Introduction:Basic information about CAS 474-73-7|24(S)-Hydroxycholesterol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 24(S)-Hydroxycholesterol |
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| CAS Number | 474-73-7 | Molecular Weight | 402.653 |
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| Density | 1.0±0.1 g/cm3 | Boiling Point | 513.1±23.0 °C at 760 mmHg |
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| Molecular Formula | C27H46O2 | Melting Point | 174-176°C (lit.) |
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| MSDS | / | Flash Point | 213.5±17.2 °C |
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Names
| Name | (24S)-24-hydroxycholesterol |
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| Synonym | More Synonyms |
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24(S)-Hydroxycholesterol BiologicalActivity
| 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]. |
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| Related Catalog | Signaling Pathways >>Neuronal Signaling >>iGluRSignaling Pathways >>Metabolic Enzyme/Protease >>LXRResearch Areas >>Metabolic DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluR |
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| Target | Human Endogenous Metabolite |
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| 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. |
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Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
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| Boiling Point | 513.1±23.0 °C at 760 mmHg |
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| Melting Point | 174-176°C (lit.) |
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| Molecular Formula | C27H46O2 |
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| Molecular Weight | 402.653 |
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| Flash Point | 213.5±17.2 °C |
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| Exact Mass | 402.349792 |
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| PSA | 40.46000 |
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| LogP | 7.66 |
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| Vapour Pressure | 0.0±3.0 mmHg at 25°C |
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| Index of Refraction | 1.536 |
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| InChIKey | IOWMKBFJCNLRTC-XWXSNNQWSA-N |
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| SMILES | CC(C)C(O)CCC(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C |
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| Storage condition | 20°C |
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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 |