(±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on
MEVALONOLACTONE · DL-MEVALONIC ACID LACTONE · 4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one · NSC 90804 · Beta-Hydro · Hyperpure-MVA · DL-MEVALOLACTONE · MEVALONIC LACTONE
Identifikatoren & physikalische Daten
| CAS No. | 674-26-0 |
|---|---|
| Summenformel | C6H10O3 |
| Durchschnittliche Molmasse | 130,14 g/mol |
| Monoisotopische Masse | 130,06299418 g/mol |
| SMILES | CC1(O)CCOC(=O)C1 |
| InChIKey | JYVXNLLUYHCIIH-UHFFFAOYSA-N |
| PubChem CID | 10428 |
| ChEMBL | CHEMBL4758470 |
| ChEBI | CHEBI:95115 |
| EC No. | 211-615-0 |
| DTXSID | DTXSID00964572 |
| Lokaler Name | (±)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-on |
Chemische & physikalische Eigenschaften
| XLogP | -0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 132 |
| Collision Cross Section | 143.67 Ų [M+Na]+ [CCS Type: DTMethod: stepped-field]142.8 Ų [M+Na]+ |
| Schmelzpunkt | 28 °C(lit.) |
| Siedepunkt | 145-150 °C5 mm Hg(lit.) |
| Dichte | 1.1066 (rough estimate) |
| Brechungsindex | n20/D 1.473(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | -20°C |
| Löslichkeit | Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate, Methanol (Slightly) |
| Aggregatzustand | Oil |
| pKa (Säurekonstante) | 13.57±0.20(Predicted) |
| Farbe | Pale Yellow to Dark Brown |
| Merck | 14,6163 |
| BRN | 80960 |
| Stabilität | Hygroscopic |
| Kosmetik-Inhaltsstoffe Funktionen | HUMECTANT |
| InChI | 1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3 |
| InChIKey | JYVXNLLUYHCIIH-UHFFFAOYSA-N |
| SMILES | CC1(O)CCOC(=O)C1 |
| CAS Datenbank | 674-26-0(CAS DataBase Reference) |
| NIST chemische Informationen | Dl-mevalonic acid lactone(674-26-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | Not ClassifiedReported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Not Classified |
| F | 3-10 |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29322090 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
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.
Verwenden
A metabolite from endophytes of the medicinal plant Erythrina crista-galli.