Cerivastatin (BioDeep_00000003110)

   


代谢物信息卡片


(E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid

化学式: C26H34FNO5 (459.24208860000005)
中文名称: 西立伐他汀内酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)C1=C(C(=C(C(=N1)C(C)C)COC)C2=CC=C(C=C2)F)C=CC(CC(CC(=O)O)O)O
InChI: InChI=1S/C26H34FNO5/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4/h6-11,15-16,19-20,29-30H,12-14H2,1-5H3,(H,31,32)

描述信息

C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents
D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors
C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent
C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor
D009676 - Noxae > D000963 - Antimetabolites

同义名列表

3 个代谢物同义名

7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid; Cerivastatin; (E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid



数据库引用编号

21 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)

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

  • Sarah A Long, Shan Huang, Anusha Kambala, Ling Ren, Jennifer Wilson, Michael Goetz, Xiaojiang Hao, Xiaosheng Yang, Ekaterina I Goncharova, Libin Jia, Amy LeBlanc, Chand Khanna, Curtis J Henrich, John A Beutler. Identification of potential modulators of osteosarcoma metastasis by high-throughput cellular screening of natural products. Chemical biology & drug design. 2021 01; 97(1):77-86. doi: 10.1111/cbdd.13762. [PMID: 32666679]
  • Stephen P Adams, Nicholas Tiellet, Nima Alaeiilkhchi, James M Wright. Cerivastatin for lowering lipids. The Cochrane database of systematic reviews. 2020 01; 1(?):CD012501. doi: 10.1002/14651858.cd012501.pub2. [PMID: 31981471]
  • Yan Wang, Jun Zhang, Yanrong Ma, Xiangxin Song, Suli Li, Xianqin Zhan, Lan Wu. Different lipid profiles, insulin sensitivity, and insulin resistance among Han, Uygur, and Kazak men with normal glucose tolerance in Xinjiang, China. Lipids in health and disease. 2018 Sep; 17(1):209. doi: 10.1186/s12944-018-0863-9. [PMID: 30193578]
  • Hisakuni Obayashi, Naoko Kobayashi, Yoshikazu Nezu, Takashi Yamoto, Mitsuyuki Shirai, Fumitoshi Asai. Plasma 2-hydroxyglutarate, a promising prognostic biomarker candidate for skeletal muscle injury in Fischer 344 rats. The Journal of toxicological sciences. 2018; 43(10):601-610. doi: 10.2131/jts.43.601. [PMID: 30298848]
  • Hisakuni Obayashi, Naoko Kobayashi, Yoshikazu Nezu, Takashi Yamoto, Mitsuyuki Shirai, Fumitoshi Asai. Plasma 2-hydroxyglutarate and hexanoylcarnitine levels are potential biomarkers for skeletal muscle toxicity in male Fischer 344 rats. The Journal of toxicological sciences. 2017; 42(4):385-396. doi: 10.2131/jts.42.385. [PMID: 28717097]
  • André Mateus, Pär Matsson, Per Artursson. A high-throughput cell-based method to predict the unbound drug fraction in the brain. Journal of medicinal chemistry. 2014 Apr; 57(7):3005-10. doi: 10.1021/jm401963n. [PMID: 24601604]
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  • Cho-Ming Loi, Dennis A Smith, Deepak Dalvie. Which metabolites circulate?. Drug metabolism and disposition: the biological fate of chemicals. 2013 May; 41(5):933-51. doi: 10.1124/dmd.112.050278. [PMID: 23454828]
  • Mark J Cziraky, Vincent J Willey, James M McKenney, Siddhesh A Kamat, Maxine D Fisher, John R Guyton, Terry A Jacobson, Michael H Davidson. Risk of hospitalized rhabdomyolysis associated with lipid-lowering drugs in a real-world clinical setting. Journal of clinical lipidology. 2013 Mar; 7(2):102-8. doi: 10.1016/j.jacl.2012.06.006. [PMID: 23415428]
  • Alejandro Álvarez-Prats, Octavio Hernández-Perera, Pilar Díaz-Herrera, Álvaro C Ucero, Aránzazu Anabitarte-Prieto, Antonio Losada-Cabrera, Alberto Ortiz, José C Rodríguez-Pérez. Combination therapy with an angiotensin II receptor blocker and an HMG-CoA reductase inhibitor in experimental subtotal nephrectomy. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2012 Jul; 27(7):2720-33. doi: 10.1093/ndt/gfr671. [PMID: 22302208]
