24(S)-Hydroxycholesterol

Modify Date: 2024-01-05 18:39:40

24(S)-Hydroxycholesterol Structure
24(S)-Hydroxycholesterol structure
Common Name 24(S)-Hydroxycholesterol
CAS Number 474-73-7 Molecular Weight 402.653
Density 1.0±0.1 g/cm3 Boiling Point 513.1±23.0 °C at 760 mmHg
Molecular Formula C27H46O2 Melting Point 174-176°C (lit.)
MSDS N/A Flash Point 213.5±17.2 °C

 Use of 24(S)-Hydroxycholesterol


24(S)-Hydroxycholesterol (24S-OHC), the major brain cholesterol metabolite, plays an important role to maintain homeostasis of cholesterol in the brain. 24(S)-Hydroxycholesterol (24S-OHC) is one of the most efficient endogenous LXR agonist known and is present in the brain and in the circulation at relatively high levels. 24(S)-Hydroxycholesterol (24S-OHC) is a very potent, direct, and selective positive allosteric modulator of NMDARs with a mechanism that does not overlapthat of other allosteric modulators[1][2][3].

 Names

Name (24S)-24-hydroxycholesterol
Synonym More Synonyms

 24(S)-Hydroxycholesterol Biological Activity

Description 24(S)-Hydroxycholesterol (24S-OHC), the major brain cholesterol metabolite, plays an important role to maintain homeostasis of cholesterol in the brain. 24(S)-Hydroxycholesterol (24S-OHC) is one of the most efficient endogenous LXR agonist known and is present in the brain and in the circulation at relatively high levels. 24(S)-Hydroxycholesterol (24S-OHC) is a very potent, direct, and selective positive allosteric modulator of NMDARs with a mechanism that does not overlapthat of other allosteric modulators[1][2][3].
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. Yuki Kimura, et al. Tocopherol suppresses 24(S)-hydroxycholesterol-induced cell death via inhibition of CaMKII phosphorylation. Biochimie. 2018 Oct;153:203-209.

[2]. M Shafaati, et al. Enhanced production of 24S-hydroxycholesterol is not sufficient to drive liver X receptor target genes in vivo. J Intern Med. 2011 Oct;270(4):377-87.

[3]. Steven M Paul, et al. The major brain cholesterol metabolite 24(S)-hydroxycholesterol is a potent allosteric modulator of N-methyl-D-aspartate receptors. J Neurosci. 2013 Oct 30;33(44):17290-300.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 513.1±23.0 °C at 760 mmHg
Melting Point 174-176°C (lit.)
Molecular Formula C27H46O2
Molecular Weight 402.653
Flash Point 213.5±17.2 °C
Exact Mass 402.349792
PSA 40.46000
LogP 7.66
Vapour Pressure 0.0±3.0 mmHg at 25°C
Index of Refraction 1.536
Storage condition 20°C

 Synonyms

24S-hydroxycholesterol
Cholest-5-ene-3,24-diol
cholest-5-en-3beta,24S-diol
Cholest-5-ene-3,24-diol, (3β,24S)-
cholest-5-ene-3b,24a-diol
(3b,24S)-Cholest-5-ene-3,24-diol
24(S)-hydroxycholesterol
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
(3β,24S)-Cholest-5-ene-3,24-diol
24S-Cholest-5-ene-3b,24-diol
24S-OHC
Cerebrosterol
24-hydroxycholesterol
24S-Hydroxy-cholesterol