C2648

Cholesterol 5β,6β-epoxide

≥98%

• Synonym(s): 5β,6β-Epoxycholestan-3β-ol
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 4025-59-6
• Molecular Weight: 402.65
• NACRES: NA.28
• PubChem Substance ID: 24892511
• UNSPSC Code: 12352211
• MDL number: MFCD00201258

Properties

• Quality Segment: 100
• assay: ≥98%
• form: powder
• functional group: epoxy
• shipped in: ambient
• storage temp.: room temp
• SMILES string: [H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)[C@]3(O4)[C@H]4C2)([H])CC[C@@]5(C)[C@@]1([H])CC[C@]5([H])[C@]([H])(C)CCCC(C)C
• InChI: 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3
• InChI key: PRYIJAGAEJZDBO-UHFFFAOYSA-N

Description

Application

Cholesterol 5β,6β-epoxide was used to treat PC12 cells or HepG2 and Caco-2 cells to study the effects of cholesterol oxidation.

Biochem/physiol Actions

Cholesterol 5β,6β-epoxide is an oxysterol produced as an oxidation product of cholesterol. Oxysterols are cytotoxic and induce death in monocytes, smooth muscle cells and endothelial cells. The mechanism of apoptosis induced by oxysterols may involve caspases or DNA fragmentation.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Faceshields, Gloves