  • Masaki Kobayashi, Kazuhiro Hidaka, Ikumi Chisaki, Natsuko Takahashi, Jiro Ogura, Shirou Itagaki, Takeshi Hirano, Hiroaki Yamaguchi, Ken Iseki. [Effects of acidification and alkalinization agents on statins-induced muscle toxicity]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2012; 132(5):609-15. doi: 10.1248/yakushi.132.609. [PMID: 22687697]
  • Hisakuni Obayashi, Yoshikazu Nezu, Hatsue Yokota, Naoki Kiyosawa, Kazuhiko Mori, Naoyuki Maeda, Yoshiro Tani, Sunao Manabe, Atsushi Sanbuissho. Cerivastatin induces type-I fiber-, not type-II fiber-, predominant muscular toxicity in the young male F344 rats. The Journal of toxicological sciences. 2011 Aug; 36(4):445-52. doi: 10.2131/jts.36.445. [PMID: 21804308]
  • Nelly Aranibar, Jeffrey D Vassallo, John Rathmacher, Steve Stryker, Yingru Zhang, Jun Dai, Evan B Janovitz, Don Robertson, Michael Reily, Linda Lowe-Krentz, Lois Lehman-McKeeman. Identification of 1- and 3-methylhistidine as biomarkers of skeletal muscle toxicity by nuclear magnetic resonance-based metabolic profiling. Analytical biochemistry. 2011 Mar; 410(1):84-91. doi: 10.1016/j.ab.2010.11.023. [PMID: 21094120]
  • Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance. Journal of medicinal chemistry. 2009 Aug; 52(15):4844-52. doi: 10.1021/jm900403j. [PMID: 19445515]
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  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • Juyong Wang, Zhenye Xu, Isao Kitajima, Zhongqi Wang. Effects of different statins on endothelial nitric oxide synthase and AKT phosphorylation in endothelial cells. International journal of cardiology. 2008 Jun; 127(1):33-9. doi: 10.1016/j.ijcard.2007.10.034. [PMID: 18201784]
  • Saleem Ahmad, Cort S Madsen, Philip D Stein, Evan Janovitz, Christine Huang, Khehyong Ngu, Sharon Bisaha, Lawrence J Kennedy, Bang-Chi Chen, Rulin Zhao, Doree Sitkoff, Hossain Monshizadegan, Xiaohong Yin, Carol S Ryan, Rongan Zhang, Mary Giancarli, Eileen Bird, Ming Chang, Xing Chen, Robert Setters, Debra Search, Shaobin Zhuang, Van Nguyen-Tran, Carolyn A Cuff, Thomas Harrity, Celia J Darienzo, Tong Li, Richard A Reeves, Michael A Blanar, Joel C Barrish, Robert Zahler, Jeffrey A Robl. (3R,5S,E)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(methyl(1-methyl-1h-1,2,4-triazol-5-yl)amino)pyrimidin-5-yl)-3,5-dihydroxyhept-6-enoic acid (BMS-644950): a rationally designed orally efficacious 3-hydroxy-3-methylglutaryl coenzyme-a reductase inhibitor with reduced myotoxicity potential. Journal of medicinal chemistry. 2008 May; 51(9):2722-33. doi: 10.1021/jm800001n. [PMID: 18412317]
  • Chelsie Estey, Xi Chen, Thomas W Moon. 3-Hydroxy-3-methylglutaryl coenzyme A reductase in rainbow trout: effects of fasting and statin drugs on activities and mRNA transcripts. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2008 Apr; 147(3):386-98. doi: 10.1016/j.cbpc.2008.01.008. [PMID: 18280795]
  • Mohammad Z Chaudhry, Jiang Huai Wang, Siobhan Blankson, H Paul Redmond. Statin (cerivastatin) protects mice against sepsis-related death via reduced proinflammatory cytokines and enhanced bacterial clearance. Surgical infections. 2008 Apr; 9(2):183-94. doi: 10.1089/sur.2006.077. [PMID: 18426351]
  • Louise A Donnelly, Colin N A Palmer, Adrian L Whitley, Chim Choy Lang, Alex S F Doney, Andrew D Morris, Peter T Donnan. Apolipoprotein E genotypes are associated with lipid-lowering responses to statin treatment in diabetes: a Go-DARTS study. Pharmacogenetics and genomics. 2008 Apr; 18(4):279-87. doi: 10.1097/fpc.0b013e3282f60aad. [PMID: 18334912]
  • Tomoyuki Nishimoto, Eiichiro Ishikawa, Hisashi Anayama, Hitomi Hamajyo, Hirofumi Nagai, Masao Hirakata, Ryuichi Tozawa. Protective effects of a squalene synthase inhibitor, lapaquistat acetate (TAK-475), on statin-induced myotoxicity in guinea pigs. Toxicology and applied pharmacology. 2007 Aug; 223(1):39-45. doi: 10.1016/j.taap.2007.05.005. [PMID: 17599378]
