CAS: 109170-71-0
- CAS: 4228-66-4
- MetaboLights: MTBLC19891
- PubChem: 6746
- 3DMET: B00670
- NIKKAJI: J506.232B
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
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
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
- Luke Bown, Ryuichi Hirota, Michelle N Goettge, Jerry Cui, David T Krist, Lingyang Zhu, Constantin Giurgiu, Wilfred A van der Donk, Kou-San Ju, William W Metcalf. A Novel Pathway for Biosynthesis of the Herbicidal Phosphonate Natural Product Phosphonothrixin Is Widespread in Actinobacteria.
Journal of bacteriology.
2023 Apr; ?(?):e0048522. doi:
10.1128/jb.00485-22. [PMID: 37074199] - Ke Shun Hu, Chong Le Chen, Huan Ru Ding, Tian Yu Wang, Qin Zhu, Yi Chen Zhou, Jia Min Chen, Jia Qi Mei, Sheng Hu, Jun Huang, Wei Rui Zhao, Le He Mei. Production of Salvianic Acid A from l-DOPA via Biocatalytic Cascade Reactions.
Molecules (Basel, Switzerland).
2022 Sep; 27(18):. doi:
10.3390/molecules27186088. [PMID: 36144828] - Matti Marklund, Eric A Strömberg, Helle N Lærke, Knud E Bach Knudsen, Afaf Kamal-Eldin, Andrew C Hooker, Rikard Landberg. Simultaneous pharmacokinetic modeling of alkylresorcinols and their main metabolites indicates dual absorption mechanisms and enterohepatic elimination in humans.
The Journal of nutrition.
2014 Nov; 144(11):1674-80. doi:
10.3945/jn.114.196220. [PMID: 25332465] - R Wierzbicka, L Eyer, R Landberg, A Kamal-Eldin, M Franek. Development of antibodies for determination of alkylresorcinol metabolites in human urine and elucidation of ELISA cross-reactivity.
Journal of immunological methods.
2014 Nov; 413(?):12-24. doi:
10.1016/j.jim.2014.07.007. [PMID: 25066633] - J Montonen, R Landberg, A Kamal-Eldin, P Åman, H Boeing, A Steffen, T Pischon. Reliability of fasting plasma alkylresorcinol metabolites concentrations measured 4 months apart.
European journal of clinical nutrition.
2012 Aug; 66(8):968-70. doi:
10.1038/ejcn.2012.66. [PMID: 22713774] - Rikard Landberg, Mary K Townsend, Nithya Neelakantan, Qi Sun, Laura Sampson, Donna Spiegelman, Rob M van Dam. Alkylresorcinol metabolite concentrations in spot urine samples correlated with whole grain and cereal fiber intake but showed low to modest reproducibility over one to three years in U.S. women.
The Journal of nutrition.
2012 May; 142(5):872-7. doi:
10.3945/jn.111.156398. [PMID: 22437553] - Alastair B Ross. Present status and perspectives on the use of alkylresorcinols as biomarkers of wholegrain wheat and rye intake.
Journal of nutrition and metabolism.
2012; 2012(?):462967. doi:
10.1155/2012/462967. [PMID: 22363838] - Päivi P Söderholm, Johan E Lundin, Anja H Koskela, Matti J Tikkanen, Herman C Adlercreutz. Pharmacokinetics of alkylresorcinol metabolites in human urine.
The British journal of nutrition.
2011 Oct; 106(7):1040-4. doi:
10.1017/s0007114511001383. [PMID: 21481288] - Matti Marklund, Rikard Landberg, Per Åman, Afaf Kamal-Eldin. Comparison of gas chromatography-mass spectrometry and high-performance liquid chromatography with coulometric electrode array detection for determination of alkylresorcinol metabolites in human urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2011 Mar; 879(9-10):647-51. doi:
10.1016/j.jchromb.2011.01.034. [PMID: 21334988] - Matti Marklund, Rikard Landberg, Per Aman, Afaf Kamal-Eldin. Determination of alkylresorcinol metabolites in human urine by gas chromatography-mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Apr; 878(11-12):888-94. doi:
10.1016/j.jchromb.2010.02.007. [PMID: 20223713] - Mylène Aubertin-Leheudre, Anja Koskela, Adile Samaletdin, Herman Adlercreutz. Plasma alkylresorcinol metabolites as potential biomarkers of whole-grain wheat and rye cereal fibre intakes in women.
The British journal of nutrition.
