Product Name :
22(R)-hydroxycholesterol (CAS 17954-98-2)
Synonym :
5-Cholestene-3β,22(R)-diol
Application :
22(R)-hydroxycholesterol is an endogenous LXR agonist
CAS:
17954-98-2
Purity:
>98%
Molecular Weight:
402.65
Formula :
C27H46O2
Physical state:
Solid
solubility :
Soluble in chloroform (20 mg/ml), water (0.5 mg/ml at 25.0° C), ethanol (~20 mg/ml), DMSO (~0.1 mg/ml), and DMF (~2 mg/ml).
Shipping Condition :
Store at -20° C
Melting point:
186.51° C (Predicted)
SMILES:
C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)[C@@H](CCC(C)C)O
References:
:Expression of sterol regulatory element-binding protein 1c (SREBP-1c) mRNA in rat hepatoma cells requires endogenous LXR ligands. | DeBose-Boyd, RA., et al. 2001. Proc Natl Acad Sci U S A. 98: 1477-82. PMID: 11171976Regulation of cholesterol 7alpha-hydroxylase gene (CYP7A1) transcription by the liver orphan receptor (LXRalpha). | Chiang, JY., et al. 2001. Gene. 262: 257-65. PMID: 11179691Liver X receptor activators display anti-inflammatory activity in irritant and allergic contact dermatitis models: liver-X-receptor-specific inhibition of inflammation and primary cytokine production. | Fowler, AJ., et al. 2003. J Invest Dermatol. 120: 246-55. PMID: 12542530CYP3A induction by liver x receptor ligands in primary cultured rat and mouse hepatocytes is mediated by the pregnane X receptor. | Shenoy, SD., et al. 2004. Drug Metab Dispos. 32: 66-71. PMID: 14709622Evaluation of the role of FSH in regulation of Leydig cell function during different stages of its differentiation.Price of 2410440-12-7 | Sriraman, V.2-(2,2-Difluorocyclopropyl)acetic acid structure and Jagannadha Rao, A.PMID:33539850 2004. Mol Cell Endocrinol. 224: 73-82. PMID: 15353182Discovery and development of dimeric podocarpic acid leads as potent agonists of liver X receptor with HDL cholesterol raising activity in mice and hamsters. | Singh, SB., et al. 2005. Bioorg Med Chem Lett. 15: 2824-8. PMID: 15911262Suppression of inducible nitric oxide synthase and cyclooxygenase-2 gene expression by 22(R)-hydroxycholesterol requires de novo protein synthesis in activated macrophages. | Yasuda, T., et al. 2005. J Steroid Biochem Mol Biol. 97: 376-83. PMID: 16146692HPLC separation and determination of 12 cholesterol oxidation products in fish: comparative study of RI, UV, and APCI-MS detectors. | Saldanha, T., et al. 2006. J Agric Food Chem. 54: 4107-13. PMID: 1675633322-Hydroxycholesterols regulate lipid metabolism differently than T0901317 in human myotubes. | Kase, ET., et al. 2006. Biochim Biophys Acta. 1761: 1515-22. PMID: 17055780Liver X receptor antagonist reduces lipid formation and increases glucose metabolism in myotubes from lean, obese and type 2 diabetic individuals. | Kase, ET., et al. 2007. Diabetologia. 50: 2171-80. PMID: 1766100822(R)-hydroxycholesterol and pioglitazone synergistically decrease cholesterol ester via the PPAR gamma -LXR alpha -ABCA1 pathway in cholesterosis of the gallbladder. | Wang, JM., et al. 2014. Biochem Biophys Res Commun. 447: 152-7. PMID: 24704452[The role of gonadotropins, cyclic AMP, 22-R-hydroxycholesterol and cofactors in regulating endocrine functions of the Leydig cells in rats. II. Effects of LH, hCG, dbcAMP, 22-R-OH-cholesterol and cofactors on the synthesis of pregnenolone and testosterone in the interstitial gland of rats]. | Grochowski, D. and Szamatowicz, M. 1989. Ginekol Pol. 60: 246-51. PMID: 256135922(R)-hydroxycholesterol induces HuR-dependent MAP kinase phosphatase-1 expression via mGluR5-mediated Ca(2+)/PKC alpha signaling. | Kim, H., et al. 2016. Biochim Biophys Acta. 1859: 1056-70. PMID: 2720696622(R)-hydroxycholesterol for dopaminergic neuronal specification of MSCs and amelioration of Parkinsonian symptoms in rats. | Singh, M., et al. 2021. Cell Death Discov. 7: 13. PMID: 33454721