A precursor in the mevalonate pathway
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DL-Mevalonolactone

Item No. 20348

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one
CAS Number
674-26-0
Synonyms
  • DL-Mevalonic Acid Lactone
  • (±)-Mevalonolactone
  • NSC 90804
Molecular Formula
C6H10O3
Formula Weight
130.1
Purity
≥95%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
O=C1CC(O)(C)CCO1
InChi Code
InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
InChi Key
JYVXNLLUYHCIIH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $54

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    500 mg

    $102

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    1 g

    $190

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    DL-Mevalonolactone is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway.1 It induces depolarization and swelling, decreases NADPH content and aconitase (ACO) activity, and increases malondialdehyde (MDA) production in calcium-loaded rat brain mitochondria.2 DL-Mevalonolactone reverses decreases in glucose uptake induced by simvastatin (Item Nos. 10010344 | 10010345) in L6 myotubes.3 Tissue levels and urinary excretion of DL-mevalonolactone are increased in patients with mevalonic aciduria, a disorder characterized by a deficiency in mevalonic kinase activity.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Domingos, S.R., Pérez, C., and Schnell, M. On the structural intricacies of a metabolic precursor: Direct spectroscopic detection of water-induced conformational reshaping of mevalonolactone. J. Chem. Phys. 147(12), 124310 (2017).

    2. Cecatto, C., Amaral, A.U., da Silva, J.C., et al. Mevalonolactone disrupts mitochondrial functions and induces permeability transition pore opening in rat brain mitochondria: Implications for the pathogenesis of mevalonic aciduria. Neurochem. Int. 108, 133-145 (2017).

    3. Yaluri, N., Modi, S., and Kokkola, T. Simvastatin induces insulin resistance in L6 skeletal muscle myotubes by suppressing insulin signaling, GLUT4 expression and GSK-3β phosphorylation. Biochem. Biophys. Res. Commun. 480(20), 194-200 (2016).