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
• NACRES: NA.77
• PubChem Substance ID: 24895774
• UNSPSC Code: 12352211
• MDL number: MFCD00058406

Properties

• Quality Segment: 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.[1]

Biochem/physiol Actions

7β-Hydroxycholesterol is an oxysterol, the enzymatic or non-enzymatic product of cholesterol oxidation.[2] 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.[3] Increased levels of 7β-Hydroxycholesterol correlates with increased risk of cardiovascular diseases including atherosclerosis.[4]

Preparation Note

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable