 | |
| Names | |
|---|---|
| Preferred IUPAC name 2,2-Dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane | |
| Other names Squalene oxide 2,3-Squalene oxide Squalene epoxide Squalene-2,3-epoxide | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider |
|
| MeSH | 2,3-oxidosqualene |
| UNII | |
| |
| |
| Properties | |
| C30H50O | |
| Molar mass | 426.717 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
(S)-2,3-Oxidosqualene ((S)-2,3-epoxysqualene) is an intermediate in the synthesis of thecell membranesterolprecursorslanosterol andcycloartenol, as well assaponins. It is formed whensqualene isoxidized by the enzymesqualene monooxygenase. 2,3-Oxidosqualene is thesubstrate of variousoxidosqualene cyclases, includinglanosterol synthase, which produceslanosterol, a precursor tocholesterol.[1]
Thestereoisomer (R)-2,3-oxidosqualene is an inhibitor of lanosterol synthase.
