Description
2,3,22,23-Dioxidosqualene (CAS No. 31063-19-1) is a high-purity, specialized biochemical compound with the molecular formula C30H50O2. This epoxide derivative of squalene is widely utilized in pharmaceutical research, particularly in studies related to cholesterol biosynthesis and enzyme inhibition. The compound is provided as a mixture of diastereomers, ensuring versatility for various experimental applications. With a defined structure featuring two oxirane rings, it serves as a critical intermediate in the synthesis of bioactive molecules and sterol precursors. Our product undergoes rigorous quality control, including HPLC and NMR analysis, to guarantee >95% purity, making it ideal for sensitive research applications. Available in amber vials under inert gas to ensure stability, this compound is a must-have for researchers exploring lipid metabolism and oxidative pathways.
Properties
- CAS Number: 31063-19-1
- Complexity: 655
- IUPAC Name: 3-[(3E,7E,11E,15E)-18-(3,3-dimethyloxiran-2-yl)-3,7,12,16-tetramethyl-octadeca-3,7,11,15-tetraenyl]-2,2-dimethyl-oxirane
- InChI: InChI=1S/C30H50O2/c1-23(15-11-17-25(3)19-21-27-29(5,6)31-27)13-9-10-14-24(2)16-12-18-26(4)20-22-28-30(7,8)32-28/h13-14,17-18,27-28H,9-12,15-16,19-22H2,1-8H3/b23-13+,24-14+,25-17+,26-18+
- InChI Key: KABSNIWLJXCBGG-TXLDAEQNSA-N
- Exact Mass: 442.381080833
- Molecular Formula: C30H50O2
- Molecular Weight: 442.7
- SMILES: C/C(=CCC/C=C(/CC/C=C(/CCC1OC1(C)C)C)C)/CC/C=C(/CCC2OC2(C)C)C
- Topological: 25.1
- Monoisotopic Mass: 442.381080833
- Synonyms: 31063-19-1, 2,3,22,23-Dioxidosqualene, Squalene 2,3,22,23-dioxide, Squalene-2,3-22,23-dioxide, 14031-39-1, Oxirane, 2,2′-(3,7,12,16-tetramethyl-3,7,11,15-octadecatetraene-1,18-diyl)bis(3,3-dimethyl-, dioxidosqualene, 2,3,22,23-DIOXIDOSQUALENE (MIXTURE OF DIASTEREOMERS), 3-[(3E,7E,11E,15E)-18-(3,3-dimethyloxiran-2-yl)-3,7,12,16-tetramethyloctadeca-3,7,11,15-tetraenyl]-2,2-dimethyloxirane, CHEMBL21409, Squalene 2,3:22,23-Dioxide, 2,3:22,23-Dioxidosqualene; Squalene 2,3:22,23-Diepoxide; (all-E)-2,3:22,23-Diepoxy-2,6,10,15,19,23-hexamethyl-6,10,14,18-tetracosatetraene; 2,2′-(3,7,12,16-Tetramethyl-3,7,11,15-octadecatetraene-1,18-diyl)bis[3,3-dimethyl-oxirane], BDBM50280128, G79181, 3-[18-(3,3-dimethyl-2-oxiranyl)-3,7,12,16-tetramethyl-(3E,7E,11E,15E)-3,7,11,15-octadecatetraenyl]-2,2-dimethyloxirane
2,3,22,23-Dioxidosqualene is primarily used in biochemical research to investigate the enzymatic conversion of squalene to lanosterol, a key step in cholesterol biosynthesis. It acts as a substrate analog for squalene epoxidase and oxidosqualene cyclase studies. Researchers also employ it to explore its potential as an inhibitor in sterol pathway modulation. Its stability and reactivity make it valuable for in vitro assays and mechanistic studies.
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