simvastatin

Simvastatin - definition from Biology-Online.org

[(Science: chemical) A derivative of lovastatin and potent competitive inhibitor of 3-hydroxy-3-methylglutaryl coenzyme a reductase (hydroxymethylglutaryl CoA reductases), which is the rate-limiting enzyme in cholesterol biosynthesis. It may also interfere with steroid hormone production. Due to the induction of hepatic ldl receptors, it increases breakdown of ldl-cholesterol (lipoproteins, ldl cholesterol). Pharmacological action: anticholesteraemic agents, antilipaemic agents, hydroxymethylglutaryl-CoA reductase inhibitors.

Molecular Formula: C25H38O5


InChI: 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

InChIKey: InChIKey=RYMZZMVNJRMUDD-HGQWONQEBD
SMILES: [H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)C(C)(C)CC

CAS number 79902-63-9

Names:
    MK-733
    Prestwick0_000865
    Simvastatin (JAN/USP)
    Simvastatin
    simvastatin
    Zocor (TN)
    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-
    [(1S,3R,7R,8S,8aS)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate

Registries:
    PubChem CID 54454
    CAS 79902-63-9 (from NIST)
    ChEBI 9150
    Kegg D00434
    PubChem ID 11466893
    PubChem ID 7847500