Simvastatin

A semisynthetic lipid-lowering statin derived from lovastatin, used for the treatment of hypercholesterolemia and the reduction of cardiovascular risk. Simvastatin is administered as an inactive lactone prodrug that is hydrolyzed in vivo to its active β-hydroxy acid form. The active metabolite competitively inhibits HMG-CoA reductase, reducing hepatic cholesterol biosynthesis and lowering circulating LDL cholesterol levels

Compound Structure

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:

Bioactivity: HMG-CoA reductase inhibitor; lipid-lowering agent (statin)

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