H6891

7β-Hydroxycholesterol

≥95%

• Synonym(s): 5-Cholestene-3β,7β-diol
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 566-27-8
• Molecular Weight: 402.65
• MDL number: MFCD00058406
• UNSPSC Code: 12352211
• PubChem Substance ID: 24895774
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥95%
• form: powder
• functional group: hydroxyl
• shipped in: ambient
• storage temp.: room temp
• SMILES string: [H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=C[C@@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)C
• InChI: 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3
• InChI key: OYXZMSRRJOYLLO-UHFFFAOYSA-N

Description

Application

7β-hydroxycholesterol was used to study oxysterol-induced apoptosis in human endothelial cells.

Biochem/physiol Actions

7β-Hydroxycholesterol is an oxysterol, the enzymatic or non-enzymatic product of cholesterol oxidation. 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. Increased levels of 7β-Hydroxycholesterol correlates with increased risk of cardiovascular diseases including atherosclerosis.

Preparation Note

7β-Hydroxycholesterol yields clear, colorless to faint yellow solution in ethanol, with or without heating.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable