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DL-Mevalonolactone

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Products Intro: Product Name:DL-Mevalonolactone
CAS:674-26-0
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CAS:674-26-0
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CAS:674-26-0
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Products Intro: Product Name:4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one
CAS:674-26-0
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Products Intro: Product Name:DL-Mevalonolactone
CAS:674-26-0
Purity:95%min Package:1g;USD

DL-Mevalonolactone manufacturers

  • Mevalonolactone
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  • $0.00 / 1kg
  • 2024-04-22
  • CAS:674-26-0
  • Min. Order: 1kg
  • Purity: 99.8%
  • Supply Ability: 1000 kg
  • DL-Mevalonolactone
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  • $0.00 / 1g
  • 2024-04-12
  • CAS:674-26-0
  • Min. Order: 1g
  • Purity: 99.99%
  • Supply Ability: 20 tons
  • DL-Mevalonolactone
  • DL-Mevalonolactone pictures
  • $0.00 / 1kg
  • 2023-11-27
  • CAS:674-26-0
  • Min. Order: 1kg
  • Purity: 0.99
  • Supply Ability: 20 tons
DL-Mevalonolactone Basic information
Product Name:DL-Mevalonolactone
Synonyms:DL-MEVALONOLACTONE;β-Hydroxy-β-methyl-δ-valerolactone, (±)-β-Hydroxy-β-methyl-δ-valerolactone, (±)-3-Hydroxy-3-methyl δ-valerolactone, (±)-Mevalolactone, (±)-Mevalonic acid lactone, (±)-Mevalonolactone;(4S)-4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one;(S)-3,5-Dihydroxy-3-methylpentanoic acid δ-lactone;(S)-4β-Hydroxy-4-methyltetrahydro-2H-pyran-2-one;(S)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one;Beta-Hydro;(±)-Mevalonolactone,(±)-β-Hydroxy-β-methyl-δ-valerolactone, (±)-3-Hydroxy-3-methyl δ-valerolactone, DL-Mevalolactone, DL-Mevalonic acid lactone
CAS:674-26-0
MF:C6H10O3
MW:130.14
EINECS:211-615-0
Product Categories:Heterocycles, Metabolites & Impurities;Heterocycles;Metabolites & Impurities
Mol File:674-26-0.mol
DL-Mevalonolactone Structure
DL-Mevalonolactone Chemical Properties
Melting point 28 °C(lit.)
Boiling point 145-150 °C5 mm Hg(lit.)
alpha -1.0~+1.0°(20℃/D)(c=5, C2H5OH)
density 1.1066 (rough estimate)
refractive index n20/D 1.473(lit.)
Fp >230 °F
storage temp. -20°C
solubility Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate, Methanol (Slightly)
form Oil
pka13.57±0.20(Predicted)
color Pale Yellow to Dark Brown
Merck 14,6163
BRN 80960
Stability:Hygroscopic
InChIKeyJYVXNLLUYHCIIH-UHFFFAOYSA-N
CAS DataBase Reference674-26-0(CAS DataBase Reference)
NIST Chemistry ReferenceDl-mevalonic acid lactone(674-26-0)
Safety Information
WGK Germany 3
3-10
HS Code 29322090
MSDS Information
ProviderLanguage
SigmaAldrich English
DL-Mevalonolactone Usage And Synthesis
DescriptionDL-Mevalonolactone is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. It induces depolarization and swelling, decreases NADPH content and aconitase (ACO) activity, and increases malondialdehyde (MDA) production in calcium-loaded rat brain mitochondria. DL-Mevalonolactone reverses decreases in glucose uptake induced by simvastatin (Item Nos. 10010344 | 10010345) in L6 myotubes. Tissue levels and urinary excretion of DL-mevalonolactone are increased in patients with mevalonic aciduria, a disorder characterized by a deficiency in mevalonic kinase activity.
Chemical PropertiesPale Yellow Oil
Uses(±)-Mevalonolactone is used to:
  • study the effect of statin on the prenylation of Ras and Rho GTPases
  • analyse the isoprenoid biosynthesis pathways in Listeria monocytogenes
  • study the the effects of statins on proliferation and migration of HUVECs (HGF-induced human umbilical vein endothelial cells)
UsesHMG CoA substrate
UsesA metabolite from endophytes of the medicinal plant Erythrina crista-galli.
DefinitionChEBI: 4-hydroxy-4-methyl-2-oxanone is a delta-lactone.
Synthesis Reference(s)Journal of the American Chemical Society, 104, p. 5486, 1982 DOI: 10.1021/ja00384a040
Synthesis, p. 719, 1974 DOI: 10.1055/s-1974-23416
General DescriptionAlkaline hydrolysis of mevalonolactone gives mevalonate. Mevalonate is a precursor of farnesyl and geranylgeranyl pyrophosphates. These pyrophosphates are required for protein prenylation.
Purification MethodsPurify the lactone via the dibenzyl-ethylenediammonium salt (m 124-125o) [Hofmann et al. J Am Chem Soc 79 2316 1957], or by chromatography on paper or on a Dowex-1 (formate) column. [Bloch et al. J Biol Chem 234 2595 1959.] Store it as the N,N'-dibenzylethylenediamine (DBED) salt, or as the lactone in a sealed container at 0o. [Beilstein 18/1 V 19.]
DL-Mevalonolactone Preparation Products And Raw materials
Preparation Products3-METHYLPENTANE-1,3,5-TRIOL
Tag:DL-Mevalonolactone(674-26-0) Related Product Information
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