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squalene oxide

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Also known as 2,3-Oxidosqualene, Squalene-2,3-oxide, 2,3-Edsq, 2,3-Epoxy-2,3-dihydrosqualene, Squalene-2,3-epoxide, squalene epoxide

'(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.

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'(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.

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

Excerpted from Wikipedia’s “squalene oxide” article, available under the CC BY-SA 4.0 licence.