Description | (S)-2,3-Epoxysqualene, also known as 2,3-oxidosqualene or (S)-squalene-2,3-epoxide, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, (S)-2,3-epoxysqualene is considered to be an isoprenoid lipid molecule. (S)-2,3-Epoxysqualene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (S)-2,3-Epoxysqualene is an intermediate in the biosynthesis of terpenoid. It is a substrate for squalene monooxygenase and lanosterol synthase. |
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Structure | CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C InChI=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+/t29-/m0/s1 |
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Synonyms | Value | Source |
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(3S)-2,3-Dihydro-2,3-epoxysqualene | ChEBI | (3S)-2,3-Epoxy-2,3-dihydrosqualene | ChEBI | (S)-2,3-Dihydro-2,3-epoxysqualene | ChEBI | (S)-2,3-Epoxy-2,3-dihydrosqualene | ChEBI | (S)-2,3-Oxidosqualene | ChEBI | (S)-Squalene-2,3-epoxide | ChEBI | 2,3-EDSQ | ChEBI | 2,3-Epoxisqualene | ChEBI | 2,3-Oxidosqualene | ChEBI | Oxidosqualene | ChEBI | Squalene 2,3-epoxide | ChEBI | Squalene 2,3-oxide | ChEBI | 2,3-Epoxy-2,3-dihydrosqualene | HMDB | 2,3-Oxidosqualene, (R)-isomer | HMDB | 2,3-Oxidosqualene, (R-(all-e))-isomer | HMDB | 2,3-Oxidosqualene, (all-e)-(+-)-isomer | HMDB | Squalene monohydroperoxide | HMDB | Squalene-2,3-epoxide | HMDB | (3S)-Oxidosqualene | HMDB | 2,3-Oxidosqualene, (S-(all-e))-isomer | HMDB | Squalene-2,3-oxide | HMDB | 2,3-Oxidosqualene, (S)-isomer | HMDB | Squslene oxide | HMDB | Squalene peroxide | HMDB | (3S)-2,3-Epoxysqualene | HMDB | (3S)-2,3-Oxidosqualene | HMDB | (3S)-Squalene-2,3-epoxide | HMDB | (S)-Squalene 2,3-epoxide | HMDB | 2,3(S)-Oxidosqualene | HMDB | 3(S)-Oxidosqualene | HMDB | Squalene 2,3(S)-oxide | HMDB | (3R,S)-Oxidosqualene | HMDB | (R,S)-Squalene 2,3-epoxide | HMDB | (RS)-2,3-Epoxy-2,3-dihydrosqualene | HMDB | (±)-2,3-epoxysqualene | HMDB | (±)-squalene oxide | HMDB | 2,3-Epoxysqualene | HMDB | Squalene epoxide | HMDB | Squalene oxide | HMDB | (3S)-2,2-Dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethyl-3,7,11,15,19-heneicosapentaen-1-yl]oxirane | HMDB | (S)-2,3-Epoxysqualene | HMDB |
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IUPAC Name | (3S)-2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane |
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InChI Identifier | InChI=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+/t29-/m0/s1 |
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