  • H Scharnagl, T Stojakovic, K Winkler, S Rosinger, W März, B O Boehm. The HMG-CoA reductase inhibitor cerivastatin lowers advanced glycation end products in patients with type 2 diabetes. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association. 2007 Jun; 115(6):372-5. doi: 10.1055/s-2007-973830. [PMID: 17701882]
  • F E Cohen-Boulakia, K Tarhzaoui, P E Valensi, R A Lestrade, J P Albertini, A Behar. Effect of cerivastatin on peripheral capillary permeability to albumin and peripheral nerve function in diabetic rats. Diabetes & metabolism. 2007 Jun; 33(3):189-96. doi: 10.1016/j.diabet.2006.11.012. [PMID: 17379559]
  • Gerd Schmitz, Anna Schmitz-Madry, Peter Ugocsai. Pharmacogenetics and pharmacogenomics of cholesterol-lowering therapy. Current opinion in lipidology. 2007 Apr; 18(2):164-73. doi: 10.1097/mol.0b013e3280555083. [PMID: 17353665]
  • Marie-Louise Koepke, Manfred Weber, Eckhard Schulze-Lohoff, Bogdan Beirowski, Stephan Segerer, Oliver Gross. Nephroprotective effect of the HMG-CoA-reductase inhibitor cerivastatin in a mouse model of progressive renal fibrosis in Alport syndrome. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2007 Apr; 22(4):1062-9. doi: 10.1093/ndt/gfl810. [PMID: 17287218]
  • Faikah Gueler, Joon-Keun Park, Song Rong, Torsten Kirsch, Carsten Lindschau, Wen Zheng, Marlies Elger, Anette Fiebeler, Danilo Fliser, Friedrich C Luft, Hermann Haller. Statins attenuate ischemia-reperfusion injury by inducing heme oxygenase-1 in infiltrating macrophages. The American journal of pathology. 2007 Apr; 170(4):1192-9. doi: 10.2353/ajpath.2007.060782. [PMID: 17392159]
  • Barbara J Meyer, Tone Hammervold, Arild Chr Rustan, Peter R C Howe. Dose-dependent effects of docosahexaenoic acid supplementation on blood lipids in statin-treated hyperlipidaemic subjects. Lipids. 2007 Mar; 42(2):109-15. doi: 10.1007/s11745-006-3014-4. [PMID: 17393216]
  • Atsushi Takagi, Yukio Tsurumi, Naoko Ishizuka, Hisako Omori, Kotaro Arai, Nobuhisa Hagiwara, Hiroshi Kasanuki. Single administration of cerivastatin, an HMG-CoA reductase inhibitor, improves the coronary flow velocity reserve: a transthoracic Doppler echocardiography study. Heart and vessels. 2006 Sep; 21(5):298-301. doi: 10.1007/s00380-006-0905-5. [PMID: 17151817]
  • Masaki Kobayashi, Yukio Otsuka, Shirou Itagaki, Takeshi Hirano, Ken Iseki. Inhibitory effects of statins on human monocarboxylate transporter 4. International journal of pharmaceutics. 2006 Jul; 317(1):19-25. doi: 10.1016/j.ijpharm.2006.02.043. [PMID: 16621368]
  • Masato Eto, Lisa Rathgeb, Francesco Cosentino, Toshiyuki Kozai, Thomas F Lüscher. Statins blunt thrombin-induced down-regulation of endothelial nitric oxide synthase expression in human endothelial cells. Journal of cardiovascular pharmacology. 2006 May; 47(5):663-7. doi: 10.1097/01.fjc.0000211754.54691.f3. [PMID: 16775505]
  • Jennifer L Seachrist, Cho-Ming Loi, Mark G Evans, Kay A Criswell, Charles E Rothwell. Roles of exercise and pharmacokinetics in cerivastatin-induced skeletal muscle toxicity. Toxicological sciences : an official journal of the Society of Toxicology. 2005 Dec; 88(2):551-61. doi: 10.1093/toxsci/kfi305. [PMID: 16141437]
  • J A Paniagua, J López-Miranda, P Pérez-Martínez, C Marín, J M Vida, F Fuentes, R A Fernández de la Puebla, F Pérez-Jiménez. Oxidized-LDL levels are changed during short-term serum glucose variations and lowered with statin treatment in early Type 2 diabetes: a study of endothelial function and microalbuminuria. Diabetic medicine : a journal of the British Diabetic Association. 2005 Dec; 22(12):1647-56. doi: 10.1111/j.1464-5491.2005.01703.x. [PMID: 16401307]
