3-Carboxy-4-methyl-5-propyl-2-furanpropionate(2-) (BioDeep_00000902138)
代谢物信息卡片
3-Carboxy-4-methyl-5-propyl-2-furanpropionate(2-)
化学式: C12H14O5-2 (238.08411940000002)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCC1=C(C(=C(O1)CCC(=O)[O-])C(=O)[O-])C
InChI: InChI=1S/C12H16O5/c1-3-4-8-7(2)11(12(15)16)9(17-8)5-6-10(13)14/h3-6H2,1-2H3,(H,13,14)(H,15,16)/p-2
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
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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
- Camille André, Youssef Bennis, Dimitri Titeca-Beauport, Pauline Caillard, Yan Cluet, Said Kamel, Gabriel Choukroun, Julien Maizel, Sophie Liabeuf, Sandra Bodeau. Two rapid, accurate liquid chromatography tandem mass spectrometry methods for the quantification of seven uremic toxins: An application for describing their accumulation kinetic profile in a context of acute kidney injury.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2020 Sep; 1152(?):122234. doi:
10.1016/j.jchromb.2020.122234. [PMID: 32615535] - Mathilde Luce, Anais Bouchara, Myriam Pastural, Samuel Granjon, Jean Christophe Szelag, Maurice Laville, Walid Arkouche, Denis Fouque, Christophe O Soulage, Laetitia Koppe. Is 3-Carboxy-4-methyl-5-propyl-2-furanpropionate (CMPF) a Clinically Relevant Uremic Toxin in Haemodialysis Patients?.
Toxins.
2018 05; 10(5):. doi:
10.3390/toxins10050205. [PMID: 29783628] - Maxim B Freidin, Helena R R Wells, Tilly Potter, Gregory Livshits, Cristina Menni, Frances M K Williams. Metabolomic markers of fatigue: Association between circulating metabolome and fatigue in women with chronic widespread pain.
Biochimica et biophysica acta. Molecular basis of disease.
2018 Feb; 1864(2):601-606. doi:
10.1016/j.bbadis.2017.11.025. [PMID: 29197660] - Fandi Kong, Xiaoyan Pang, Kan Zhong, Zitao Guo, Xiuli Li, Dafang Zhong, Xiaoyan Chen. Increased Plasma Exposures of Conjugated Metabolites of Morinidazole in Renal Failure Patients: A Critical Role of Uremic Toxins.
Drug metabolism and disposition: the biological fate of chemicals.
2017 06; 45(6):593-603. doi:
10.1124/dmd.116.074492. [PMID: 28314825] - Yonghai Lu, Yeli Wang, Choon-Nam Ong, Tavintharan Subramaniam, Hyung Won Choi, Jian-Min Yuan, Woon-Puay Koh, An Pan. Metabolic signatures and risk of type 2 diabetes in a Chinese population: an untargeted metabolomics study using both LC-MS and GC-MS.
Diabetologia.
2016 11; 59(11):2349-2359. doi:
10.1007/s00125-016-4069-2. [PMID: 27514531] - Jente Boelaert, Frédéric Lynen, Griet Glorieux, Sunny Eloot, Maria Van Landschoot, Marie-Anne Waterloos, Pat Sandra, Raymond Vanholder. A novel UPLC-MS-MS method for simultaneous determination of seven uremic retention toxins with cardiovascular relevance in chronic kidney disease patients.
Analytical and bioanalytical chemistry.
2013 Feb; 405(6):1937-47. doi:
10.1007/s00216-012-6636-9. [PMID: 23307120] - Yohei Miyamoto, Yasunori Iwao, Katsumi Mera, Hiroshi Watanabe, Daisuke Kadowaki, Yu Ishima, Victor Tuan Giam Chuang, Keizo Sato, Masaki Otagiri, Toru Maruyama. A uremic toxin, 3-carboxy-4-methyl-5-propyl-2-furanpropionate induces cell damage to proximal tubular cells via the generation of a radical intermediate.
Biochemical pharmacology.
2012 Nov; 84(9):1207-14. doi:
10.1016/j.bcp.2012.07.033. [PMID: 22898098] - Toshimitsu Niwa. Update of uremic toxin research by mass spectrometry.
