1.0 2011-09-21 00:31:54 UTC 2015-07-21 06:57:46 UTC FDB023580 Simvastatin Simvastatin is a hypolipidemic drug belonging to the class of pharmaceuticals called 'statins'. It is used to control hypercholesterolemia (elevated cholesterol levels) and to prevent cardiovascular disease. Simvastatin is a synthetic derivate of a fermentation product of Aspergillus terreus; Simvastatin is a powerful lipid-lowering drug that can decrease low density lipoprotein (LDL) levels by up to 50 percent. It is used in doses of 5 mg up to 80 mg. Higher doses (160 mg) have been found to be too toxic, while giving only minimal benefit in terms of lipid lowering. There is no real effect on HDL and triglyceride levels.; Simvastatin (INN) is a hypolipidemic drug belonging to the class of pharmaceuticals called 'statins'. It is used to control hypercholesterolemia (elevated cholesterol levels) and to prevent cardiovascular disease. Simvastatin is a synthetic derivate of a fermentation product of Aspergillus terreus; The drug is the form of an inactive lactone that is hydrolized after ingestion to produce the active agent. It is a white, nonhygroscopic, crystalline powder that is practically insoluble in water, and freely soluble in chloroform, methanol and ethanol; Ezetimibe/simvastatin is a combination product to lower lipids and marketed as Vytorin. [HMDB] (+)-Simvastatin 2,2-Dimethylbutyrate, 8-ester with (4R,6R)-6-(2-((1S,2S,6R,8S,8ar)-1,2,6,7,8,8a-hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl)ethyl)tetrahydro-4-hydroxy-2H-pyran-2-one 2,2-Dimethylbutyric acid, 8-ester with (4R,6R)-6-(2-((1S,2S,6R,8S,8ar)-1,2,6,7,8,8a-hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl)ethyl)tetrahydro-4-hydroxy-2H-pyran-2-one Cholestat Denan Eucor Kolestevan Lipex Lipinorm Liponorm Lipovas Lodales MK-733 Modutrol Nor-Vastina Pepstatin Rechol Simcor Simovil Simvastatin Simvastatin lactone Simvastatina Simvastatine Simvastatinum Simvotin Sinvacor Sinvascor Sivastin Statin Synvinolin Valemia Velostatin Zocor Zocord C25H38O5 418.5662 418.271924326 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate simvastatin 79902-63-9 CCC(C)(C)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12 InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3 RYMZZMVNJRMUDD-UHFFFAOYSA-N belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Delta valerolactones Organic compounds Organoheterocyclic compounds Lactones Delta valerolactones Aliphatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Delta valerolactone Delta_valerolactone Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Oxane Secondary alcohol a small molecule Solid logp 4.51 ALOGPS logs -4.53 ALOGPS solubility 1.22e-02 g/l ALOGPS logp 4.46 ChemAxon pka_strongest_acidic 14.91 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate ChemAxon average_mass 418.5662 ChemAxon mono_mass 418.271924326 ChemAxon smiles CCC(C)(C)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12 ChemAxon formula C25H38O5 ChemAxon inchi InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3 ChemAxon inchikey RYMZZMVNJRMUDD-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 117.68 ChemAxon polarizability 48.05 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 114494 Specdb::CMs 128573 Specdb::CMs 973720 Specdb::CMs 973721 HMDB05007 9150 #<Reference:0x000055ce32cc19a0> #<Reference:0x000055ce32cc17e8> #<Reference:0x000055ce32cc1608> #<Reference:0x000055ce32cc1428> #<Reference:0x000055ce32cc1220> #<Reference:0x000055ce32cc1018> #<Reference:0x000055ce32cc0d70> #<Reference:0x000055ce32cc0b18> 3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMGCR Angiotensinogen P01019 AGT Bone morphogenetic protein 2 P12643 BMP2 C-C motif chemokine 2 P13500 CCL2 Collagen alpha-1(XIII) chain Q5TAT6 COL13A1 Integrin beta-2 P05107 ITGB2 Intercellular adhesion molecule 1 P05362 ICAM1 Interferon gamma P01579 IFNG Interleukin-6 P05231 IL6 Interleukin-8 P10145 IL8 Lymphotoxin-beta Q06643 LTB Peroxisome proliferator-activated receptor alpha Q07869 PPARA Plasminogen activator inhibitor 1 P05121 SERPINE1 Tumor necrosis factor P01375 TNF Tumor necrosis factor receptor superfamily member 5 P25942 CD40 Vascular endothelial growth factor A P15692 VEGFA