2,3-Oxidosqualene

changed changed 477210642 2,3-oxidosqualene.svg 300px 2,2-Dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane Squalene oxide2,3-Squalene oxideSqualene epoxideSqualene-2,3-epoxide 1/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+ QYIMSPSDBYKPPY-BANQPHDMBU CC(=CCC/C(=C/CC/C(=C/CC/C=C(\C)/CC/C=C(\C)/CCC1C(O1)(C)C)/C)/C)C correct chemspider 1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+ correct chemspider QYIMSPSDBYKPPY-BANQPHDMSA-N correct CAS 7200-26-2 correct FDA 2Y5JJZ8E4W 5366020 changed EBI 78662 correct chemspider 4517951 O1C(C)(C)C1CC/C(=C/CC/C(=C/CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C)C 2,3-oxidosqualene C30H50O 426.717 g/mol (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.Abe I. 2007 Enzymatic synthesis of cyclic triterpenes Natural Product Reports 24 1311–31 18033581 10.1039/b616857b 6 The stereoisomer (R)-2,3-oxidosqualene is an inhibitor of lanosterol synthase. References External links Oxidosqualene cyclase, PDB December 2007 Molecule of the Month Category:Epoxides Category:Triterpenes Category:Polyenes