22(S)-hydroxy Cholesterol

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Cat No: 21399

Biochemicals - Lipids

22(S)-hydroxy Cholesterol is a synthetic oxysterol and a modulator of the liver X receptor (LXR).{41628} It prevents monocyte chemoattractant protein 1 (MCP-1) expression induced by the LXR agonist GW 3965 (Item No. 10054) in primary hepatocytes and d...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

cholest-5-ene-3?,22S-diol

Correlated keywords:

17954-99-3 70813-74-0 lipogenesis hydroxycholesterol narthesterol GW3965 CD-36 ACSL-1 SCD1 RXR MCP1 CCR-2 FAS

Product Overview:
22(S)-hydroxy Cholesterol is a synthetic oxysterol and a modulator of the liver X receptor (LXR).{41628} 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.{41629} 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.{41628} 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.{41628,41629} 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.{41630}

Size	1 mg
Shipping	dry ice
CAS Number	22348-64-7
Molecular Formula	C₂₇H₄₆O₂
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]
Molecular Weight	402,7
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2937.29
UNSPSC code	12352100

Technical File

MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

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ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.