C2394

5-Cholesten-3β-ol-7-one

≥90%

• Synonym(s): 3β-Hydroxy-5-cholesten-7-one, 7-Ketocholesterol
• Empirical Formula (Hill Notation): C₂₇H₄₄O₂
• CAS Number: 566-28-9
• Molecular Weight: 400.64
• NACRES: NA.77
• PubChem Substance ID: 24892324
• UNSPSC Code: 41141804
• MDL number: MFCD00010474

Properties

• biological source: synthetic (organic)
• Quality Segment: 200
• assay: ≥90%
• form: powder
• functional group: ketone
• shipped in: ambient
• storage temp.: room temp
• SMILES string: C[C@]12CC[C@@]([C@](CC[C@H](O)C3)(C)C3=CC4=O)([H])[C@]4([H])[C@]1([H])CC[C@]2([H])[C@]([H])(C)CCCC(C)C
• InChI: 1S/C27H44O2/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/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1
• InChI key: YIKKMWSQVKJCOP-ABXCMAEBSA-N

Description

Application

5-Cholesten-3β-ol-7-one was used as a standard in the determination of cholesterol derivatives by GC-MS[1] and HPLC.[2]

Biochem/physiol Actions

5-Cholesten-3β-ol-7-one is a cholesterol derivative that decreases the membrane potential of lipid bilayers. It reportedly accumulates in atherosclerotic plaques that leads to apoptosis of vascular cells.[3]

Preparation Note

5-Cholesten-3β-ol-7-one yields clear to slightly hazy, colorless to faint yellow solution in chloroform at 250 mg/5 ml.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)