Simvastatin
CAS Number: 79902-63-9
Molecular Mass: 418.6 g/mol
Formula: C25H38O5
Smiles: CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@H]21
Synonymes:
Simvastatin, simvastatin, 79902-63-9, Zocor, Synvinolin, MK-733, Sinvacor, Denan, Lipex, Simvastatine, Sivastin, Lodales, Cholestat, Simvastatina, Colemin, Medipo, Simovil, Labistatin, Simvastatinum, Velostatin, Nivelipol, Rechol, (1S,3R,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate, MK-0733, Simvastatinum [Latin], DTXSID0023581, AGG2FN16EV, MK733, 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, NSC-758706, C10AA01, (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate, CHEBI:9150, DTXCID103581, Butanoic acid, 2,2-dimethyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, NSC633782, [(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, Butanoic acid, 2,2-dimethyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-((2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, Simvastatinum (Latin), Butanoic acid, 2,2-dimethyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1S-(1alpha,3alpha,7beta,8beta(2S*,4S*),8abeta))-, Lacersa, Ranzolont, Simvador, Zocor heart-pro, ((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, 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, FLOLIPID, RefChem:6225, (1S-(1alpha,3alpha,7beta,8beta(2S*,4S*),8abeta))-1,2,3,7,8,8a-Hexahydro-3,7-dimethyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl 2,2-dimethylbutanoate, 616-751-8, Pantok, Zocord, Lipovas, Zorced, Simvastatin lactone, Simvastatin (Zocor), Simcard, Simvacor, Simvoget, Simlup, MFCD00072007, Statin, (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, Coledis, Corolin, Rendapid, Vasotenal, C25H38O5, A1BYZ, Simvastatine [French], Simvastatina [Spanish], [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-tetrahydropyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate, Zosta, Simvast CR, DRG-0320, SMR000718785, MK 0733, CCRIS 7558, Zocor (TN), HSDB 7208, Simvastatin & Primycin, SR-05000001894, UNII-AGG2FN16EV, L 644128-000U, BRN 4768037, Kolestevan, Lipinorm, Modutrol, Simvotin, Sinvascor, Valemia, Eucor, Synvinolin, , Velastatin, , Liponorm, , Sinvacor, , Sivastin, , Colemin, , Lodales, , Nor-Vastina, Simvastatin CRS, Medipo, , Pantok, , Denan, , Lipex, , Zocor, , simvastatin predrug, (+)-Simvastatin, NCGC00016940-01, inactive simvastatin, 8-[2-((2R,4R)-4-hydroxy-6-oxo(2H-3,4,5-trihydropyran-2-yl))ethyl](1S,7S,8S,3R, 8aR)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthyl 2,2-dimethylbutanoate, Simvastatin [USAN:USP:INN:BAN], TNP00259, Prestwick_171, CAS-79902-63-9, KS-1113, Simvastatin (Zocor)?, Simvastatin (Standard), Spectrum_001717, SpecPlus_000895, SIMVASTATIN [MI], Prestwick0_000865, Prestwick1_000865, Prestwick2_000865, Prestwick3_000865, Spectrum2_001671, Spectrum3_000669, Spectrum4_000632, Spectrum5_001428, SIMVASTATIN [INN], SIMVASTATIN [JAN], SIMVASTATIN [HSDB], SIMVASTATIN [USAN], SIMVASTATIN [VANDF], SCHEMBL2471, CHEMBL1064, SIMVASTATIN [MART.], BSPBio_000909, BSPBio_002337, KBioGR_001244, KBioSS_002197, SIMVASTATIN [USP-RS], SIMVASTATIN [WHO-DD], MLS001304029, MLS001333077, MLS001333078, MLS002154038, MLS006011866, BIDD:GT0769, DivK1c_006991, SPECTRUM1504236, SPBio_001881, SPBio_002830, BPBio1_001001, GTPL2955, orb1310385, orb3025100, Simvastatin (JP18/USP/INN), Simvastatin, analytical standard, Simvastatin - Bio-X trade mark, BCBcMAP01_000007, KBio1_001935, KBio2_002197, KBio2_004765, KBio2_007333, KBio3_001557, RYMZZMVNJRMUDD-HGQWONQESA-, SIMVASTATIN [ORANGE BOOK], GLXC-06021, HMS1570N11, HMS1922H13, HMS2089D12, HMS2093E06, HMS2097N11, HMS2231N22, HMS3259B12, HMS3412P08, HMS3676P08, HMS3714N11, HMS3884G10, Pharmakon1600-01504236, SIMVASTATIN [EP MONOGRAPH], SIMCOR COMPONENT SIMVASTATIN, SIMVASTATIN [USP MONOGRAPH], BUTANOIC ACID, 2,2-DIMETHYL-, 1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-(2-(TETRAHYDRO-4-HYDROXY-6-OXO-2H-PYRAN-2-YL)ETHYL)-1-NAPHTHALENYL ESTER, (1S-(1.ALPHA.,3.ALPHA.,7.BETA.,8.BETA.(2S*,4S*),8A.BETA.))-, MSK10236, VYTORIN COMPONENT SIMVASTATIN, Tox21_110696, Tox21_300400, BBL024390, BDBM50139181, CCG-39069, EBC-00672, HY-17502R, NSC758706, s1792, SBB080618, STK801938, AKOS005111006, AKOS015842733, Simvastatin, >=97% (HPLC), solid, Tox21_110696_1, AC-1530, DB00641, FS27832, NC00719, NSC 758706, NSC-633782, MRF-0000729, NCGC00017324-01, NCGC00017324-02, NCGC00017324-03, NCGC00017324-04, NCGC00017324-05, NCGC00017324-07, NCGC00017324-08, NCGC00017324-09, NCGC00254418-01, 2,2-Dimethylbutanoic acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, BS164407, HY-17502, ST057168, SY002874, SBI-0206773.P001, Simvastatin 100 microg/mL in Acetonitrile, NS00008782, S0509, EN300-52503, D00434, M03997, AB00053395-07, AB00053395-08, AB00053395-10, AB00053395_11, AB00053395_13, Q670131, SR-05000001894-1, SR-05000001894-2, BRD-K22134346-001-05-8, BRD-K22134346-001-11-6, BRD-K22134346-001-15-7, BRD-K22134346-001-21-5, BRD-K22134346-001-22-3, BRD-K22134346-001-24-9, Z754918914, Simvastatin, British Pharmacopoeia (BP) Reference Standard, Simvastatin, European Pharmacopoeia (EP) Reference Standard, Simvastatin, United States Pharmacopeia (USP) Reference Standard, Simvastatin, Pharmaceutical Secondary Standard, Certified Reference Material, Simvastatin for peak identification, European Pharmacopoeia (EP) Reference Standard, (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-Hydroxy-6-oxo-tetrahydro-2H-2-pyranyl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl 2,2-Dimethylbutanoate, (1S,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, InChI=1/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
Bioactivity: -
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1-Butanol | 279.1 | - | 83.67 | [34] |
| 1-Butanol | 282.2 | - | 88.56 | [34] |
| 1-Butanol | 285.3 | - | 92.28 | [34] |