  • Birgit Jaschke, Cornelia Michaelis, Stefan Milz, Michael Vogeser, Thomas Mund, Ludger Hengst, Adnan Kastrati, Albert Schömig, Rainer Wessely. Local statin therapy differentially interferes with smooth muscle and endothelial cell proliferation and reduces neointima on a drug-eluting stent platform. Cardiovascular research. 2005 Dec; 68(3):483-92. doi: 10.1016/j.cardiores.2005.06.029. [PMID: 16111664]
  • P G Fegan, A C Shore, D Mawson, J E Tooke, K M MacLeod. Microvascular endothelial function in subjects with Type 2 diabetes and the effect of lipid-lowering therapy. Diabetic medicine : a journal of the British Diabetic Association. 2005 Dec; 22(12):1670-6. doi: 10.1111/j.1464-5491.2005.01719.x. [PMID: 16401310]
  • J-M Corpataux, J Naik, K E Porter, N J M London. The effect of six different statins on the proliferation, migration, and invasion of human smooth muscle cells. The Journal of surgical research. 2005 Nov; 129(1):52-6. doi: 10.1016/j.jss.2005.05.016. [PMID: 16087194]
  • Soichiro Matsushima, Kazuya Maeda, Chihiro Kondo, Masaru Hirano, Makoto Sasaki, Hiroshi Suzuki, Yuichi Sugiyama. Identification of the hepatic efflux transporters of organic anions using double-transfected Madin-Darby canine kidney II cells expressing human organic anion-transporting polypeptide 1B1 (OATP1B1)/multidrug resistance-associated protein 2, OATP1B1/multidrug resistance 1, and OATP1B1/breast cancer resistance protein. The Journal of pharmacology and experimental therapeutics. 2005 Sep; 314(3):1059-67. doi: 10.1124/jpet.105.085589. [PMID: 15901800]
  • Sevim Gullu, Rifat Emral, Mehmet Bastemir, Arthur B Parkes, John H Lazarus. In vivo and in vitro effects of statins on lymphocytes in patients with Hashimoto's thyroiditis. European journal of endocrinology. 2005 Jul; 153(1):41-8. doi: 10.1530/eje.1.01941. [PMID: 15994744]
  • Yoshio Kameyama, Keiko Yamashita, Kaoru Kobayashi, Masakiyo Hosokawa, Kan Chiba. Functional characterization of SLCO1B1 (OATP-C) variants, SLCO1B1*5, SLCO1B1*15 and SLCO1B1*15+C1007G, by using transient expression systems of HeLa and HEK293 cells. Pharmacogenetics and genomics. 2005 Jul; 15(7):513-22. doi: 10.1097/01.fpc.0000170913.73780.5f. [PMID: 15970799]
  • Alawi A Alsheikh-Ali, Marietta S Ambrose, Jeffrey T Kuvin, Richard H Karas. The safety of rosuvastatin as used in common clinical practice: a postmarketing analysis. Circulation. 2005 Jun; 111(23):3051-7. doi: 10.1161/circulationaha.105.555482. [PMID: 15911706]
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  • H Ozaki, C T Ishikawa, T Ishii, A Toyoda, T Murano, Y Miyashita, K Shirai. Clearance rates of cerivastatin metabolites in a patient with cerivastatin-induced rhabdomyolysis. Journal of clinical pharmacy and therapeutics. 2005 Apr; 30(2):189-92. doi: 10.1111/j.1365-2710.2005.00633_1.x. [PMID: 15811174]
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  • Axel Kuettner, Anne Pieper, Jürgen Koch, Franz Enzmann, Stephen Schroeder. Influence of coenzyme Q(10) and cerivastatin on the flow-mediated vasodilation of the brachial artery: results of the ENDOTACT study. International journal of cardiology. 2005 Feb; 98(3):413-9. doi: 10.1016/j.ijcard.2004.01.004. [PMID: 15708173]
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  • Mitsuo Saito, Mutsuko Hirata-Koizumi, Shinji Miyake, Ryuichi Hasegawa. [Withdrawal of cerivastatin revealed a flaw of post-marketing surveillance system in the United States]. Kokuritsu Iyakuhin Shokuhin Eisei Kenkyujo hokoku = Bulletin of National Institute of Health Sciences. 2005; ?(123):41-5. doi: . [PMID: 16541751]
  • Yoshihisa Shitara, Masaru Hirano, Yasuhisa Adachi, Tomoo Itoh, Hitoshi Sato, Yuichi Sugiyama. In vitro and in vivo correlation of the inhibitory effect of cyclosporin A on the transporter-mediated hepatic uptake of cerivastatin in rats. Drug metabolism and disposition: the biological fate of chemicals. 2004 Dec; 32(12):1468-75. doi: 10.1124/dmd.32.12.. [PMID: 15550721]
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