3-Methyl-2-oxobutanoate (BioDeep_00000897291)

   


代谢物信息卡片


3-Methyl-2-oxobutanoate

化学式: C5H7O3- (115.0395172)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 16%

分子结构信息

SMILES: CC(C)C(=O)C(=O)[O-]
InChI: InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8)/p-1

描述信息

A 2-oxo monocarboxylic acid anion that is the conjugate base of 3-methyl-2-oxobutanoic acid, arising from deprotonation of the carboxy group.

同义名列表

1 个代谢物同义名

3-Methyl-2-oxobutanoate



数据库引用编号

3 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(16)

PlantCyc(0)

代谢反应

106 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(18)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(87)

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

  • Gabriella A M Ten Have, Lisa Jansen, Marieke G Schooneman, Marielle P K J Engelen, Nicolaas E P Deutz. Metabolic flux analysis of branched-chain amino and keto acids (BCAA, BCKA) and β-hydroxy β-methylbutyric acid across multiple organs in the pig. American journal of physiology. Endocrinology and metabolism. 2021 03; 320(3):E629-E640. doi: 10.1152/ajpendo.00384.2020. [PMID: 33522397]
  • Kiana Ashley West, Chidimma Kanu, Tanya Maric, Julie Anne Kathryn McDonald, Jeremy K Nicholson, Jia V Li, Mark R Johnson, Elaine Holmes, Makrina D Savvidou. Longitudinal metabolic and gut bacterial profiling of pregnant women with previous bariatric surgery. Gut. 2020 08; 69(8):1452-1459. doi: 10.1136/gutjnl-2019-319620. [PMID: 31964751]
  • Katsumi Shibata. Urinary Excretion of 2-Oxo Acids Is Greater in Rats with Streptozotocin-Induced Diabetes. Journal of nutritional science and vitaminology. 2018; 64(4):292-295. doi: 10.3177/jnsv.64.292. [PMID: 30175794]
  • Caroline Hall, Ian Grayson. Genotoxicity and sub-chronic toxicity of MYOLUTION® (branched chain keto acids). Regulatory toxicology and pharmacology : RTP. 2017 Nov; 90(?):133-143. doi: 10.1016/j.yrtph.2017.09.004. [PMID: 28888959]
  • Katsumi Shibata, Chifumi Nakata, Tsutomu Fukuwatari. High-performance liquid chromatographic method for profiling 2-oxo acids in urine and its application in evaluating vitamin status in rats. Bioscience, biotechnology, and biochemistry. 2016; 80(2):304-12. doi: 10.1080/09168451.2015.1083395. [PMID: 26745680]
  • Kota Fukai, Sei Harada, Miho Iida, Ayako Kurihara, Ayano Takeuchi, Kazuyo Kuwabara, Daisuke Sugiyama, Tomonori Okamura, Miki Akiyama, Yuji Nishiwaki, Yuko Oguma, Asako Suzuki, Chizuru Suzuki, Akiyoshi Hirayama, Masahiro Sugimoto, Tomoyoshi Soga, Masaru Tomita, Toru Takebayashi. Metabolic Profiling of Total Physical Activity and Sedentary Behavior in Community-Dwelling Men. PloS one. 2016; 11(10):e0164877. doi: 10.1371/journal.pone.0164877. [PMID: 27741291]
  • Dong Wan Lee, Bee Gek Ng, Beom Seok Kim. Increased valinomycin production in mutants of Streptomyces sp. M10 defective in bafilomycin biosynthesis and branched-chain α-keto acid dehydrogenase complex expression. Journal of industrial microbiology & biotechnology. 2015 Nov; 42(11):1507-17. doi: 10.1007/s10295-015-1679-5. [PMID: 26335568]
  • Xiaoya Huang, Yuan Zhong, Zhongping Huang, Chen Jin, Lili Wang, Zaifa Pan. [Simultaneous determination of five active components of compound α-ketoacid tablet in human urine by ion-pair reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography. 2015 Feb; 33(2):169-73. doi: 10.3724/sp.j.1123.2014.10024. [PMID: 25989690]
