Skip to Content
Merck
All Photos(1)

Key Documents

M4667

Sigma-Aldrich

(±)-Mevalonolactone

~97% (titration)

Synonym(s):

(±)-β-Hydroxy-β-methyl-δ-valerolactone, (±)-3-Hydroxy-3-methyl δ-valerolactone, DL-Mevalolactone, DL-Mevalonic acid lactone

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
Molecular Weight:
130.14
Beilstein:
80960
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.25
Pricing and availability is not currently available.

Assay

~97% (titration)

Quality Level

storage temp.

−20°C

SMILES string

CC1(O)CCOC(=O)C1

InChI

1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3

InChI key

JYVXNLLUYHCIIH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Alkaline hydrolysis of mevalonolactone gives mevalonate.[1] Mevalonate is a precursor of farnesyl and geranylgeranyl pyrophosphates. These pyrophosphates are required for protein prenylation.[2]

Application

(±)-Mevalonolactone is used to:
  • study the effect of statin on the prenylation of Ras and Rho GTPases[2]
  • analyse the isoprenoid biosynthesis pathways in Listeria monocytogenes[3]
  • study the the effects of statins on proliferation and migration of HUVECs (HGF-induced human umbilical vein endothelial cells)[4]

Other Notes

May also be liquid!

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Analysis of the isoprenoid biosynthesis pathways in Listeria monocytogenes reveals a role for the alternative 2-C-methyl-D-erythritol 4-phosphate pathway in murine infection.
Begley M
Infection and Immunity, 76, 5392-5401 (2008)
The effects of different types of statins on proliferation and migration of HGF-induced Human Umbilical Vein Endothelial Cells (HUVECs).
Burgazli KM
European Review for Medical and Pharmacological Sciences, 17, 2874-2883 (2013)
Coenzyme Q 10 production in recombinant Escherichia coli strains engineered with a heterologous decaprenyl diphosphate synthase gene and foreign mevalonate pathway.
Zahiri HS
Metabolic engineering, 8, 406-416 (2006)
Svena M Lüdke et al.
Journal of lipid research, 49(12), 2620-2626 (2008-08-02)
The aim of this study was to investigate the possible existence and magnitude of stable carbon isotope discrimination by human 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGR). The catalytic portion of HMGR was expressed and purified. The reaction product mevalonate was lactonized and
Tomoyuki Nishimoto et al.
Toxicology and applied pharmacology, 223(1), 39-45 (2007-06-30)
High-dose statin treatment has been recommended as a primary strategy for aggressive reduction of LDL cholesterol levels and protection against coronary artery disease. The effectiveness of high-dose statins may be limited by their potential for myotoxic side effects. There is

Questions

1–3 of 3 Questions  
  1. What chemical/s is this product soluble in for resuspension into a liquid form and at what concentration? I am wanting to add this to cell culture media.

    1 answer
    1. This product is soluble at a concentration of 0.5 g in 5 mL of 95% ethanol, equivalent to 100 mg/mL.

      Helpful?

  2. Why did M4667, (±)-Mevalonolactone, arrive as a liquid?

    1 answer
    1. As noted on the Sigma Aldrich web page for product M4667, (±)-Mevalonolactone, this product "may also be a liquid".  The melting point for this chemical is 26-28°C, which is approximately room temperature.  Because of this, the product may arrive as a liquid, but if stored at -20°C it should return to a solid/semi-solid state.  This product does not arrive in solution and will not have a concentration value.

      Helpful?

  3. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service