A synthetic oxysterol and LXR modulator
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22(S)-hydroxy Cholesterol

Item No. 21399

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-ene-3β,22S-diol
CAS Number
22348-64-7
Synonyms
  • 22β-hydroxy Cholesterol
Molecular Formula
C27H46O2
Formula Weight
402.7
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 0.1 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4([C@@H]([C@@H](O)CCC(C)C)C)[H]
InChi Code
InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25-,26-,27+/m0/s1
InChi Key
RZPAXNJLEKLXNO-QUOSNDFLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $42

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    5 mg

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    10 mg

    $283

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    Product Description

    22(S)-hydroxy Cholesterol is a synthetic oxysterol and a modulator of the liver X receptor (LXR).1 It prevents monocyte chemoattractant protein 1 (MCP-1) expression induced by the LXR agonist GW 3965 (Item No. 10054) in primary hepatocytes and downregulates mRNA expression of the LXR target genes CD36, ACSL1, and SCD-1 in human myotubes.2 It decreases triacylglycerol and diacylglycerol synthesis from labeled palmitate and acetate, respectively, in human myoblasts by 50% when used at a concentration of 10 µM.1 22(S)-hydroxy Cholesterol also reduces fatty acid synthase (FASN) reporter activity through an LXR response element in the promoter region in COS-1 cells transfected with RXRα and LXRα and decreases the expression of MCP-1 and CCR2 in a mouse model of chronic ethanol consumption.1,2 Dietary supplementation of 22(S)-hydroxy cholesterol (30 mg/kg per day) leads to less body weight gain and lower liver triacylglycerol levels in rats when fed either a regular chow or high-fat diet as well as prevents an increase in plasma triacylglycerol levels resulting from a high-fat diet.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kase, E.T., Andersen, B., Nebb, H.I., et al. 22-Hydroxycholesterols regulate lipid metabolism differently than T0901317 in human myotubes. Biochim. Biophys. Acta 1761(12), 1515-1522 (2006).

    2. Na, T.-Y., Han, Y.-H., Ka, N.-L., et al. 22-S-Hydroxycholesterol protects against ethanol-induced liver injury by blocking the auto/paracrine activation of MCP-1 mediated by LXRα. J. Pathol. 235(5), 710-720 (2015).

    3. Kase, E.T., Nikolić, N., Pettersen Hessvik, N., et al. Dietary supplementation with 22-S-hydroxycholesterol to rats reduces body weight gain and the accumulation of liver triacylglycerol. Lipids 47(5), 483-493 (2012).