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H5884

22（S）-羟基胆固醇

Name: 22（S）-羟基胆固醇
Brand: SIGMA

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:

22348-64-7

分子量:

402.65

NACRES:

NA.77

PubChem Substance ID:

24895715

UNSPSC Code:

12352211

MDL number:

MFCD00010476

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属性

assay

≥98% (TLC)

Quality Level

200

form

powder

shipped in

ambient

storage temp.

room temp

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

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

说明

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。

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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)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Autoregulation of the human liver X receptor alpha promoter.

B A Laffitte et al.

Molecular and cellular biology, 21(22), 7558-7568 (2001-10-18)

Previous work has implicated the nuclear receptors liver X receptor alpha (LXR alpha) and LXR beta in the regulation of macrophage gene expression in response to oxidized lipids. Macrophage lipid loading leads to ligand activation of LXRs and to induction

Oxysterols induce differentiation in human keratinocytes and increase Ap-1-dependent involucrin transcription.

K Hanley et al.

The Journal of investigative dermatology, 114(3), 545-553 (2000-02-26)

Ligands and activators of the nuclear hormone receptor superfamily are important in the regulation of epidermal development and differentiation. Previously, we showed that naturally occurring fatty acids, as well as synthetic ligands for the peroxisome proliferator-activated receptor, induce keratinocyte differentiation

Liver X receptor antagonist reduces lipid formation and increases glucose metabolism in myotubes from lean, obese and type 2 diabetic individuals.

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

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全球贸易项目编号

货号	GTIN
H5884-10MG	04061833799895
H5884-5MG	04061833076507