H5884
22（S）-羟基胆固醇
别名:
22β-羟基胆固醇, 5-胆甾烯-3β,22（S）-二醇
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关于此项目
经验公式（希尔记法）:
C27H46O2
化学文摘社编号:
分子量:
402.65
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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
SMILES string
[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)[C@@H](O)CCC(C)C
InChI key
RZPAXNJLEKLXNO-QUOSNDFLSA-N
assay
≥98% (TLC)
form
powder
shipped in
ambient
storage temp.
room temp
Quality Level
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Application
使用 22（S）-羟基胆固醇处理人肝癌细胞，以研究通过肝脏 X 受体介导的基因调控对胆固醇的调节。
Biochem/physiol Actions
22（S）-羟基胆固醇通过作用于肝 X 受体来调节脂质和葡萄糖的代谢。它具有减少脂肪生成和减少脂质在肝细胞、肌管和非脂肪组织中积累的潜力。
Preparation Note
浓度为 20 mg/ml 的 22（S）-羟基胆固醇在氯仿中生成澄清、无色的溶液。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Eili Tranheim Kase et al.
Biochimica et biophysica acta, 1761(12), 1515-1522 (2006-10-24)
The nuclear liver X receptors (LXRalpha and beta) are regulators of lipid and cholesterol metabolism. Oxysterols are known LXR ligands, but the functional role of hydroxycholesterols is at present unknown. In human myotubes, chronic exposure to the LXR ligand T0901317
E T Kase et al.
Diabetologia, 50(10), 2171-2180 (2007-07-31)
Liver X receptors (LXRs) play important roles in lipid and carbohydrate metabolism. The purpose of the present study was to evaluate effects of the endogenous LXR agonist 22-R-hydroxycholesterol (22-R-HC) and its stereoisomer 22-S-hydroxycholesterol (22-S-HC), in comparison with the synthetic agonist
Lourdes Cruz-Garcia et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 160(2), 125-136 (2011-06-04)
The liver X receptor (LXR) has recently been described in salmonids. In mammals, this receptor is already known as a transcriptional factor that regulates diverse aspects of cholesterol, fatty acid and carbohydrate metabolism in various tissues, including muscle. Here we
R C Tuckey
The Journal of steroid biochemistry and molecular biology, 42(8), 883-890 (1992-09-01)
The side-chain cleavage of cholesterol by cytochrome P-450scc in mitochondria from the human placenta was studied using hydroxycholesterol substrates and intermediates of the reaction. 25-Hydroxycholesterol inhibited 3 beta-hydroxy-5-pregnen-20-one (pregnenolone) production by placental mitochondria. It was converted to pregnenolone at a
Tatsuhiko Adachi et al.
Molecular pharmaceutics, 6(6), 1678-1688 (2009-07-11)
Human ATP-binding cassette (ABC) transporter ABCC2 (cMOAT/MRP2) plays a crucial role in the hepatobiliary transport of sulfate-, glucuronide-, and glutathione-conjugated metabolites as well as a variety of amphiphilic organic anions derived from hepatic metabolism. Molecular mechanisms underlying the induction of
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