  • Claire L Boulangé, Sandrine P Claus, Chieh J Chou, Sebastiano Collino, Ivan Montoliu, Sunil Kochhar, Elaine Holmes, Serge Rezzi, Jeremy K Nicholson, Marc E Dumas, François-Pierre J Martin. Early metabolic adaptation in C57BL/6 mice resistant to high fat diet induced weight gain involves an activation of mitochondrial oxidative pathways. Journal of proteome research. 2013 Apr; 12(4):1956-68. doi: 10.1021/pr400051s. [PMID: 23473242]
  • André Wajner, Cristiane Bürger, Carlos Severo Dutra-Filho, Moacir Wajner, Angela Terezinha de Souza Wyse, Clóvis Milton Duval Wannmacher. Synaptic plasma membrane Na(+), K (+)-ATPase activity is significantly reduced by the alpha-keto acids accumulating in maple syrup urine disease in rat cerebral cortex. Metabolic brain disease. 2007 Mar; 22(1):77-88. doi: 10.1007/s11011-007-9046-5. [PMID: 17295076]
  • Cláudia Funchal, Patrícia Fernanda Schuck, André Quincozes Dos Santos, Maria Caroline Jacques-Silva, Carmem Gottfried, Regina Pessoa-Pureur, Moacir Wajner. Creatine and antioxidant treatment prevent the inhibition of creatine kinase activity and the morphological alterations of C6 glioma cells induced by the branched-chain alpha-keto acids accumulating in maple syrup urine disease. Cellular and molecular neurobiology. 2006 Feb; 26(1):67-79. doi: 10.1007/s10571-006-9098-9. [PMID: 16633902]
  • Benjamin F Miller, Jens L Olesen, Mette Hansen, Simon Døssing, Regina M Crameri, Rasmus J Welling, Henning Langberg, Allan Flyvbjerg, Michael Kjaer, John A Babraj, Kenneth Smith, Michael J Rennie. Coordinated collagen and muscle protein synthesis in human patella tendon and quadriceps muscle after exercise. The Journal of physiology. 2005 Sep; 567(Pt 3):1021-33. doi: 10.1113/jphysiol.2005.093690. [PMID: 16002437]
  • Cláudia Funchal, André Quincozes Dos Santos, Maria Caroline Jacques-Silva, Ariane Zamoner, Carmem Gottfried, Moacir Wajner, Regina Pessoa-Pureur. Branched-chain alpha-keto acids accumulating in maple syrup urine disease induce reorganization of phosphorylated GFAP in C6-glioma cells. Metabolic brain disease. 2005 Sep; 20(3):205-17. doi: 10.1007/s11011-005-7208-x. [PMID: 16167198]
  • Raquel Bridi, César A Braun, Giovanni K Zorzi, Clóvis M D Wannmacher, Moacir Wajner, Eduardo G Lissi, Carlos Severo Dutra-Filho. alpha-keto acids accumulating in maple syrup urine disease stimulate lipid peroxidation and reduce antioxidant defences in cerebral cortex from young rats. Metabolic brain disease. 2005 Jun; 20(2):155-67. doi: 10.1007/s11011-005-4152-8. [PMID: 15938133]
  • Joachim Schuster, Stefan Binder. The mitochondrial branched-chain aminotransferase (AtBCAT-1) is capable to initiate degradation of leucine, isoleucine and valine in almost all tissues in Arabidopsis thaliana. Plant molecular biology. 2005 Jan; 57(2):241-54. doi: 10.1007/s11103-004-7533-1. [PMID: 15821880]
  • Cláudia Funchal, Carmem Gottfried, Lúcia Maria Vieira De Almeida, Moacir Wajner, Regina Pessoa-Pureur. Evidence that the branched-chain alpha-keto acids accumulating in maple syrup urine disease induce morphological alterations and death in cultured astrocytes from rat cerebral cortex. Glia. 2004 Nov; 48(3):230-40. doi: 10.1002/glia.20072. [PMID: 15390119]
  • Cláudia Funchal, Franciele Dall Bello Pessutto, Lúcia Maria Vieira de Almeida, Priscila de Lima Pelaez, Samanta Oliveira Loureiro, Lilian Vivian, Moacir Wajner, Regina Pessoa-Pureur. Alpha-keto-beta-methylvaleric acid increases the in vitro phosphorylation of intermediate filaments in cerebral cortex of young rats through the gabaergic system. Journal of the neurological sciences. 2004 Jan; 217(1):17-24. doi: 10.1016/j.jns.2003.08.003. [PMID: 14675604]