| 1-Butanol | 288.5 | - | 98.8 | [34] |
| 1-Butanol | 291.3 | - | 104.2 | [34] |
| 1-Butanol | 296.1 | - | 112.5 | [34] |
| 1-Butanol | 301.0 | - | 123.6 | [34] |
| 1-Butanol | 305.8 | - | 134.3 | [34] |
| 1-Butanol | 310.7 | - | 153.4 | [34] |
| 1-Butanol | 315.5 | - | 175.9 | [34] |
| 1-Hexanol | 279.1 | - | 74.65 | [34] |
| 1-Hexanol | 282.2 | - | 77.6 | [34] |
| 1-Hexanol | 285.3 | - | 85.4 | [34] |
| 1-Hexanol | 288.5 | - | 91.37 | [34] |
| 1-Hexanol | 291.3 | - | 97.57 | [34] |
| 1-Hexanol | 296.1 | - | 109.2 | [34] |
| 1-Hexanol | 301.0 | - | 124.1 | [34] |
| 1-Hexanol | 305.8 | - | 134.9 | [34] |
| 1-Hexanol | 310.7 | - | 153.3 | [34] |
| 1-Hexanol | 315.5 | - | 172.4 | [34] |
| 1-Octanol | 279.1 | - | 57.08 | [34] |
| 1-Octanol | 282.2 | - | 59.75 | [34] |
| 1-Octanol | 285.3 | - | 61.74 | [34] |
| 1-Octanol | 288.5 | - | 63.69 | [34] |
| 1-Octanol | 291.3 | - | 68.36 | [34] |
| 1-Octanol | 296.1 | - | 74.57 | [34] |
| 1-Octanol | 301.0 | - | 81.26 | [34] |
| 1-Octanol | 305.8 | - | 88.52 | [34] |
| 1-Octanol | 310.7 | - | 97.66 | [34] |
| 1-Octanol | 315.5 | - | 105.2 | [34] |
| 1-Pentanol | 279.1 | - | 73.19 | [34] |
| 1-Pentanol | 282.2 | - | 79.0 | [34] |
| 1-Pentanol | 285.3 | - | 84.42 | [34] |
| 1-Pentanol | 288.5 | - | 90.6 | [34] |
| 1-Pentanol | 291.3 | - | 97.04 | [34] |
| 1-Pentanol | 296.1 | - | 108.2 | [34] |
| 1-Pentanol | 301.0 | - | 121.2 | [34] |
| 1-Pentanol | 305.8 | - | 138.1 | [34] |
| 1-Pentanol | 310.7 | - | 151.7 | [34] |
| 1-Pentanol | 315.5 | - | 167.8 | [34] |
| 1-Propanol | 279.1 | - | 95.15 | [34] |
| 1-Propanol | 282.2 | - | 99.6 | [34] |
| 1-Propanol | 285.3 | - | 105.8 | [34] |
| 1-Propanol | 288.5 | - | 113.3 | [34] |
| 1-Propanol | 291.3 | - | 120.0 | [34] |
| 1-Propanol | 296.1 | - | 133.7 | [34] |
| 1-Propanol | 301.0 | - | 149.7 | [34] |
| 1-Propanol | 305.8 | - | 168.6 | [34] |
| 1-Propanol | 310.7 | - | 190.8 | [34] |
| 1-Propanol | 315.5 | - | 216.9 | [34] |
| 2-Butanol | 279.1 | - | 87.25 | [34] |
| 2-Butanol | 282.2 | - | 90.65 | [34] |
| 2-Butanol | 285.3 | - | 95.52 | [34] |
| 2-Butanol | 288.5 | - | 100.7 | [34] |
| 2-Butanol | 291.3 | - | 104.7 | [34] |
| 2-Butanol | 296.1 | - | 108.5 | [34] |
| 2-Butanol | 301.0 | - | 118.4 | [34] |
| 2-Butanol | 305.8 | - | 129.8 | [34] |
| 2-Butanol | 310.7 | - | 143.0 | [34] |
| 2-Butanol | 315.5 | - | 158.0 | [34] |
| Butyl acetate | 279.1 | - | 75.62 | [34] |
| Butyl acetate | 282.2 | - | 79.65 | [34] |
| Butyl acetate | 285.3 | - | 83.76 | [34] |
| Butyl acetate | 288.5 | - | 89.26 | [34] |
| Butyl acetate | 291.3 | - | 93.5 | [34] |
| Butyl acetate | 296.1 | - | 101.7 | [34] |
| Butyl acetate | 301.0 | - | 112.5 | [34] |
| Butyl acetate | 305.8 | - | 121.9 | [34] |
| Butyl acetate | 310.7 | - | 132.7 | [34] |
| Butyl acetate | 315.5 | - | 145.1 | [34] |
| Ethanol | 279.1 | - | 89.83 | [34] |
| Ethanol | 282.2 | - | 95.11 | [34] |
| Ethanol | 285.3 | - | 101.8 | [34] |