2010 Feb; 103(3):339-43. doi:
10.1017/s0007114509992315. [PMID: 19874633] - Mylène Aubertin-Leheudre, Anja Koskela, Adile Samaletdin, Herman Adlercreutz. Plasma and urinary alkylresorcinol metabolites as potential biomarkers of breast cancer risk in Finnish women: a pilot study.
Nutrition and cancer.
2010; 62(6):759-64. doi:
10.1080/01635581003693058. [PMID: 20661824] - Päivi P Söderholm, Anja H Koskela, Johan E Lundin, Matti J Tikkanen, Herman C Adlercreutz. Plasma pharmacokinetics of alkylresorcinol metabolites: new candidate biomarkers for whole-grain rye and wheat intake.
The American journal of clinical nutrition.
2009 Nov; 90(5):1167-71. doi:
10.3945/ajcn.2009.28290. [PMID: 19759167] - N K Ranjith, Ch V Ramana, Ch Sasikala. Purification and characterization of 3,4-dihydroxyphenylalanine oxidative deaminase from Rhodobacter sphaeroides OU5.
Canadian journal of microbiology.
2008 Oct; 54(10):829-34. doi:
10.1139/w08-071. [PMID: 18923551] - Mylène Aubertin-Leheudre, Anja Koskela, Annukka Marjamaa, Herman Adlercreutz. Plasma alkylresorcinols and urinary alkylresorcinol metabolites as biomarkers of cereal fiber intake in Finnish women.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2008 Sep; 17(9):2244-8. doi:
10.1158/1055-9965.epi-08-0215. [PMID: 18768490] - N K Ranjith, Ch Sasikala, Ch V Ramana. Catabolism of L-phenylalanine and L-tyrosine by Rhodobacter sphaeroides OU5 occurs through 3,4-dihydroxyphenylalanine.
Research in microbiology.
2007 Jul; 158(6):506-11. doi:
10.1016/j.resmic.2007.04.008. [PMID: 17616348] - Anja Koskela, Anna-Maria Linko-Parvinen, Perttu Hiisivuori, Adile Samaletdin, Afaf Kamal-Eldin, Matti J Tikkanen, Herman Adlercreutz. Quantification of alkylresorcinol metabolites in urine by HPLC with coulometric electrode array detection.
Clinical chemistry.
2007 Jul; 53(7):1380-3. doi:
10.1373/clinchem.2006.084764. [PMID: 17495018] - I B Lindén, M Karlsson, S Niemi, A Penttilä. Transamination and other metabolic pathways of 3,4-dihydroxyphenylpyruvic acid in rats when simultaneously administered with L-dopa.
The Journal of pharmacy and pharmacology.
1982 Nov; 34(11):719-23. doi:
10.1111/j.2042-7158.1982.tb06207.x. [PMID: 6129302] - I B Lindén, S Niemi. Effect of 3,4-dihydroxyphenylpyruvic acid on the metabolism of L-DOPA in isolated perfused rat liver.
Acta pharmacologica et toxicologica.
1982 Nov; 51(5):434-40. doi:
10.1111/j.1600-0773.1982.tb01049.x. [PMID: 7164823] - I B Lindén, P J Neuvonen, H Vapaatalo. Effects of 3,4-dihydroxyphenylpyruvic acid and its triacetylated derivative on DOPA decarboxylase.
Acta pharmacologica et toxicologica.
1982 Sep; 51(3):266-9. doi:
10.1111/j.1600-0773.1982.tb01024.x. [PMID: 7136732] - I B Lindén. Effects of 3,4-dihydroxyphenylpyruvic acid and L-glutamic acid on some pharmacokinetic parameters of L-dopa in the rat.
The Journal of pharmacy and pharmacology.
1980 May; 32(5):344-8. doi:
10.1111/j.2042-7158.1980.tb12933.x. [PMID: 6104700] - P Hietala, I B Lindén, N Grönfors. The effect of simultaneous administration of 3,4-dihydroxyphenylpyruvic acid and L-dopa on the bioavailability of L-dopa in rat and mouse.
The Journal of pharmacy and pharmacology.
1979 Apr; 31(4):205-8. doi:
10.1111/j.2042-7158.1979.tb13479.x. [PMID: 36456] - R P Wilson, P L Fowlkes. Activity of glutamine synthetase in channel catfish tissues determined by an improved tissue assay method.
Comparative biochemistry and physiology. B, Comparative biochemistry.
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10.1016/0305-0491(76)90258-3. [PMID: 6197] - . .
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