Imirestat (BioDeep_00000179986)
human metabolite blood metabolite
代谢物信息卡片
Spiro(2,7-difluoro-9H-fluoren-9,4-imidazolidine)-2,5-dione
化学式: C15H8F2N2O2 (286.0554)
中文名称: 咪瑞司他
谱图信息:
最多检出来源 Rattus norvegicus(blood) 2.14%
分子结构信息
SMILES: C1=CC2=C(C=C1F)C3(C4=C2C=CC(=C4)F)C(=O)NC(=O)N3
InChI: InChI=1S/C15H8F2N2O2/c16-7-1-3-9-10-4-2-8(17)6-12(10)15(11(9)5-7)13(20)18-14(21)19-15/h1-6H,(H2,18,19,20,21)
描述信息
C471 - Enzyme Inhibitor > C72880 - Aldose Reductase Inhibitor
同义名列表
数据库引用编号
5 个数据库交叉引用编号
- PubChem: 65673
- HMDB: HMDB0253435
- ChEMBL: CHEMBL269455
- chemspider: 59103
- CAS: 89391-50-4
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Peng Zhang, Zifeng Zhang, Peter F Kador. Polyol effects on growth factors and MAPK signaling in rat retinal capillary cells.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics.
2014 Feb; 30(1):4-11. doi:
10.1089/jop.2013.0170. [PMID: 24256145] - Emanuela Salvatorelli, Pierantonio Menna, Luca Gianni, Giorgio Minotti. Defective taxane stimulation of epirubicinol formation in the human heart: insight into the cardiac tolerability of epirubicin-taxane chemotherapies.
The Journal of pharmacology and experimental therapeutics.
2007 Feb; 320(2):790-800. doi:
10.1124/jpet.106.116160. [PMID: 17135345] - Emanuela Salvatorelli, Pierantonio Menna, Sabrina Cascegna, Giovanni Liberi, Antonio M Calafiore, Luca Gianni, Giorgio Minotti. Paclitaxel and docetaxel stimulation of doxorubicinol formation in the human heart: implications for cardiotoxicity of doxorubicin-taxane chemotherapies.
The Journal of pharmacology and experimental therapeutics.
2006 Jul; 318(1):424-33. doi:
10.1124/jpet.106.103846. [PMID: 16614166] - Oleg A Barski, Victor Z Papusha, Margarita M Ivanova, Dorene M Rudman, Milton J Finegold. Developmental expression and function of aldehyde reductase in proximal tubules of the kidney.
American journal of physiology. Renal physiology.
2005 Jul; 289(1):F200-7. doi:
10.1152/ajprenal.00411.2004. [PMID: 15769935] - D E Mager, W J Jusko. General pharmacokinetic model for drugs exhibiting target-mediated drug disposition.
Journal of pharmacokinetics and pharmacodynamics.
2001 Dec; 28(6):507-32. doi:
10.1023/a:1014414520282. [PMID: 11999290] - M Murata, N Ohta, S Sakurai, S Alam, J Tsai, P F Kador, S Sato. The role of aldose reductase in sugar cataract formation: aldose reductase plays a key role in lens epithelial cell death (apoptosis).
Chemico-biological interactions.
2001 Jan; 130-132(1-3):617-25. doi:
10.1016/s0009-2797(00)00289-1. [PMID: 11306080] - T Thomas, F Rauscher, R Sanders, J Veltman, J B Watkins. Effects of aldose reductase inhibitors on antioxidant defense in rat and rabbit liver.
Toxicological sciences : an official journal of the Society of Toxicology.
2000 Jan; 53(1):145-9. doi:
10.1093/toxsci/53.1.145. [PMID: 10653532] - M Kawamura, G Eisenhofer, I J Kopin, P F Kador, Y S Lee, J Y Tsai, S Fujisawa, M J Lizak, A Sinz, S Sato. Aldose reductase, a key enzyme in the oxidative deamination of norepinephrine in rats.
Biochemical pharmacology.
1999 Aug; 58(3):517-24. doi:
10.1016/s0006-2952(99)00121-5. [PMID: 10424772] - M J Lizak, E F Secchi, J W Lee, S Sato, E Kubo, Y Akagi, P F Kador. 3-FG as substrate for investigating flux through the polyol pathway in dog lens by 19F-NMR spectroscopy.
