CAS 474-73-7
:24(S)-Hydroxycholesterol
Description:
24(S)-Hydroxycholesterol is a sterol and a derivative of cholesterol, characterized by the presence of a hydroxyl group at the 24th carbon position and a specific stereochemistry at the 3rd position. It plays a crucial role in cholesterol metabolism and is primarily produced in the brain, where it is involved in the regulation of cholesterol homeostasis. This compound is known to influence various biological processes, including neuronal function and the modulation of gene expression related to lipid metabolism. As a signaling molecule, 24(S)-Hydroxycholesterol can cross the blood-brain barrier and is implicated in neuroprotective mechanisms. Its levels can be indicative of certain neurological conditions, making it a potential biomarker for diseases such as Alzheimer's. The substance is soluble in organic solvents and exhibits a relatively low solubility in water, typical of sterols. Its chemical structure and properties allow it to interact with various cellular receptors, influencing lipid metabolism and cellular signaling pathways.
Formula:C27H46O2
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
InChI key:InChIKey=IOWMKBFJCNLRTC-XWXSNNQWSA-N
SMILES:C[C@@]12[C@]([C@]3([C@@]([C@]4(C)C(=CC3)C[C@@H](O)CC4)(CC1)[H])[H])(CC[C@@]2([C@@H](CC[C@@H](C(C)C)O)C)[H])[H]
Synonyms:- (24S)-24-Hydroxycholesterol
- (3beta,24S)-cholest-5-ene-3,24-diol
- (3β,24S)-Cholest-5-ene-3,24-diol
- 24(S)-Hydroxycholesterol
- 24-Hydroxycholesterol
- 24S-Cholest-5-ene-3β,24-diol
- Cerebrosterin
- Cerebrosterol
- Cholest-5-ene-3,24-diol, (3β,24S)-
- Cholest-5-ene-3β,24-diol
- Cholest-5-ene-3β,24β-diol
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Found 5 products.
24(S)-Hydroxycholesterol
CAS:Controlled Product<p>24(S)-Hydroxycholesterol is a cholesterol metabolite that is synthesized by the liver and can be found in human serum. It has been shown to be an important inducer of transcriptional regulation, as it regulates the expression of genes involved in lipid metabolism and inflammatory response. 24(S)-Hydoxycholesterol is also an activator of the peroxisome proliferator-activated receptor (PPAR) and may cause hepatic steatosis. This molecule has potent activity in inducing polymerase chain reaction (PCR) and protein synthesis in neuronal cells, leading to neuronal death. The molecule also induces apoptosis by caspase-independent cell death, which is mediated by mitochondrial membrane potential. 24(S)-Hydoxycholesterol may serve as a biomarker for nonsteroidal anti-inflammatory drugs (NSAIDs), with low potency against these drugs.br></p>Formula:C27H46O2Purity:Min. 95%Color and Shape:PowderMolecular weight:402.65 g/mol