Mass spectrometry reviews.
2011 May; 30(3):510-21. doi:
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Therapeutic drug monitoring.
2008 Oct; 30(5):576-82. doi:
10.1097/ftd.0b013e3181838077. [PMID: 18708994] - Yong Huang, Hong Sun, Lynda Frassetto, Leslie Z Benet, Emil T Lin. Liquid chromatographic tandem mass spectrometric assay for the uremic toxin 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid in human plasma.
Rapid communications in mass spectrometry : RCM.
2006; 20(10):1611-4. doi:
10.1002/rcm.2479. [PMID: 16628600] - Tsuneo Deguchi, Sumio Ohtsuki, Masaki Otagiri, Hitomi Takanaga, Hiroshi Asaba, Shinobu Mori, Tetsuya Terasaki. Major role of organic anion transporter 3 in the transport of indoxyl sulfate in the kidney.
Kidney international.
2002 May; 61(5):1760-8. doi:
10.1046/j.1523-1755.2002.00318.x. [PMID: 11967025] - R Vanholder, R De Smet, N Lameire. Protein-bound uremic solutes: the forgotten toxins.
Kidney international. Supplement.
2001 Feb; 78(?):S266-70. doi:
10.1046/j.1523-1755.2001.59780266.x. [PMID: 11169024] - Y Tsutsumi, T Maruyama, A Takadate, H Shimada, M Otagiri. Decreased bilirubin-binding capacity in uremic serum caused by an accumulation of furan dicarboxylic acid.
Nephron.
2000 May; 85(1):60-4. doi:
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Archives of toxicology.
2000 Feb; 73(12):649-54. doi:
10.1007/s002040050020. [PMID: 10741476] - G Lesaffer, R De Smet, N Lameire, A Dhondt, P Duym, R Vanholder. Intradialytic removal of protein-bound uraemic toxins: role of solute characteristics and of dialyser membrane.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2000 Jan; 15(1):50-7. doi:
10.1093/ndt/15.1.50. [PMID: 10607767] - Y Tsutsumi, T Maruyama, A Takadate, M Goto, H Matsunaga, M Otagiri. Interaction between two dicarboxylate endogenous substances, bilirubin and an uremic toxin, 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid, on human serum albumin.
Pharmaceutical research.
1999 Jun; 16(6):916-23. doi:
10.1023/a:1018842506896. [PMID: 10397614] - C F Lim, J R Stockigt. Influence of uremic toxins and nonesterified fatty acids on drug and thyroid hormone binding in serum.
Clinical chemistry.
1998 Nov; 44(11):2380-1. doi:
10.1093/clinchem/44.11.2380. [PMID: 9799777] - M G Costigan, T L Gilchrist, W E Lindup. Synthesis and physicochemical properties of the furan dicarboxylic acid, 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid, an inhibitor of plasma protein binding in uraemia.
The Journal of pharmacy and pharmacology.
1996 Jun; 48(6):635-40. doi:
10.1111/j.2042-7158.1996.tb05987.x. [PMID: 8832500] - T Niwa. Organic acids and the uremic syndrome: protein metabolite hypothesis in the progression of chronic renal failure.
Seminars in nephrology.
1996 May; 16(3):167-82. doi:
NULL. [PMID: 8734460] - M G Costigan, M Yaqoob, W E Lindup. Retention of an albumin-bound furan dicarboxylic acid in patients with chronic renal failure or after a kidney transplant.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
1996 May; 11(5):803-7. doi:
10.1093/oxfordjournals.ndt.a027402. [PMID: 8671898] - M G Costigan, W E Lindup. Plasma clearance in the rat of a furan dicarboxylic acid which accumulates in uremia.
Kidney international.
1996 Mar; 49(3):634-8. doi:
10.1038/ki.1996.91. [PMID: 8648903] - M Sato, M Koyama, T Miyazaki, T Niwa. Reduced renal clearance of furancarboxylic acid, a major albumin-bound organic acid, in undialyzed uremic patients.
Nephron.
