DL-Mevalonolactone

Names

[ CAS No. ]:
674-26-0

[ Name ]:
DL-Mevalonolactone

[Synonym ]:
(3RS)-mevalonolactone
MEVALONIC LACTONE
(+/-)-MEVALONOLACTONE
EINECS 211-615-0
DL-MEVALOLACTONE
MFCD00006648
DL-mevalonic acid lactone
D,L-MEVELONIC ACID LACTONE
MEVALONIC ACID LACTONE,DL
(RS)-mevalonolactone
(S/R)-mevalonolactone

Biological Activity

[Description]:

DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (∆Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[References]

[1]. Domingos SR, et al. 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]. Cecatto C, et al. 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.

Chemical & Physical Properties

[ Density]:
1.189 g/cm3

[ Boiling Point ]:
145-150 °C5 mm Hg(lit.)

[ Melting Point ]:
28 °C(lit.)

[ Molecular Formula ]:
C₆H₁₀O₃

[ Molecular Weight ]:
130.14200

[ Flash Point ]:
>230 °F

[ Exact Mass ]:
130.06300

[ PSA ]:
46.53000

[ LogP ]:
0.07440

[ Index of Refraction ]:
n20/D 1.473(lit.)

[ Storage condition ]:
2-8°C

[ Stability ]:
Hygroscopic

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

In vitro and in vivo anticancer effects of mevalonate pathway modulation on human cancer cells.

Br. J. Cancer 111(8) , 1562-71, (2014)

The increasing usage of statins (the 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors) has revealed a number of unexpected beneficial effects, including a reduction in cancer risk.We investi...

Synthesis and HMG-CoA reductase inhibition of 2-cyclopropyl-4-thiophenyl-quinoline mevalonolactones.

Bioorg. Med. Chem. 17(23) , 7915-23, (2009)

A novel series of 2-cyclopropyl-4-thiophenyl quinoline-based mevalonolactones were synthesized from the substituted anilines by several reactions. Among them, (4R,6S)-6-[(E)-2-(2-cyclopropyl-6-fluoro-...

Highly sensitive assay of HMG-CoA reductase activity by LC-ESI-MS/MS.

J. Lipid Res. 48(5) , 1212-20, (2007)

We have developed a new sensitive and specific nonradioisotope assay method to measure the activity of HMG-CoA reductase, the rate-controlling enzyme in the cholesterol biosynthetic pathway. This meth...