Dl-Mevalonolactone

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Catalog Number ACM674260
CAS 674-26-0
Structure {[CurrentData.Name]}
IUPAC Name 4-Hydroxy-4-methyloxan-2-one
Synonyms Tetrahydro-4-hydroxy-4-methylpyran-2-one
Molecular Weight 130.14
Molecular Formula C6H10O3
Canonical SMILES CC1(CCOC(=O)C1)O
Inchi InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
InChIKey JYVXNLLUYHCIIH-UHFFFAOYSA-N
Boiling Point 145-150 °C/5 mmHg(lit.)
Melting Point 28 °C(lit.)
Flash Point >230 °F
Purity 95%+
Density 1.1066 g/cm³
Solubility water, 1e+006 mg/L @ 25 °C (est)
Appearance Oil
Application Dl-Mevalonolactone serves as a critical tool for investigating various biochemical processes. It is used to study the effect of statins on the prenylation of Ras and Rho GTPases, analyze isoprenoid biosynthesis pathways in Listeria monocytogenes, and examine the effects of statins on the proliferation and migration of human umbilical vein endothelial cells. As the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway, Dl-Mevalonolactone plays a vital role in cellular metabolism. It affects biological functions such as mitochondrial depolarization and swelling, alters key enzyme activities, and modulates oxidative stress markers in brain mitochondria. Additionally, this compound counteracts the decrease in glucose uptake induced by simvastatin in myotube cells. Its relevance is highlighted in medical conditions like mevalonic aciduria, where tissue levels and urinary excretion are increased due to deficient mevalonic kinase activity.
Storage -20 °C
Physical State Oil
Refractive Index n20/D 1.473(lit.)

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