Investigative ophthalmology & visual science.
1998 Dec; 39(13):2688-95. doi:
NULL. [PMID: 9856779] - R J Keogh, M E Dunlop, R G Larkins. Effect of inhibition of aldose reductase on glucose flux, diacylglycerol formation, protein kinase C, and phospholipase A2 activation.
Metabolism: clinical and experimental.
1997 Jan; 46(1):41-7. doi:
10.1016/s0026-0495(97)90165-7. [PMID: 9005967] - P Ou, J Nourooz-Zadeh, H J Tritschler, S Wolff. Activation of aldose reductase in rat lens and metal-ion chelation by aldose reductase inhibitors and lipoic acid.
Free radical research.
1996 Oct; 25(4):337-46. doi:
10.3109/10715769609149056. [PMID: 8889497] - S G Sastry, R A Sanders, J C Veltman, J B Watkins. Minimal effects of two aldose reductase inhibitors, AL-1576 and AL-4114, after subacute topical-ocular dosing on xenobiotic biotransformation in rabbits.
Drug metabolism and disposition: the biological fate of chemicals.
1995 Oct; 23(10):1094-8. doi:
NULL. [PMID: 8654197] - S Sato, P F Kador. Human kidney aldose and aldehyde reductases.
Journal of diabetes and its complications.
1993 Jul; 7(3):179-87. doi:
10.1016/1056-8727(93)90043-x. [PMID: 8343612] - S Sato. Rat kidney aldose reductase and aldehyde reductase and polyol production in rat kidney.
The American journal of physiology.
1992 Nov; 263(5 Pt 2):F799-805. doi:
10.1152/ajprenal.1992.263.5.f799. [PMID: 1443170] - V R Hoyle, P J Gilbert, J A Troke, C W Vose, J K Nicholson. Studies on the biochemical effects of the aldose reductase inhibitor 2,7-difluorospirofluorene-9,5'-imidazolidine-2',4'-dione (Al 1576, HOE 843). Detection of D-glucaric and D-glucuronic acid excretion by high resolution 1H and 13C NMR spectroscopy.
Biochemical pharmacology.
1992 Jul; 44(2):231-41. doi:
10.1016/0006-2952(92)90005-4. [PMID: 1642638] - P J Gilbert, T E Hartley, J A Troke, R G Turcan, C W Vose, K V Watson. Application of 19F-n.m.r. spectroscopy to the identification of dog urinary metabolites of imirestat, a spirohydantoin aldose reductase inhibitor.
Xenobiotica; the fate of foreign compounds in biological systems.
1992 Jul; 22(7):775-87. doi:
10.3109/00498259209053140. [PMID: 1455900] - Y H Park, R Barker, B Griffin, D Barratt, M DuPriest, K Brazzell, B York, P Mayer. Pharmacokinetics and efficacy of structurally related spirohydantoin and spirosuccinimide aldose reductase inhibitors.
Xenobiotica; the fate of foreign compounds in biological systems.
1992 May; 22(5):543-50. doi:
10.3109/00498259209053117. [PMID: 1413869] - J Y Chien, C R Banfield, R K Brazzell, P R Mayer, J T Slattery. Saturable tissue binding and imirestat pharmacokinetics in rats.
Pharmaceutical research.
1992 Apr; 9(4):469-73. doi:
10.1023/a:1015880011131. [PMID: 1495891] - Y H Park, J E Hudson, R C Barker, B M York, R K Brazzell. Metabolism of the aldose reductase inhibitor ALO1567 in man.
British journal of clinical pharmacology.
1991 Aug; 32(2):221-7. doi:
10.1111/j.1365-2125.1991.tb03885.x. [PMID: 1931471] - B A McCue, Y H Park, R K Brazzell, J J Boltralik. Capillary gas chromatographic-electron-capture assay for the aldose reductase inhibitor imirestat in lens and plasma.
Journal of chromatography.
