ChemicalBook > CAS DataBase List > DL-Mevalonolactone

DL-Mevalonolactone

Product Name
DL-Mevalonolactone
CAS No.
674-26-0
Chemical Name
DL-Mevalonolactone
Synonyms
NSC 90804;Beta-Hydro;Hyperpure-MVA;MEVALONOLACTONE;DL-MEVALOLACTONE;MEVALONIC LACTONE;DL-MEVALONOLACTONE;(+/-)-MEVALONOLACTONE;Adeka Mevalonolactone;DL-Mevalonolactone >
CBNumber
CB0377087
Molecular Formula
C6H10O3
Formula Weight
130.14
MOL File
674-26-0.mol
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DL-Mevalonolactone Property

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.)
Flash point:
>230 °F
storage temp. 
-20°C
solubility 
Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate, Methanol (Slightly)
form 
Oil
pka
13.57±0.20(Predicted)
color 
Pale Yellow to Dark Brown
Merck 
14,6163
BRN 
80960
Stability:
Hygroscopic
InChIKey
JYVXNLLUYHCIIH-UHFFFAOYSA-N
CAS DataBase Reference
674-26-0(CAS DataBase Reference)
NIST Chemistry Reference
Dl-mevalonic acid lactone(674-26-0)
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Safety

WGK Germany 
3
F 
3-10
HS Code 
29322090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M4667
Product name
(±)-Mevalonolactone
Purity
~97% (titration)
Packaging
1g
Price
$221
Updated
2024/03/01
Sigma-Aldrich
Product number
M4667
Product name
(±)-Mevalonolactone
Purity
~97% (titration)
Packaging
5g
Price
$687
Updated
2024/03/01
TCI Chemical
Product number
D0587
Product name
DL-Mevalonolactone
Purity
>98.0%(GC)
Packaging
100mg
Price
$67
Updated
2024/03/01
Cayman Chemical
Product number
20348
Product name
DL-Mevalonolactone
Purity
≥95%
Packaging
250mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
20348
Product name
DL-Mevalonolactone
Purity
≥95%
Packaging
500mg
Price
$92
Updated
2024/03/01
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DL-Mevalonolactone Chemical Properties,Usage,Production

Description

DL-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 Properties

Pale Yellow Oil

Uses

A metabolite from endophytes of the medicinal plant Erythrina crista-galli.

Uses

HMG CoA substrate

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)

Definition

ChEBI: 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 Description

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

Purification Methods

Purify 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

Raw materials

Preparation Products

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DL-Mevalonolactone Suppliers

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View Lastest Price from DL-Mevalonolactone manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
DL-Mevalonolactone 674-26-0
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-11-19
BINBO BIOLOGICAL CO.,LTD
Product
Mevalonolactone 674-26-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
1000 kg
Release date
2024-04-05
Hebei Yanxi Chemical Co., Ltd.
Product
DL-Mevalonolactone 674-26-0
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-27

674-26-0, DL-MevalonolactoneRelated Search:

Kresoxim-methyl Methyl acrylate METSULFURON METHYL D-Glucurone Methyl cellulose Butylated Hydroxytoluene Folic acid Citric acid DL-Malic acid 1-Hydroxyethylidene-1,1-diphosphonic acid D-(+)-Glucono-1,5-lactone Bensulfuron methyl Methanol CHLOROPHOSPHONAZO III Hyaluronic acid Triclosan Ethyl 2-(Chlorosulfonyl)acetate 3,5-Dihydroxybenzoic acid

  • 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
  • Tetrahydro-4-hydroxy-4-Methyl-
  • beta-Hydroxy-beta-methyl-delta-valerolactone DL-Mevalonic Acid Lactone Tetrahydro-4-hydroxy-4-methyl-2-pyrone
  • tetrahydro-4-hydroxy-4-Methylpyran-2-one
  • DL-MEVALOLACTONE
  • DL-MEVALONIC ACID LACTONE
  • DL-BETA-HYDROXY-BETA-METHYL-DELTA-VALERO-LACTONE
  • DL-BETA-HYDROXY-BETA-METHYL-GAMMA-VALEROLACTONE
  • DL-BETA-HYDROXY-BETA-METHYL-G-VALEROLACTONE
  • DL-3-HYDROXY-3-METHYL DELTA-VALEROLACTONE
  • BETA-HYDROXY-BETA-METHYL-DELTA-VALEROLACTONE
  • MEVALONIC ACID LACTONE, DL-
  • MEVALONIC LACTONE
  • (+/-)-MEVALONOLACTONE
  • MEVALONOLACTONE
  • (+/-)-3-HYDROXY-3-METHYL-5-PENTANOLIDE
  • (4R)-4-Hydroxy-4-methyl-oxan-2-one
  • (+/-)-tetrahydro-4-hydroxy-4-methyl-2h-pyran-2-one
  • TETRAHYDRO-4-HYDROXY-4-METHYL-2-PYRONE
  • 2H-Pyran-2-one, tetrahydro-4-hydroxy-4-methyl-, (.+/-.)-
  • 4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one
  • D,L-b-Hydroxy-b-methyl-valerolactone
  • (±)-β-hydroxy-β-methyl-δ-valerolactone
  • MEVALONIC ACID LACTONE, DL-(RG)
  • D,L-MEVELONIC ACID LACTONE
  • DL-B-HYDROXY-B-METHYL-Y-VALEROLACTONE
  • D,L--Hydroxy--methyl--valerolactone
  • NSC 90804
  • (±)-β-Hydroxy-β-methyl-δ-valerolactone, (±)-3-Hydroxy-3-methyl δ-valerolactone, DL-Mevalolactone, DL-Mevalonic acid lactone
  • dl-mevalonic acid lactone, salt-free
  • DL-Mevalonolactone &gt
  • Mevalonolactone, racemic mixture
  • 4-hydroxy-4-methyloxan-2-one
  • 4-Hydroxy-4-methyltetrahydropyran-2-one
  • Hyperpure-MVA
  • Adeka Mevalonolactone
  • 674-26-0
  • Organic Building Blocks
  • Lactones
  • Metabolomics
  • Metabolic Libraries
  • Lipid Library
  • Building Blocks
  • BioChemical
  • Carbonyl Compounds
  • Heterocycles, Metabolites & Impurities
  • Heterocycles
  • Metabolites & Impurities