  • Vilson de Castro Vasques, Melissa Avila de Boer, Felipe Diligenti, Fabrício Brinco, Fabrício Mallmann, Carlos Fernando Mello, Moacir Wajner. Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats. Pharmacology, biochemistry, and behavior. 2004 Jan; 77(1):183-90. doi: 10.1016/j.pbb.2003.10.013. [PMID: 14724056]
  • Angela M Sgaravatti, Rafael B Rosa, Patrícia F Schuck, César A J Ribeiro, Clóvis M D Wannmacher, Angela T S Wyse, Carlos S Dutra-Filho, Moacir Wajner. Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease. Biochimica et biophysica acta. 2003 Nov; 1639(3):232-8. doi: 10.1016/j.bbadis.2003.09.010. [PMID: 14636955]
  • P H Bisschop, M G M De Sain-Van Der Velden, F Stellaard, F Kuipers, A J Meijer, H P Sauerwein, J A Romijn. Dietary carbohydrate deprivation increases 24-hour nitrogen excretion without affecting postabsorptive hepatic or whole body protein metabolism in healthy men. The Journal of clinical endocrinology and metabolism. 2003 Aug; 88(8):3801-5. doi: 10.1210/jc.2002-021087. [PMID: 12915672]
  • R Pessoa-Pureur, C Funchal, P de Lima Pelaez, L Vivian, S Oliveira Loureiro, R de Freitas Miranda, M Wajner. Effect of the branched-chain alpha-ketoacids accumulating in maple syrup urine disease on the high molecular weight neurofilament subunit (NF-H) in rat cerebral cortex. Metabolic brain disease. 2002 Jun; 17(2):65-75. doi: 10.1023/a:1015459910869. [PMID: 12083338]
  • A S Coitinho, C F de Mello, T T Lima, J de Bastiani, M R Fighera, M Wajner. Pharmacological evidence that alpha-ketoisovaleric acid induces convulsions through GABAergic and glutamatergic mechanisms in rats. Brain research. 2001 Mar; 894(1):68-73. doi: 10.1016/s0006-8993(00)03321-7. [PMID: 11245816]
  • R G Tavares, C E Santos, C I Tasca, M Wajner, D O Souza, C S Dutra-Filho. Inhibition of glutamate uptake into synaptic vesicles of rat brain by the metabolites accumulating in maple syrup urine disease. Journal of the neurological sciences. 2000 Dec; 181(1-2):44-9. doi: 10.1016/s0022-510x(00)00402-0. [PMID: 11099711]
  • M Reis, M Farage, H Wolosker. Chloride-dependent inhibition of vesicular glutamate uptake by alpha-keto acids accumulated in maple syrup urine disease. Biochimica et biophysica acta. 2000 Jul; 1475(2):114-8. doi: 10.1016/s0304-4165(00)00069-6. [PMID: 10832024]
  • M G de Sain-Van Der Velden, K de Meer, W Kulik, C F Melissant, T J Rabelink, R Berger, G A Kaysen. Nephrotic proteinuria has No net effect on total body protein synthesis: measurements with (13)C valine. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2000 Jun; 35(6):1149-54. doi: 10.1016/s0272-6386(00)70053-9. [PMID: 10845830]
  • H Yang, F Zheng, J Jiang, P Hu, X Li. [Plasma branched-chain ketoacids metabolism in patients with chronic renal failure after oral administration of ketosteril]. Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae. 1999 Dec; 21(6):488-92. doi: NULL. [PMID: 12567499]
  • P Schadewaldt, H W Hammen, A C Ott, U Wendel. Renal clearance of branched-chain L-amino and 2-oxo acids in maple syrup urine disease. Journal of inherited metabolic disease. 1999 Aug; 22(6):706-22. doi: 10.1023/a:1005540016376. [PMID: 10472531]
  • W Kulik, C Jakobs, K de Meer. Determination of extracellular and intracellular enrichments of [1-(13)C]-alpha-ketoisovalerate using enzymatically converted [1-(13)C]-valine standardization curves and gas chromatography-mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 1999 Jun; 729(1-2):211-6. doi: 10.1016/s0378-4347(99)00158-9. [PMID: 10410944]
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