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Simvastatin

Simvastatin is a lactone prodrug featuring a pyrrole-fused hexahydrophthalide core with a 2-methylbutyryl side chain. Its structure includes a γ-lactone ring and a 1-pyrroline moiety, which undergo enzymatic hydrolysis to yield the active hydroxy acid metabolite. The molecule's conjugated double bond system and ester functionality contribute to its pharmacokinetic profile. As the parent drug, it serves as the HPLC reference standard for quantifying statin derivatives in pharmaceutical formulations.

On Request
Molecular Formula C25H38O5
Molecular Weight 418.6000
CAS Number 79902-63-9 ✓ Verified
PubChem CID 54454 ↗
Purity N/A
Product Type API
Parent Drug Simvastatin
Lead Time On Request
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
Official Reference Standards
Std Catalog # Quantity Price
EP S0650000 ↗ 200 MG EUR 90.00
EP Y0002069 ↗ 5 MG EUR 90.00
USP 1612700 ↗ 200 mg USD 297.00

📝 Synonyms

simvastatin 79902-63-9 Zocor Synvinolin MK-733 Sinvacor Denan Lipex Simvastatine Sivastin

🔬 Chemical Identifiers

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=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
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