About: Mevastatin

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An Entity of Type : http://linked.opendata.cz/ontology/drugbank/Drug, within Data Space : linked.opendata.cz associated with source document(s)

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rdf:type	http://linked.opendata.cz/ontology/drugbank/Drug
http://linked.open...gbank/description	Mevastatin or compactin is a cholesterol-lowering agent isolated from <i>Penicillium citinium</i>. It was the first discovered agent belonging to the class of cholesterol-lowering medications known as statins. During a search for antibiotic compounds produced by fungi in 1971, Akira Endo at Sankyo Co. (Japan) discovered a class of compounds that appeared to lower plasma cholesterol levels. Two years later, the research group isolated a compound structurally similar to hydroxymethylglutarate (HMG) that inhibited the incorporation of acetate. The compound was proposed to bind to the reductase enzyme and was named compactin. Mevastatin is a competitive inhibitor of HMG-Coenzyme A (HMG-CoA) reductase with a binding affinity 10,000 times greater than the HMG-CoA substrate itself. Mevastatin is a pro-drug that is activated by <i>in vivo</i> hydrolysis of the lactone ring. It has served as one of the lead compounds for the development of the synthetic compounds used today. (en)
http://linked.open...generalReferences	"Chemspider":http://www.chemspider.com/Chemical-Structure.58262.html "Pubchem":http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=49896293&viewopt=PubChem (en)
http://linked.open...gy/drugbank/group	experimental (en)
http://linked.open...ugbank/indication	Not used therapeutically due to its many side effects. (en)
sameAs	Mevastatin
Title	Mevastatin (en)
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http://linked.open...mechanismOfAction	Mevastatin is structurally similar to the HMG, a substituent of the endogenous substrate of HMG-CoA reductase. Mevastatin is a prodrug that is activated <i>in vivo</i> via hydrolysis of the lactone ring. The hydrolyzed lactone ring mimics the tetrahedral intermediate produced by the reductase allowing the agent to bind with 10,000 times greater affinity than its natural substrate. The bicyclic portion of mevastatin binds to the coenzyme A portion of the active site. (en)
http://linked.open.../drugbank/synonym	Compactin (en)
http://linked.open...drugbank/toxicity	Side effects include those of other statins, such as myalgias, abdominal pain, nausea. It also has a higher chance of giving more severe side effects related to myotoxicity (myopathy, myositis, rhabdomyolysis), and hepatotoxicity, than other statins. Due to these major side effects and their enhanced rate of occurance, Mevastatin is not given therapeutically. (en)
http://linked.open.../drug/hasAHFSCode	http://linked.opendata.cz/resource/AHFS/24-06-08
http://linked.open...k/foodInteraction	avoid alcohol (en) Grape fruit juice increases blood levels of the drug (en)
http://linked.open...ynthesisReference	Scott Primrose, David King, Ed Yaworski, Jayaramaiyer Radhakrishnan, David He, Xinfa Xiao, "Fermentation process for preparation of compactin." U.S. Patent US5691173, issued September, 1977. (en)
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http://linked.open.../affectedOrganism	Humans and other mammals (en)
http://linked.open...casRegistryNumber	73573-88-3 (en)
http://linked.open...drugbank/category	(en)
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