1996; 74(2):419-21. doi:
10.1159/000189346. [PMID: 8893167] - M G Costigan, C A Callaghan, W E Lindup. Hypothesis: is accumulation of a furan dicarboxylic acid (3-carboxy-4- methyl-5-propyl-2-furanpropanoic acid) related to the neurological abnormalities in patients with renal failure?.
Nephron.
1996; 73(2):169-73. doi:
10.1159/000189035. [PMID: 8773339] - T Sakai, A Takadate, M Otagiri. Characterization of binding site of uremic toxins on human serum albumin.
Biological & pharmaceutical bulletin.
1995 Dec; 18(12):1755-61. doi:
10.1248/bpb.18.1755. [PMID: 8787801] - M E Everts, C F Lim, E P Moerings, R Docter, T J Visser, M De Jong, E P Krenning, G Hennemann. Effects of a furan fatty acid and indoxyl sulfate on thyroid hormone uptake in cultured anterior pituitary cells.
The American journal of physiology.
1995 May; 268(5 Pt 1):E974-9. doi:
10.1152/ajpendo.1995.268.5.e974. [PMID: 7762653] - T Niwa, H Asada, S Tsutsui, T Miyazaki. Efficient removal of albumin-bound furancarboxylic acid by protein-leaking hemodialysis.
American journal of nephrology.
1995; 15(6):463-7. doi:
10.1159/000168887. [PMID: 8546166] - M G Costigan, M Yaqoob, W E Lindup. Effects of haemodialysis and continuous ambulatory peritoneal dialysis on the plasma clearance of an albumin-bound furan dicarboxylic acid.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
1995; 10(5):648-52. doi:
10.1093/ndt/10.5.648. [PMID: 7566577] - T Niwa, I Kawagishi, N Ohya. Rapid assay for furancarboxylic acid accumulated in uremic serum using high-performance liquid chromatography and on-line mass spectrometry.
Clinica chimica acta; international journal of clinical chemistry.
1994 Apr; 226(1):89-94. doi:
10.1016/0009-8981(94)90106-6. [PMID: 8070137] - T Shinzato, H Morita, K Maeda. Metabolism and kinetics of propylurofuranic acid in end-stage renal failure.
ASAIO journal (American Society for Artificial Internal Organs : 1992).
1994 Jan; 40(1):94-6. doi:
NULL. [PMID: 8186503] - C F Lim, R Docter, E P Krenning, H van Toor, B Bernard, M de Jong, G Hennemann. Transport of thyroxine into cultured hepatocytes: effects of mild non-thyroidal illness and calorie restriction in obese subjects.
Clinical endocrinology.
1994 Jan; 40(1):79-85. doi:
10.1111/j.1365-2265.1994.tb02447.x. [PMID: 8306485] - C F Lim, J R Stockigt, A J Curtis, K N Wynne, J W Barlow, D J Topliss. A naturally occurring furan fatty acid enhances drug inhibition of thyroxine binding in serum.
Metabolism: clinical and experimental.
1993 Nov; 42(11):1468-74. doi:
10.1016/0026-0495(93)90200-8. [PMID: 8231843] - T Niwa, T Aiuchi, K Nakaya, Y Emoto, T Miyazaki, K Maeda. Inhibition of mitochondrial respiration by furancarboxylic acid accumulated in uremic serum in its albumin-bound and non-dialyzable form.
Clinical nephrology.
1993 Feb; 39(2):92-6. doi:
. [PMID: 8448924] - C F Lim, B F Bernard, M de Jong, R Docter, E P Krenning, G Hennemann. A furan fatty acid and indoxyl sulfate are the putative inhibitors of thyroxine hepatocyte transport in uremia.
The Journal of clinical endocrinology and metabolism.
1993 Feb; 76(2):318-24. doi:
10.1210/jcem.76.2.8432774. [PMID: 8432774] - S J Henderson, W E Lindup. Renal organic acid transport: uptake by rat kidney slices of a furan dicarboxylic acid which inhibits plasma protein binding of acidic ligands in uremia.
The Journal of pharmacology and experimental therapeutics.
1992 Oct; 263(1):54-60. doi:
NULL. [PMID: 1403803] - S J Henderson, W E Lindup. Interaction of 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid, an inhibitor of plasma protein binding in uraemia, with human albumin.
