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 Endogenous agonist for the nuclear receptor LXR. Important metabolite of cholesterol in the brain. Displays neurotoxic effects on human neuroblastoma cells. Cerebrospinal fluid concentrations of 24(S)-hydroxycholesterol are increased in patients with Alzheimer’s disease and mild cognitive impairment.
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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