An inhibitor of HMG-CoA reductase
Related Products
Active Metabolite(s)
10010339Lovastatin Hydroxy Acid (sodium salt)
Labeled Version(s)
26461Lovastatin-d9
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Lovastatin

Item No. 10010338

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2S-methyl-butanoic acid, 1S,2,3R,7S,8S,8aR-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester
CAS Number
75330-75-5
Synonyms
  • (+)-Mevinolin
  • Monacolin K
  • NSC 633781
Molecular Formula
C24H36O5
Formula Weight
404.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 20 mg/ml
λmax
238 nm
SMILES
C[C@@H]1C[C@H](OC([C@@H](C)CC)=O)[C@@]2([H])C(C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(O3)=O)=C1
InChi Code
InChI=1S/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
InChi Key
PCZOHLXUXFIOCF-BXMDZJJMSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $28

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    50 mg

    $62

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    250 mg

    $172

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Lovastatin is a fungal metabolite that has been found in A. terreus and an inhibitor of HMG-CoA reductase (Ki = 1.4 nM).1,2 It is also a prodrug form of the HMG-CoA reductase inhibitor lovastatin hydroxy acid (Item No. 10010339).2 Lovastatin (8 mg/kg per day) reduces plasma cholesterol levels in dogs. It suppresses TNF-induced NF-κB activation (IC50 = ~15 µM) and potentiates apoptosis in human myeloid leukemia cells.3 Lovastatin also increases cellular lipid peroxidation and decreases glutathione peroxidase 4 (GPX4) levels in cancer cells.4 Formulations containing lovastatin have been used in the treatment of hypercholesterolemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Endo, A. The discovery and development of HMG-CoA reductase inhibitors. J. Lipid Res. 33(11), 1569-1582 (1992).

    2. Alberts, A.W., Chen, J., Kuron, G., et al. Mevinolin: A highly potent competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase and a cholesterol-lowering agent. Proc. Natl. Acad. Sci. USA 77(7), 3957-3961 (1980).

    3. Ahn, K.S., Sethi, G., and Aggarwal, B.B. Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-κB pathway. Biochem. Pharmacol. 75(4), 907-913 (2008).

    4. Viswanathan, V.S., Ryan, M.J., Dhruv, H.D., et al. Dependency of a therapy-resistant state of cancer cells on a lipid peroxidase pathway. Nature 547(7664), 453-457 (2017).

    Product Citations

    Shiozawa, A., Yamaori, S., Kamijo, S., et al. Effects of acid and lactone forms of statins on S-warfarin 7-hydroxylation catalyzed by human liver microsomes and recombinant CYP2C9 variants (CYP2C9.1 and CYP2C9.3). Drug Metab. Pharmacokinet. 36, 100364 (2021).

    Leier, H.C., Weinstein, J.B., Kyle, J.E., et al. A global lipid map defines a network essential for Zika virus replication. Nat. Commun. 11(1), 3652 (2020).

    Kremer, D.M., Nelson, B.S., Lin, L., et al. GOT1 inhibition primes pancreatic cancer for ferroptosis through the autophagic release of labile iron. bioRxiv (2020).

    McNeish, A.J., Jimenez-Altayo, F., Cottrell, G.S., et al. Statins and selective inhibition of Rho kinase protect small conductance calcium-activated potassium channel function (KCa2.3) in cerebral arteries. PLoS One 7(10), e46735 (2012).