24(S)-Hydroxycholesterol

Modify Date: 2026-07-11 12:08:58

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

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

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

 24(S)-Hydroxycholesterol Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

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

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

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
InChIKey IOWMKBFJCNLRTC-XWXSNNQWSA-N
SMILES CC(C)C(O)CCC(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C
Storage condition 20°C

 24(S)-HydroxycholesterolBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Increase in light chain 3-GFP+ autophagosome vesicle area per cell in human H4 cells ...
Source: ChEMBL
Target: H4
External Id: CHEMBL937036
Name: Positive allosteric modulation of recombinant human GluN1/GluN2A receptor stably expr...
Source: ChEMBL
Target: Glutamate receptor ionotropic, NMDA 2A
External Id: CHEMBL4408248
Name: Positive allosteric modulation of recombinant human GluN1/GluN2A receptor stably expr...
Source: ChEMBL
Target: Glutamate receptor ionotropic, NMDA 2A
External Id: CHEMBL4408249
Name: Positive allosteric modulation of recombinant human GluN1/GluN2B receptor stably expr...
Source: ChEMBL
Target: Glutamate receptor ionotropic, NMDA 2B
External Id: CHEMBL4408250
Name: Positive allosteric modulation of recombinant human GluN1/GluN2B receptor stably expr...
Source: ChEMBL
Target: Glutamate receptor ionotropic, NMDA 2B
External Id: CHEMBL4408251
Name: Concentration required for half maximal activity was calculated in human nuclear oxys...
Source: ChEMBL
Target: Oxysterols receptor LXR-alpha
External Id: CHEMBL710255
Name: Tested for its ability to activate Liver X receptor-alpha expressed as Relative effic...
Source: ChEMBL
Target: Oxysterols receptor LXR-alpha
External Id: CHEMBL712591
Name: Increase in light chain 3-GFP+ autophagosome vesicle number per cell in human H4 cell...
Source: ChEMBL
Target: H4
External Id: CHEMBL922366
Name: Human Liver X receptor-alpha (1H. Liver X receptor-like receptors)
Source: IUPHAR-DB
Target: Liver X receptor-alpha (1H. Liver X receptor-like receptors) [Homo sapiens]
External Id: 602_Human
Name: Oral bioavailability in rat
Source: ChEMBL
Target: N/A
External Id: CHEMBL5136788
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

24S-hydroxycholesterol
Cholest-5-ene-3,24-diol
cholest-5-en-3beta,24S-diol
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

 24(S)-Hydroxycholesterol | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the boiling point of (24S)-24-hydroxycholesterol?
A: Boiling point of (24S)-24-hydroxycholesterol is 513.1±23.0 °C at 760 mmHg.
Q: What is the SMILES notation of (24S)-24-hydroxycholesterol?
A: SMILES notation of (24S)-24-hydroxycholesterol is CC(C)C(O)CCC(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C.
Q: What is the InChIKey of (24S)-24-hydroxycholesterol?
A: InChIKey of (24S)-24-hydroxycholesterol is IOWMKBFJCNLRTC-XWXSNNQWSA-N.
Q: What is the melting point of (24S)-24-hydroxycholesterol?
A: Melting point of (24S)-24-hydroxycholesterol is 174-176°C (lit.).
Q: What is the Chinese name of 474-73-7?
A: Chinese name of 474-73-7 is cholest-5-ene-3β,24(S)-diol.
Q: What is the CAS number of (24S)-24-hydroxycholesterol?
A: CAS number of (24S)-24-hydroxycholesterol is 474-73-7.
Q: What is the molecular weight of (24S)-24-hydroxycholesterol?
A: Molecular weight of (24S)-24-hydroxycholesterol is 402.653.
Q: What are the storage conditions for (24S)-24-hydroxycholesterol?
A: Storage conditions for (24S)-24-hydroxycholesterol: 20°C.
Q: What is the English name of (24S)-24-hydroxycholesterol?
A: The English name of (24S)-24-hydroxycholesterol is (24S)-24-hydroxycholesterol.
Q: What is the LogP of (24S)-24-hydroxycholesterol?
A: LogP of (24S)-24-hydroxycholesterol is 7.66.

 24(S)-Hydroxycholesterolfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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