SML1648

24(S)-Hydroxycholesterol

≥98% (HPLC)

• Sinónimos: 24S-Hydroxycholesterol, 5-Cholesten-3β,24(S)-diol, Cerebrosterin, Cerebrosterol, Cholest-5-ene-3β,24-diol
• Fórmula empírica (notación de Hill): C₂₇H₄₆O₂
• Número de CAS: 474-73-7
• Peso molecular: 402.65
• Código UNSPSC: 12352211
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Análisis: ≥98% (HPLC)
• formulario: powder
• actividad óptica: [α]/D -45 to -52°, c = 1 in chloroform-d
• condiciones de almacenamiento: desiccated
• color: white to beige
• solubilidad: DMSO: 3 mg/mL, clear (warmed)
• temp. de almacenamiento: −20°C
• InChI: 1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1
• Clave InChI: IOWMKBFJCNLRTC-XWXSNNQWSA-N

Descripción

Acciones bioquímicas o fisiológicas

24(S)-Hydroxycholesterol is the major brain metabolite formed from cholesterol in the brain and is important for brain cholesterol homeostasis in addition to being an an endogenous agonist of the nuclear liver X receptors (LXRs). Impairment of brain cholesterol metabolism has been associated with several neurodegenerative diseases, including multiple sclerosis, Alzheimer′s, and Huntington diseases. The exact role role of 24(S)-Hydroxycholesterol is unclear, and it may have differing effects depending on concentration. Low concentrations can protect neuronal cells against oxidative stress, while high concentrations induce necroptosis-like neuronal cell death. 24(S)-Hydroxycholesterol has also been found to be a potent allosteric modulator of N-methyl-d-aspartate receptors, potentiating NMDAR-mediated EPSCs in rat hippocampal neurons with an EC₅₀ of 1.2 μM.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable