Simvastatin, HMG-CoA reductase inhibitor

Key facts

CAS number

79902-63-9

Purity

>99%

Form

Solid

form

Molecular weight

418.6 Da

Molecular formula

C₂₅H₃₈O₅

PubChem

54454

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Soluble in ethanol to 100 mM

Biochemical name

Simvastatin

Biological description

HMG-CoA reductase inhibitor. Hypolipidemic, decreasing low denisty lipoprotein (LDL) levels. Implicated in a multitude of biological functions, demonstrating anticancer and anti-inflammatory properties.

Canonical smiles

CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C

Isomeric smiles

CCC(C)(C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C

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

InChiKey

RYMZZMVNJRMUDD-HGQWONQESA-N

IUPAC Name

[(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