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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;DL-Mevalonolactone >DL-MEVALONIC ACID LACTONE
CBNumber:
CB0377087
Molecular Formula:
C6H10O3
Molecular Weight:
130.14
MDL Number:
MFCD00006648
MOL File:
674-26-0.mol
Last updated:2024-04-12 23:00:59

DL-Mevalonolactone 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.)
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)
EWG's Food Scores 1
FDA UNII 1RJ06DC41B
NIST Chemistry Reference Dl-mevalonic acid lactone(674-26-0)

SAFETY

Risk and Safety Statements

WGK Germany  3
3-10
HS Code  29322090
NFPA 704
1
1 0

DL-Mevalonolactone price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M4667 (±)-Mevalonolactone ~97% (titration) 674-26-0 1g $221 2024-03-01 Buy
Sigma-Aldrich M4667 (±)-Mevalonolactone ~97% (titration) 674-26-0 5g $687 2024-03-01 Buy
TCI Chemical D0587 DL-Mevalonolactone >98.0%(GC) 674-26-0 100mg $67 2024-03-01 Buy
Cayman Chemical 20348 DL-Mevalonolactone ≥95% 674-26-0 250mg $49 2024-03-01 Buy
Cayman Chemical 20348 DL-Mevalonolactone ≥95% 674-26-0 500mg $92 2024-03-01 Buy
Product number Packaging Price Buy
M4667 1g $221 Buy
M4667 5g $687 Buy
D0587 100mg $67 Buy
20348 250mg $49 Buy
20348 500mg $92 Buy

DL-Mevalonolactone Chemical Properties,Uses,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

(±)-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)

Uses

HMG CoA substrate

Uses

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

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

Global( 196)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
airuikechemical co., ltd.
+undefined86-15315557071 sales02@airuikechemical.com China 994 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 290 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
Nanjing jinheyou Trading Co., Ltd.
15705188088 admin@jheyou.com CHINA 1268 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Fuxin Pharmaceutical
+86-021-021-50872116 +8613122107989 contact@fuxinpharm.com China 10297 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hubei Ipure Biology Co., Ltd
+8613367258412 ada@ipurechemical.com China 10326 58

View Lastest Price from DL-Mevalonolactone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mevalonolactone pictures 2024-04-22 Mevalonolactone
674-26-0
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
 DL-Mevalonolactone pictures 2024-04-12 DL-Mevalonolactone
674-26-0
US $0.00-0.00 / g 1g 99.99% 20 tons airuikechemical co., ltd.
DL-Mevalonolactone pictures 2023-11-27 DL-Mevalonolactone
674-26-0
US $0.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
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 > Mevalonolactone, racemic mixture 4-hydroxy-4-methyloxan-2-one 4-Hydroxy-4-methyltetrahydropyran-2-one Hyperpure-MVA 674-26-0 Organic Building Blocks Lactones Metabolomics Metabolic Libraries Lipid Library Building Blocks BioChemical Carbonyl Compounds Heterocycles, Metabolites & Impurities Heterocycles Metabolites & Impurities