CAS 674-26-0 Dl-Mevalonolactone - Materials / Alfa Chemistry

NAVIGATION

Dl-Mevalonolactone

PRICE INQUIRY

Catalog Number

ACM674260

CAS Number

674-26-0

Product Name

Dl-Mevalonolactone

Structure

Category

Monomers

Synonyms

Tetrahydro-4-hydroxy-4-methylpyran-2-one

IUPAC Name

4-Hydroxy-4-methyloxan-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

Assay

0.97

Complexity

132

Covalently-Bonded Unit Count

EC Number

433-160-9;211-615-0

Exact Mass

130.062994177

Formal Charge

Heavy Atom Count

MDL Number

MFCD00006648

MeSH Entry Terms

mevalonic acid lactone;mevalonolactone;mevalonolactone, (+-)-isomer;mevalonolactone, (R)-isomer;mevalonolactone, (S)-isomer;mevalonolactone, 3-(14)C-labeled

Monoisotopic Mass

130.062994177

NSC Number

90804

Packaging

1 kg

Refractive Index

n20/D 1.473(lit.)

Rotatable Bond Count

Stability

Hygroscopic

Storage Conditions