CAS 674-26-0

(±)-Mevalonolactone

Description:

(±)-Mevalonolactone, with the CAS number 674-26-0, is a cyclic ester, specifically a lactone derived from mevalonic acid. It is characterized by its five-membered ring structure, which contributes to its reactivity and biological significance. This compound is a key intermediate in the biosynthesis of terpenes and sterols, playing a crucial role in the mevalonate pathway, which is essential for the production of cholesterol and other vital biomolecules. (±)-Mevalonolactone is typically a colorless to pale yellow liquid with a characteristic odor. It is soluble in water and various organic solvents, making it versatile for different chemical reactions. The compound exhibits both enantiomers, which can have different biological activities, highlighting the importance of stereochemistry in its applications. Due to its role in metabolic processes, (±)-Mevalonolactone is of interest in pharmacology and biochemistry, particularly in studies related to cholesterol metabolism and potential therapeutic targets for cardiovascular diseases.

Formula: C₆H₁₀O₃

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

InChI key: InChIKey=JYVXNLLUYHCIIH-UHFFFAOYSA-N

SMILES: CC1(O)CC(=O)OCC1

Synonyms:

• ()-Mevalonolactone
• (RS)-Mevalonolactone
• (±)-Mevalolactone
• 2H-Pyran-2-one, tetrahydro-4-hydroxy-4-methyl-
• 4-hydroxy-4-methyltetrahydro-2H-pyran-2-one
• <span class="text-smallcaps">DL</span>-Mevalonic acid lactone
• <span class="text-smallcaps">DL</span>-Mevalonic acid δ-lactone
• <span class="text-smallcaps">DL</span>-Mevalonolactone
• D,L-Mevalonic Acid delta-Lactone
• DL-Mevalonolactone
• Dl-Mevalonic Acid Lactone, Salt-Free
• Mevalonic Lactone
• Mevalonic acid lactone
• Mevalonic acid δ-lactone
• NSC 90804
• Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one
• β-Hydroxy-β-methyl-δ-valerolactone
• DL-Mevalonic acid lactone
• DL-BETA-HYDROXY-BETA-METHYL-DELTA-VALERO-LACTONE
• MEVALONIC ACID LACTONE, DL-
• TETRAHYDRO-4-HYDROXY-4-METHYL-2-PYRONE
• D,L-b-Hydroxy-b-methyl-valerolactone
• (+/-)-3-HYDROXY-3-METHYL-5-PENTANOLIDE
• BETA-HYDROXY-BETA-METHYL-DELTA-VALEROLACTONE
• DL-BETA-HYDROXY-BETA-METHYL-G-VALEROLACTONE
• (4R)-4-Hydroxy-4-methyl-oxan-2-one
• DL-BETA-HYDROXY-BETA-METHYL-GAMMA-VALEROLACTONE
• DL-MEVALOLACTONE

DL-Mevalonolactone

CAS: 674-26-0

Formula: C₆H₁₀O₃

Purity: >98.0%(GC)

Color and Shape: White or Colorles to Yellow to Orange powder to lump to clear liquid

Molecular weight: 130.14

Ref: 3B-D0587

4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one

CAS: 674-26-0

Formula: C₆H₁₀O₃

Purity: 97%

Color and Shape: Liquid

Molecular weight: 130.1418

Ref: IN-DA003LID

4-Hydroxy-4-Methyltetrahydro-2H-Pyran-2-One

CAS: 674-26-0

4-Hydroxy-4-Methyltetrahydro-2H-Pyran-2-One

Purity: 97%

Molecular weight: 130.14g/mol

Ref: 54-OR1011563

DL-Mevalonolactone

CAS: 674-26-0

DL-Mevalonolactone

Purity: ≥98%

Molecular weight: 130.14g/mol

Ref: 54-BUP16740

DL-Mevalonic acid lactone

CAS: 674-26-0

Formula: C₆H₁₀O₃

Purity: (GC) ≥ 96.0%

Color and Shape: Brown oily liquid

Molecular weight: 130.14

Ref: 7W-GK7397

DL-Mevalonolactone

CAS: 674-26-0

DL-Mevalonolactone is water-soluble, polar solvent-soluble, and interconverts with its lactone form.

Formula: C₆H₁₀O₃

Purity: 99.7% - 99.88%

Color and Shape: Solid

Molecular weight: 130.14

Ref: TM-T1353

D,L-Mevalonic Acid Lactone

CAS: 674-26-0

Stability Hygroscopic
Applications A metabolite from endophytes of the medicinal plant Erythrina crista-galli.
References Stadler, M., et al.: Planta Med., 60, 128 (1994), Kopcke, B., et al.: Phytochemistry, 60, 709 (2002), Chu, M., et al.: J. Nat. Prod., 66, 1527 (2003), Weber, D., et al.: J. Antibiot., 57, 559 (2004),

Formula: C₆H₁₀O₃

Color and Shape: Neat

Molecular weight: 130.14

Ref: TR-M339025

4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one

CAS: 674-26-0

Formula: C₆H₁₀O₃

Purity: 95%

Molecular weight: 130.143

Ref: 10-F226574

D,L-Mevalonic Acid Lactone (>90%)

Controlled Product

CAS: 674-26-0

Formula: C₆H₁₀O₃

Purity: >90%

Color and Shape: Neat

Molecular weight: 130.14

Ref: TR-M349025

D,L-Mevalonic acid lactone

CAS: 674-26-0

Mevalonic acid lactone is a natural compound that has been shown to have an effect on mitochondrial membrane potential. It has also been shown to inhibit the drug transporter P-glycoprotein, which is involved in the transport of drugs out of cells. Mevalonic acid lactone has also demonstrated an anti-inflammatory effect, as it inhibits the production of TNF-α and IL-6 in human serum. This compound also possesses antioxidant properties, which may be due to its hydroxyl group and phenoxy groups. Mevalonic acid lactone can be used as a model system for sesquiterpene lactones, and it is able to improve mitochondrial functions by inhibiting pyrazole ring formation.

Formula: C₆H₁₀O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 130.14 g/mol

Ref: 3D-FM25990