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CAS 2140-46-7

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25-Hydroxycholesterol

Description:
25-Hydroxycholesterol is a sterol and a metabolite of cholesterol, playing a crucial role in various biological processes. It is primarily involved in the regulation of cholesterol homeostasis and has significant implications in immune response and inflammation. This compound is characterized by its hydroxyl group at the 25th carbon position, which distinguishes it from cholesterol and other sterols. It is a white to off-white solid at room temperature and is soluble in organic solvents like ethanol and methanol, but has limited solubility in water. 25-Hydroxycholesterol acts as a signaling molecule, influencing gene expression and cellular functions by activating specific nuclear receptors. Its levels can be indicative of certain physiological states, including cardiovascular health and metabolic disorders. Additionally, it has been studied for its potential roles in various diseases, including atherosclerosis and neurodegenerative conditions. Overall, 25-Hydroxycholesterol is a significant biomolecule with diverse biological activities and implications in health and disease.
Formula:C27H46O2
InChI:InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI key:InChIKey=INBGSXNNRGWLJU-ZHHJOTBYSA-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](CCCC(C)(C)O)C)[H])[H]
Synonyms:
  • (3β)-Cholest-5-ene-3,25-diol
  • 25-Hydroxy-5-cholestene-3β-ol
  • 25-Hydroxycholesterol
  • 5-Cholesten-3β,25-diol
  • Cholest-5-ene-3,25-diol, (3β)-
  • Cholest-5-ene-3β,25-diol
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