2,3-Oxidosqualene

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2,3-Oxidosqualene
2,3-oxidosqualene.svg
Identifiers
CAS number 7200-26-2
PubChem 5366020
ChemSpider 4517951 YesY
MeSH 2,3-oxidosqualene
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C30H50O
Molar mass 426.717 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

(S)-2,3-Oxidosqualene ((S)-2,3-epoxysqualene) is an intermediate in the synthesis of the cell membrane sterol precursors lanosterol and cycloartenol, as well as saponins. It is formed when squalene is oxidized by the enzyme squalene monooxygenase. 2,3-Oxidosqualene is the substrate of various oxidosqualene cyclases, including lanosterol synthase, which produces lanosterol, a precursor to cholesterol.[1]

The stereoisomer 2,3-(R)-oxidosqualene is an inhibitor of lanosterol synthase.

References[edit]

  1. ^ Abe I. (2007). "Enzymatic synthesis of cyclic triterpenes". Natural Products Reports 24 (6): 1311–31. doi:10.1039/b616857b. PMID 18033581. 

External links[edit]