1.0 2016-09-30 23:14:33 UTC 2020-05-11 20:52:02 UTC BMDB0005007 BMDB05007 Simvastatin 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 MK-733 Simvastatina Simvastatine Simvastatinum Zocor 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 (+)-Simvastatin Cholestat Denan Eucor Kolestevan Lipex Lipinorm Liponorm Lipovas Lodales Modutrol Nor-vastina Pepstatin Rechol Simcor Simovil Simvastatin lactone Simvotin Sinvacor Sinvascor Sivastin Statin Synvinolin Valemia Velostatin Zocord C25H38O5 418.5662 418.271924326 (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-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 [H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)C(C)(C)CC 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/t15-,16-,18+,19+,20-,21-,23-/m0/s1 RYMZZMVNJRMUDD-HGQWONQESA-N belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Organic compounds Organoheterocyclic compounds Lactones Delta valerolactones Delta valerolactones 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 Aliphatic heteropolycyclic compounds carbobicyclic compound delta-lactone fatty acid ester statin (semi-synthetic) Solid logp 4.51 ALOGPS logs -4.53 ALOGPS logp 4.46 ChemAxon pka_strongest_acidic 14.91 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-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 [H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)C(C)(C)CC 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/t15-,16-,18+,19+,20-,21-,23-/m0/s1 ChemAxon inchikey RYMZZMVNJRMUDD-HGQWONQESA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 117.68 ChemAxon polarizability 47.85 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 23061 Specdb::CMs 38834 Specdb::CMs 145946 Specdb::EiMs 76 Specdb::MsMs 51813 Specdb::MsMs 51814 Specdb::MsMs 51815 Specdb::MsMs 167799 Specdb::MsMs 167800 Specdb::MsMs 167801 Specdb::MsMs 374558 Specdb::MsMs 374559 Specdb::MsMs 440941 Specdb::MsMs 440942 Specdb::MsMs 440943 Specdb::MsMs 440944 Specdb::MsMs 440945 Specdb::MsMs 443827 Specdb::MsMs 443828 Specdb::MsMs 443829 Specdb::MsMs 443830 Specdb::MsMs 443831 Specdb::MsMs 443832 Specdb::MsMs 2226524 Specdb::MsMs 2228172 Specdb::MsMs 2238181 Specdb::MsMs 2244467 Specdb::MsMs 2245659 Specdb::MsMs 2246597 Skeletal Muscle Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 DB00641 FDB023580 54454 49179 9150 Simvastatin 2443 Willard, Alvin K.; Smith, Robert L.; Hoffman, William F. 6(R)-[2-(8-acyloxy-2-methyl-6-methyl (or hydrogen)-polyhydro-1-naphthyl)ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones, the hydroxy acid forms of these pyranones, salts and esters thereof, and a pharmaceutical antihypercholesterolemic composition containing them. Eur. Pat. Appl. (1981), 54 pp. CODEN: EPXXDW EP 33538 19810812 CAN 95:219968 AN 1981:619968