Product Introduction
Alkaline hydrolysis of mevalonolactone gives mevalonate. Mevalonate is a precursor of farnesyl and geranylgeranyl pyrophosphates. These pyrophosphates are required for protein prenylation.
Application
(±)-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)
| Sonrisas canónicas | CC1(CCOC(=O)C1)O |
|---|---|
| IUPAC Name | 4-hydroxy-4-methyloxan-2-one |
| InChIKey | JYVXNLLUYHCIIH-UHFFFAOYSA-N |
| INCHI | 1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3 |
| Isómeros SMILES | CC1(CCOC(=O)C1)O |
| Peso molecular | 130.14 |
| Reaxy-Rn | 80960 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=80960&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Lactones |
| Subclass | Delta valerolactones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Delta valerolactones |
| Alternative Parents | Oxanes Tertiary alcohols Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Delta_valerolactone - Delta valerolactone - Oxane - Tertiary alcohol - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. |
| External Descriptors | Lactones |
| Sensibilidad | Moisture & heat sensitive |
|---|---|
| Índice de refracción | 1.48 |
| Punto de inflamación (°F) | 235.4 °F |
| Punto de inflamación (°C) | 113 °C |
| Punto de ebullición (°C) | 150 °C/5 mmHg |
| Punto de fusión (°C) | 28 °C |
| Peso molecular | 130.139 g/mol |
| XLogP3 | -0.300 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 130.063 Da |
| Monoisotopic Mass | 130.063 Da |
| Topological Polar Surface Area | 46.500 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 132.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
