Synonym: (S)-2,3-Epoxy-2,3-dihydrosqualene; (S)-22,23-Epoxy-2,6,10,15,19,23-hexamethyl-2,6,10,14,18-tetracosapentaene; (S)-Squalene 2,3-epoxide; (S)-Squalene 2,3-oxide
CAS Number: 54910-48-4
Empirical Formula (Hill Notation): C30H50O
Molecular Weight: 426.72
MDL Number: MFCD28100799
Linear Formula: C30H50O
Product Type: Chemical
| assay |
≥97.5% (HPLC) |
| form |
liquid |
| 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 |
| InChI key |
QYIMSPSDBYKPPY-RSKUXYSASA-N |
| optical purity |
enantiomeric excess: ≥90.0% |
| Quality Level |
100  |
| SMILES string |
CC1(C)O[C@H]1CC/C(C)=C/CC/C(C)=C/CC/C=C(C)/CC/C=C(C)/CCC=C(C)C |
| storage temp. |
−20°C |
| suitability |
conforms to structure for Proton NMR spectrum |
| Application: |
- Schizophrenic behavior of 2,3-Oxidosqualene Sterol Cyclase from pig liver towards 2,3-oxidosqualene analogues. Alain Krief and colleagues discuss the variable catalytic behaviors of oxidosqualene cyclase when interacting with different oxidosqualene analogues, suggesting implications for sterol production efficiency and specificity (Krief et al., 2021
 ).
|
| Biochem/physiol Actions: |
(S)-2,3-Epoxysqualene is an intermediate of many metabolic pathways such as the steroid biosynthesis, sesquiterpenoid and triterpenoid biosynthesis, biosynthesis of plant secondary metabolites, biosynthesis of terpenoids and steroids, biosynthesis of plant hormones, biosynthesis of secondary metabolites, and biosynthesis of antibiotics. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥97.5% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352204 |
