(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on

DL-Mevalonolactone Struktur
674-26-0
CAS-Nr.
674-26-0
Bezeichnung:
(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on
Englisch Name:
DL-Mevalonolactone
Synonyma:
NSC 90804;Beta-Hydro;Hyperpure-MVA;MEVALONOLACTONE;DL-MEVALOLACTONE;MEVALONIC LACTONE;DL-MEVALONOLACTONE;(+/-)-MEVALONOLACTONE;DL-Mevalonolactone >DL-MEVALONIC ACID LACTONE
CBNumber:
CB0377087
Summenformel:
C6H10O3
Molgewicht:
130.14
MOL-Datei:
674-26-0.mol

(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on Eigenschaften

Schmelzpunkt:
28 °C(lit.)
Siedepunkt:
145-150 °C5 mm Hg(lit.)
alpha 
-1.0~+1.0°(20℃/D)(c=5, C2H5OH)
Dichte
1.1066 (rough estimate)
Brechungsindex
n20/D 1.473(lit.)
Flammpunkt:
>230 °F
storage temp. 
-20°C
Löslichkeit
Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate, Methanol (Slightly)
Aggregatzustand
Oil
pka
13.57±0.20(Predicted)
Farbe
Pale Yellow to Dark Brown
Merck 
14,6163
BRN 
80960
Stabilität:
Hygroscopic
InChIKey
JYVXNLLUYHCIIH-UHFFFAOYSA-N
CAS Datenbank
674-26-0(CAS DataBase Reference)
NIST chemische Informationen
Dl-mevalonic acid lactone(674-26-0)

Sicherheit

WGK Germany  3
3-10
HS Code  29322090

(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

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.

Chemische Eigenschaften

Pale Yellow Oil

Verwenden

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

Allgemeine Beschreibung

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

läuterung methode

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.]

(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 197)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
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+undefined86-15315557071
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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

674-26-0((±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on)Verwandte Suche:


  • 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
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