Biochemical pharmacology.
1990 Dec; 40(11):2543-8. doi:
10.1016/0006-2952(90)90097-5. [PMID: 2268372] - H Mabuchi, H Nakahashi. Separation of albumin-binding ligands present in uremic serum by high-performance affinity chromatography.
Journal of chromatography.
1990 Aug; 529(2):424-30. doi:
10.1016/s0378-4347(00)83849-9. [PMID: 2229260] - H M Liebich, J I Bubeck, A Pickert, G Wahl, A Scheiter. Hippuric acid and 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid in serum and urine. Analytical approaches and clinical relevance in kidney diseases.
Journal of chromatography.
1990 Feb; 500(?):615-27. doi:
10.1016/s0021-9673(00)96096-5. [PMID: 2329153] - T Niwa, T Yazawa, T Kodama, Y Uehara, K Maeda, K Yamada. Efficient removal of albumin-bound furancarboxylic acid, an inhibitor of erythropoiesis, by continuous ambulatory peritoneal dialysis.
Nephron.
1990; 56(3):241-5. doi:
10.1159/000186147. [PMID: 2077405] - J J McTigue, S J Henderson, W E Lindup. Excretion of the uraemic metabolite 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid in human urine.
Nephron.
1990; 55(2):214-5. doi:
10.1159/000185955. [PMID: 2362637] - H Mabuchi, H Nakahashi. Endogenous ligands that bind to serum albumin and renal failure.
Nephron.
1990; 55(1):81-2. doi:
10.1159/000185925. [PMID: 2352581] - A Pickert, A Bäuerle, H M Liebich. Determination of hippuric acid and furanic acid in serum of dialysis patients and control persons by high-performance liquid chromatography.
Journal of chromatography.
1989 Oct; 495(?):95-104. doi:
10.1016/s0378-4347(00)82612-2. [PMID: 2613830] - H Mabuchi, H Nakahashi, T Hamajima, I Aikawa, T Oka. The effect of renal transplantation on a major endogenous ligand retained in uremic serum.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
1989 Jan; 13(1):49-54. doi:
10.1016/s0272-6386(89)80116-7. [PMID: 2643310] - T Niwa, N Takeda, A Tatematsu, K Maeda. Accumulation of indoxyl sulfate, an inhibitor of drug-binding, in uremic serum as demonstrated by internal-surface reversed-phase liquid chromatography.
Clinical chemistry.
1988 Nov; 34(11):2264-7. doi:
10.1093/clinchem/34.11.2264. [PMID: 3141084] - T Niwa, N Takeda, K Maeda, M Shibata, A Tatematsu. Accumulation of furancarboxylic acids in uremic serum as inhibitors of drug binding.
Clinica chimica acta; international journal of clinical chemistry.
1988 Apr; 173(2):127-38. doi:
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Nephron.
1988; 48(4):310-4. doi:
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Nephron.
1988; 48(4):328-9. doi:
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Nephron.
1988; 49(4):281-3. doi:
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Therapeutic drug monitoring.
1988; 10(3):261-4. doi:
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Nephron.
1988; 49(4):277-80. doi:
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Rinsho byori. The Japanese journal of clinical pathology.
1987 Sep; 35(9):975-80. doi:
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Clinica chimica acta; international journal of clinical chemistry.
1987 Jul; 167(1):89-96. doi:
10.1016/0009-8981(87)90089-1. [PMID: 3665090] - H M Liebich, T Risler, U Fischer, K Rapp, B Tetschner, M Eggstein. Gas chromatographic determination of hippuric acid and a furancarboxylic acid in plasma of patients with kidney diseases.
Journal of chromatography.
1987 Jul; 399(?):291-4. doi:
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Clinical chemistry.
1987 May; 33(5):682-5. doi:
10.1093/clinchem/33.5.682. [PMID: 3568353] - H Mabuchi, H Nakahashi. Determination of 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid, a major endogenous ligand substance in uremic serum, by high-performance liquid chromatography with ultraviolet detection.
Journal of chromatography.
1987 Mar; 415(1):110-7. doi:
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Nephron.
1986; 44(4):277-81. doi:
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