| Ethanol | 288.5 | - | 109.4 | [34] |
| Ethanol | 291.3 | - | 118.6 | [34] |
| Ethanol | 296.1 | - | 134.6 | [34] |
| Ethanol | 301.0 | - | 149.3 | [34] |
| Ethanol | 305.8 | - | 167.0 | [34] |
| Ethanol | 310.7 | - | 187.0 | [34] |
| Ethanol | 315.5 | - | 210.7 | [34] |
| Ethyl acetate | 279.1 | - | 92.9 | [34] |
| Ethyl acetate | 282.2 | - | 96.96 | [34] |
| Ethyl acetate | 285.3 | - | 101.2 | [34] |
| Ethyl acetate | 288.5 | - | 107.5 | [34] |
| Ethyl acetate | 291.3 | - | 113.5 | [34] |
| Ethyl acetate | 296.1 | - | 123.4 | [34] |
| Ethyl acetate | 301.0 | - | 133.6 | [34] |
| Ethyl acetate | 305.8 | - | 145.4 | [34] |
| Ethyl acetate | 310.7 | - | 158.8 | [34] |
| Ethyl acetate | 315.5 | - | 174.3 | [34] |
| Isobutyl Acetate | 279.1 | - | 59.83 | [34] |
| Isobutyl Acetate | 282.2 | - | 62.22 | [34] |
| Isobutyl Acetate | 285.3 | - | 65.82 | [34] |
| Isobutyl Acetate | 288.5 | - | 68.7 | [34] |
| Isobutyl Acetate | 291.3 | - | 71.47 | [34] |
| Isobutyl Acetate | 296.1 | - | 77.59 | [34] |
| Isobutyl Acetate | 301.0 | - | 84.61 | [34] |
| Isobutyl Acetate | 305.8 | - | 92.7 | [34] |
| Isobutyl Acetate | 310.7 | - | 102.0 | [34] |
| Isobutyl Acetate | 315.5 | - | 112.7 | [34] |
| Methyl acetate | 279.1 | - | 94.94 | [34] |
| Methyl acetate | 282.2 | - | 98.37 | [34] |
| Methyl acetate | 285.3 | - | 102.5 | [34] |
| Methyl acetate | 288.5 | - | 105.4 | [34] |
| Methyl acetate | 291.3 | - | 110.1 | [34] |
| Methyl acetate | 296.1 | - | 118.4 | [34] |
| Methyl acetate | 301.0 | - | 126.5 | [34] |
| Methyl acetate | 305.8 | - | 138.9 | [34] |
| Methyl acetate | 310.7 | - | 153.1 | [34] |
| Methyl acetate | 315.5 | - | 169.5 | [34] |
| Propyl acetate | 279.1 | - | 78.95 | [34] |
| Propyl acetate | 282.2 | - | 81.65 | [34] |
| Propyl acetate | 285.3 | - | 84.99 | [34] |
| Propyl acetate | 288.5 | - | 88.33 | [34] |
| Propyl acetate | 291.3 | - | 92.04 | [34] |
| Propyl acetate | 296.1 | - | 98.59 | [34] |
| Propyl acetate | 301.0 | - | 105.7 | [34] |
| Propyl acetate | 305.8 | - | 114.9 | [34] |
| Propyl acetate | 310.7 | - | 125.5 | [34] |
| Propyl acetate | 315.5 | - | 137.6 | [34] |
| isopropyl acetate | 279.1 | - | 61.23 | [34] |
| isopropyl acetate | 282.2 | - | 64.01 | [34] |
| isopropyl acetate | 285.3 | - | 68.37 | [34] |
| isopropyl acetate | 288.5 | - | 72.69 | [34] |
| isopropyl acetate | 291.3 | - | 76.81 | [34] |
| isopropyl acetate | 296.1 | - | 84.9 | [34] |
| isopropyl acetate | 301.0 | - | 93.8 | [34] |
| isopropyl acetate | 305.8 | - | 105.2 | [34] |
| isopropyl acetate | 310.7 | - | 115.5 | [34] |
| isopropyl acetate | 315.5 | - | 127.4 | [34] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 2107.3385 |
| PMI2 | 6635.7807 |
| PMI3 | 7540.1984 |
| NPR1 | 0.2795 |
| NPR2 | 0.8801 |
| RadiusOfGyration | 4.4103 |
| InertialShapeFactor | 0.0004 |
| Eccentricity | 0.9602 |
| Asphericity | 0.3835 |
| SpherocityIndex | 0.2827 |
| PBF | 1.1385 |