yingweiwo

DL-Mevalonolactone

Cat No.:V29680 Purity: ≥98%
DL-Mevalonolactone ((±) -Mevalonolactone; Mevalolactone) is the delta-lactone form of mevalonate, a precursor of the mevalonate pathway.
DL-Mevalonolactone
DL-Mevalonolactone Chemical Structure CAS No.: 674-26-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
DL-Mevalonolactone ((±) -Mevalonolactone; Mevalolactone) is the delta-lactone form of mevalonate, a precursor of the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) can reduce mitochondrial membrane potential (ΔΨm), NAD (P) H content and Ca2+ retention capacity in the brain, and also induces mitochondrial swelling.
DL-Mevalonolactone (CAS 674-26-0), also known as (±)-Mevalonolactone, DL-Mevalonic acid lactone, or β-Hydroxy-β-methyl-δ-valerolactone, is a lactone form of mevalonic acid. With a molecular formula of C₆H₁₀O₃ and a molecular weight of 130.14 g/mol, this compound is used to study the effect of statins on the prenylation of Ras and Rho GTPases and to analyze the isoprenoid biosynthesis pathways. DL-Mevalonolactone can reduce mitochondrial membrane potential (ΔΨm), NAD(P)H content, and Ca²⁺ retention capacity in the brain, and also induces mitochondrial swelling. The compound appears as a white or colorless to yellow to orange powder, lump, or clear liquid with a melting point of 28°C.
Biological Activity I Assay Protocols (From Reference)
Targets
DL-Mevalonolactone targets the mevalonate pathway, serving as a precursor for the synthesis of isoprenoids, sterols, and other important biomolecules. It is used to study the effect of statins on the prenylation of Ras and Rho GTPases, which are important for cell signaling and function. The compound's effects on mitochondrial membrane potential and calcium retention suggest that it may interact with mitochondrial function. Its role in the isoprenoid biosynthesis pathway makes it valuable for studying cholesterol synthesis and related metabolic processes.
ln Vitro
In vitro, DL-Mevalonolactone is used to study the isoprenoid biosynthesis pathways. It can reduce mitochondrial membrane potential, NAD(P)H content, and Ca²⁺ retention capacity in the brain, and also induces mitochondrial swelling. The compound's effects on mitochondrial function suggest that it may have significant biological activities beyond its role as a metabolic intermediate.
ln Vivo
In vivo, DL-Mevalonolactone is a precursor in the mevalonate pathway and is involved in the synthesis of isoprenoids and sterols. Its effects on mitochondrial function suggest that it may have physiological relevance beyond its role as a metabolic intermediate. However, the compound is primarily used as a research reagent to study the mevalonate pathway.
Enzyme Assay
In vitro non-cell enzyme assays for DL-Mevalonolactone are not standard, as the compound is primarily used as a substrate or precursor in metabolic studies. Its effects on mitochondrial function can be assessed using isolated mitochondria, where parameters such as membrane potential, NAD(P)H content, and calcium retention are measured.
Cell Assay
In vitro cell-based assays for DL-Mevalonolactone use various cell lines to study the mevalonate pathway and its effects on cell function. Cells are treated with the compound, and parameters such as cell viability, proliferation, and isoprenoid synthesis are assessed. The compound's effects on mitochondrial function can also be studied in cell-based models.
Animal Protocol
In vivo animal studies for DL-Mevalonolactone are primarily metabolic studies. The compound is administered to animals, and parameters such as cholesterol synthesis, isoprenoid levels, and mitochondrial function are assessed. The compound's effects on the mevalonate pathway and its downstream products are studied.
ADME/Pharmacokinetics
DL-Mevalonolactone has a molecular weight of 130.14 g/mol and a molecular formula of C₆H₁₀O₃. It is also known as (±)-Mevalonolactone, DL-Mevalonic acid lactone, and β-Hydroxy-β-methyl-δ-valerolactone. The compound appears as a white or colorless to yellow to orange powder, lump, or clear liquid with a melting point of 28°C. It has a purity of ≥98%. Detailed pharmacokinetic parameters have not been extensively characterized.
Toxicity/Toxicokinetics
The toxicity profile of DL-Mevalonolactone has not been comprehensively evaluated in published studies. As a metabolic intermediate, it is generally considered to have low toxicity. The compound's effects on mitochondrial function suggest that it may have significant biological effects at high concentrations. The compound is classified as a research reagent and is not intended for human therapeutic use.
References

[1]. On the structural intricacies of a metabolic precursor: Direct spectroscopic detection of water-induced conformational reshaping of mevalonolactone. J Chem Phys. 2017 Sep 28;147(12):124310.

[2]. Mevalonolactone disrupts mitochondrial functions and induces permeability transition pore opening in rat brain mitochondria: Implications for the pathogenesis of mevalonic aciduria. Neurochem Int. 2017 Sep;108:133-145.

[3]. Limb girdle muscular disease caused by HMGCR mutation and statin myopathy treatable with mevalonolactone. Proc Natl Acad Sci U S A. 2023 Feb 14;120(7):e2217831120.

[4]. Prolonged treatment with mevalonolactone induces oxidative stress response with reactive oxygen species production, mitochondrial depolarization and inflammation in human glioblastoma U-87 MG cells. Neurochem Int. 2018 Nov;120:233-237.

Additional Infomation
4-Hydroxy-4-methyloxacyclohexanone-2-one belongs to the 2-pyranone class of compounds. It is a compound in which tetrahydro-2H-pyran-2-one is substituted with a methyl group and a hydroxyl group at the 4-position. It is a plant metabolite. It is both a 2-pyranone compound and a tertiary alcohol. It has been reported that 4-hydroxy-4-methyltetrahydro-2H-pyran-2-one exists in Phaeosphaeria herpotrichoides, soybean (Glycine max), and common bean (Phaseolus vulgaris), and relevant data are available.
DL-Mevalonolactone is a lactone form of mevalonic acid. It is also known as (±)-Mevalonolactone, DL-Mevalonic acid lactone, and β-Hydroxy-β-methyl-δ-valerolactone. The compound is used to study the effect of statins on the prenylation of Ras and Rho GTPases and to analyze the isoprenoid biosynthesis pathways. DL-Mevalonolactone can reduce mitochondrial membrane potential, NAD(P)H content, and Ca²⁺ retention capacity in the brain, and also induces mitochondrial swelling. Not approved for clinical use; intended for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H10O3
Molecular Weight
130.1418
Exact Mass
130.063
CAS #
674-26-0
PubChem CID
10428
Appearance
Colorless to light yellow liquid
Density
1.189 g/cm3
Boiling Point
145-150 °C5 mm Hg(lit.)
Melting Point
28 °C(lit.)
Flash Point
>230 °F
Index of Refraction
n20/D 1.473(lit.)
LogP
0.074
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
9
Complexity
132
Defined Atom Stereocenter Count
0
SMILES
O1C(C([H])([H])C(C([H])([H])[H])(C([H])([H])C1([H])[H])O[H])=O
InChi Key
JYVXNLLUYHCIIH-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
Chemical Name
4-hydroxy-4-methyloxan-2-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~768.40 mM)
H2O : ~50 mg/mL (~384.20 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (15.98 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (15.98 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2.08 mg/mL (15.98 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 110 mg/mL (845.24 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.6840 mL 38.4202 mL 76.8403 mL
5 mM 1.5368 mL 7.6840 mL 15.3681 mL
10 mM 0.7684 mL 3.8420 mL 7.6840 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us