24(S)-Hydroxycholesterol

LXR ligand

Catalog No. SIH-384

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CAS No. 474-73-7
Molecular Formula C27H46O2
SKU: SIH-384 Categories: ,

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SIH-384_24S-Hydroxycholesterol_Chemical_Structure.png
Product Name 24(S)-Hydroxycholesterol
Description

LXR ligand

Purity >98%
CAS No. 474-73-7
Molecular Formula C27H46O2
Molecular Weight 402.7
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Ligand
Solubility Soluble in ethanol (10 mg/ml) or DMSO (10 mg/ml - requires warming up to ~40°C).
Source Synthetic
Appearance White solid
SMILES [C@]24([C@H]([C@@H]1CC=C3[C@@]([C@H]1CC2)(CC[C@H](O)C3)C)CC[C@@H]4[C@@H](CC[C@@H](C(C)C)O)C)C
InChI 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
InChIKey IOWMKBFJCNLRTC-XWXSNNQWSA-N
Safety Phrases Classification: Caution. Substance not yet fully tested.
Safety Phrases:
S22 - Do not breathe dust
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
S24/25 - Avoid contact with skin and eyes
Cite This Product 24(S)-Hydroxycholesterol (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-384)

Biological Description

Alternative Names (3β,24S)-Cholest-5-ene-3,24-diol
Research Areas Cell Signaling
PubChem ID 121948
Scientific Background 24(S)-Hydroxycholesterol is a brain-derived oxysterol and a potent endogenous agonist of liver X receptors (LXRs), which regulate cholesterol homeostasis and inflammatory gene expression in the central nervous system. As a major cholesterol metabolite in the brain, it plays a critical role in maintaining neuronal lipid balance. Elevated levels of 24(S)-hydroxycholesterol in cerebrospinal fluid have been associated with early-stage Alzheimer’s disease and mild cognitive impairment, making it a valuable biomarker for neurodegeneration. Additionally, its neurotoxic effects on neuronal cells underscore its dual role as both a physiological regulator and a potential contributor to disease pathology.
References 1. Chawla A., et al. (2001) Science. 294(5548): 1866-70.
2. Lütjohann D., et al. (1996) Proc. Natl. Acad. Sci. USA. 93(18): 9799-804.
3. Kölsch H., et al. (1999) Brain Res. 818(1): 171-5.
4. Schönknecht P., et al. (2002) Neurosci. Lett. 324(1): 83-5.
5. Leoni V., et al. (2006) Neurosci. Lett. 397(1-2): 83-7.

Product Images

<p>Chemical structure of 24(S)-Hydroxycholesterol (SIH-384), a LXR ligand. CAS #: 474-73-7. Molecular Formula: C27H46O2 . Molecular Weight: 402.7 g/mol.</p>

Chemical structure of 24(S)-Hydroxycholesterol (SIH-384), a LXR ligand. CAS #: 474-73-7. Molecular Formula: C27H46O2 . Molecular Weight: 402.7 g/mol.

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