Dl-Mevalonolactone

• Catalog Number: ACM674260
• CAS: 674-26-0
• 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
• InChI Key: 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
• Active Content: 95%
• Physical State: Oil
• Typical Applications: Use as dispersing agent, emulsion stabilizer.