1991 Apr; 565(1-2):255-64. doi:
10.1016/0378-4347(91)80388-s. [PMID: 1908477] - R K Brazzell, P R Mayer, R Dobbs, P J McNamara, R L Teng, J T Slattery. Dose-dependent pharmacokinetics of the aldose reductase inhibitor imirestat in man.
Pharmaceutical research.
1991 Jan; 8(1):112-8. doi:
10.1023/a:1015850911382. [PMID: 1901647] - S Sato, P F Kador. Inhibition of aldehyde reductase by aldose reductase inhibitors.
Biochemical pharmacology.
1990 Sep; 40(5):1033-42. doi:
10.1016/0006-2952(90)90490-c. [PMID: 2117925] - R K Brazzell, Y H Park, C B Wooldridge, B McCue, R Barker, R Couch, B York. Interspecies comparison of the pharmacokinetics of aldose reductase inhibitors.
Drug metabolism and disposition: the biological fate of chemicals.
1990 Jul; 18(4):435-40. doi:
NULL. [PMID: 1976064] - R K Brazzell, C B Wooldridge, R B Hackett, B A McCue. Pharmacokinetics of the aldose reductase inhibitor imirestat following topical ocular administration.
Pharmaceutical research.
1990 Feb; 7(2):192-8. doi:
10.1023/a:1015893122054. [PMID: 2106677] - R G Tilton, K Chang, G Pugliese, D M Eades, M A Province, W R Sherman, C Kilo, J R Williamson. Prevention of hemodynamic and vascular albumin filtration changes in diabetic rats by aldose reductase inhibitors.
Diabetes.
1989 Oct; 38(10):1258-70. doi:
10.2337/diab.38.10.1258. [PMID: 2507378] - T C Pinkerton, T D Miller, L J Janis. Effect of protein binding on the high-performance liquid chromatography of phenytoin and imirestat in human serum by direct injection onto internal surface reversed-phase columns.
Analytical chemistry.
1989 May; 61(10):1171-4. doi:
10.1021/ac00185a025. [PMID: 2751110] - M F Lou, J E Dickerson, M L Chandler, R K Brazzell, B M York. The prevention of biochemical changes in lens, retina, and nerve of galactosemic dogs by the aldose reductase inhibitor AL01576.
Journal of ocular pharmacology.
1989; 5(3):233-40. doi:
10.1089/jop.1989.5.233. [PMID: 2516529] - O Hockwin, P Müller, J Krolczyk, B A McCue, P R Mayer. Determination of AL01576 concentration in rat lenses and plasma by bioassay for aldose reductase activity measurements.
Ophthalmic research.
1989; 21(4):285-91. doi:
10.1159/000266871. [PMID: 2511536] - M Averbuch, M Weintraub, J C Liao, R K Brazzell, R E Dobbs. Red blood cell sorbitol lowering effects and tolerance of single doses of AL 1576 (HOE 843) in diabetic patients.
Journal of clinical pharmacology.
1988 Aug; 28(8):757-61. doi:
10.1002/j.1552-4604.1988.tb03211.x. [PMID: 3145943] - P J McNamara, R A Blouin, R K Brazzell. The protein binding of phenytoin, propranolol, diazepam, and AL01576 (an aldose reductase inhibitor) in human and rat diabetic serum.
Pharmaceutical research.
1988 May; 5(5):261-5. doi:
10.1023/a:1015966402084. [PMID: 3149736] - P J McNamara, R A Blouin, R K Brazzell. Serum protein binding of AL01576, a new aldose reductase inhibitor.
Pharmaceutical research.
1988 May; 5(5):319-21. doi:
10.1023/a:1015939023465. [PMID: 3149737] - Y H Park, C B Wooldridge, J Mattern, M L Stoltz, R K Brazzell. Disposition of the aldose reductase inhibitor AL01576 in rats.
Journal of pharmaceutical sciences.
1988 Feb; 77(2):110-5. doi:
10.1002/jps.2600770204. [PMID: 3129545] - M H Garner, A Spector. Direct stimulation of Na+-K+-ATPase and its glucosylated derivative by aldose reductase inhibitor.
Diabetes.
1987 Jun; 36(6):716-20. doi:
10.2337/diab.36.6.716. [PMID: 3032716]
