24(S)-Hydroxycholesterol
SIGMA/SML1648 - ≥98% (HPLC)
Synonym: 24S-
CAS Number: 474-73-7
Empirical Formula (Hill Notation): C27H46O2
Molecular Weight: 402.65
Linear Formula: C27H46O2
Product Type: Chemical
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This image depicts SML1648-5MG.
This image depicts SML1648-5MG.
| assay | ≥98% (HPLC) |
| color | white to beige |
| form | powder |
| InChI | 1S/C27H46O2/c1-17(2)25(29 |
| InChI key | IOWMKBFJCNLRTC-XWXSNNQWSA |
| optical activity | [α]/D -45 to -52°, c = 1 in chloroform-d |
| Quality Level | 100  |
| SMILES string | O[C@H]1CC[C@@]2([C@@H]3[C |
| solubility | DMSO: 3 mg/mL, clear (warmed) |
| storage condition | desiccated |
| storage temp. | −20°C |
| Biochem/physiol Actions: | 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). |
| Biochem/physiol Actions: | 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. |
| Packaging: | 1, 5 mg in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352211 |