lovastatin

Lovastatin A fungal metabolite isolated from cultures of Aspergillus terreus. The compound is a potent anticholesteremic agent. It inhibits 3-hydroxy-3-methylglutaryl coenzyme A reductase (HYDROXYMETHYLGLUTARYL COA REDUCTASES), which is the rate-limiting enzyme in cholesterol biosynthesis. It also stimulates the production of low-density lipoprotein receptors in the liver.

Molecular Formula: C₂₄H₃₆O₅

InChI: InChI=1/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1

InChIKey: InChIKey=PCZOHLXUXFIOCF-BXMDZJJMBQ
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@@H](C)CC

CAS number 75330-75-5

Names:
    lovastatin
    Lovastatin (USP)
    lovastatin
    Mevacor (TN)
    MK-803
    ML-530B
    Prestwick_819
    2beta,6alpha-Dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lactone
    6alpha-Methylcompactin
    75330-75-5
    [(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] (2S)-2-methylbutanoate

Registries:
    PubChem CID 53232
    CAS 75330-75-5 (from NIST)
    ChEBI 6544
    Kegg D00359
    PubChem ID 10321765
    PubChem ID 7847425