474-73-7
Chemical Structure
24(S)-Hydroxycholesterol
Synonym(s): 24S-OHC; 24S-HC; Cerebrosterol
- CAS No.: 474-73-7
- Formula:C27H46O2
- Molecular Weight:402.65
IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S)-5-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: IOWMKBFJCNLRTC-XWXSNNQWSA-N
SMILES: C[C@H](CC[C@H](O)C(C)C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
Biological Activity: 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].
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24(S)-Hydroxycholesterol | 99.75% | 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. | ||||||||||||||||||||
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24(RS)-Hydroxycholesterol-d7 | 99.94% | 24(RS)-Hydroxycholesterol-d7 is the deuterium labeled 24(RS)-Hydroxycholesterol. | ||||||||||||||||||||
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- [1]. Yuki Kimura, et al. Tocopherol suppresses 24(S)-hydroxycholesterol-induced cell death via inhibition of CaMKII phosphorylation. Biochimie. 2018 Oct;153:203-209. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
