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7α-hydroxy-4-Cholesten-3-one Sale

(Synonyms: 7-羟基-4-胆甾烯-3-酮) 目录号 : GC40087

7α-Hydroxy-4-cholesten-3-one是一种由胆固醇合成胆汁酸的中间体,是pregnane X receptor(PXR)激动剂。

7α-hydroxy-4-Cholesten-3-one Chemical Structure

Cas No.:3862-25-7

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1mg
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Sample solution is provided at 25 µL, 10mM.

Description

7α-Hydroxy-4-cholesten-3-one is an intermediate in the synthesis of bile acids from cholesterol and is a PXR agonist [1]. PXR is a member of the nuclear receptor superfamily and plays an important role in inducing the expression of genes related to drug transport and metabolism [2]. 7α-Hydroxy-4-cholesten-3-one is a biomarker for bile acid loss, irritable bowel syndrome, and other diseases related to defects in bile acid biosynthesis [3]. 7α-hydroxy-4-Cholesten-3-one has anti-inflammatory and antioxidant effects [4].

In vitro, 7α-Hydroxy-4-cholesten-3-one (0-15μg/mL; 8, 24 and 48h) treatment reduced the cell viability of HepG2 cells in a time- and concentration-dependent manner. At a concentration of 10μg/mL, 57% and 37% of the cells survived after 24 hours and 48 hours of treatment, respectively [5].

References:
[1] Russell DW. The enzymes, regulation, and genetics of bile acid synthesis. Annu Rev Biochem. 2003;72:137-174.
[2] Cheng J, Shah Y M, Gonzalez F J. Pregnane X receptor as a target for treatment of inflammatory bowel disorders[J]. Trends in pharmacological sciences, 2012, 33(6): 323-330.
[3] Gälman C, et al. Bile acid synthesis in humans has a rapid diurnal variation that is asynchronous with cholesterol synthesis. Gastroenterology. 2005 Nov;129(5):1445-53. 
[4] Bajor A, Kilander A, Gälman C, et al. Budesonide treatment is associated with increased bile acid absorption in collagenous colitis[J]. Alimentary pharmacology & therapeutics, 2006, 24(11‐12): 1643-1649.
[5] Lin R C, Fillenwarth M J, Du X. Cytotoxic effect of 7α-hydroxy-4-cholesten-3-one on HepG2 cells: Hypothetical role of acetaldehyde-modified Δ4-3-ketosteroid-5β-reductase (the 37-kd-liver protein) in the pathogenesis of alcoholic liver injury in the rat[J]. Hepatology, 1998, 27(1): 100-107.

7α-Hydroxy-4-cholesten-3-one是一种由胆固醇合成胆汁酸的中间体,是pregnane X receptor(PXR)激动剂 [1]。PXR是核受体超家族的一员,它在诱导与药物转运和代谢相关的基因表达方面发挥着重要作用 [2]。7α-Hydroxy-4-cholesten-3-one是胆汁酸流失,肠易激综合征和其他与胆汁酸生物合成缺陷有关的疾病的生物标志物 [3]。7α-hydroxy-4-cholesten-3-one具有抗炎和抗氧化作用 [4]

在体外,7α-Hydroxy-4-cholesten-3-one(0-15μg/mL; 8, 24和48h)处理以时间和浓度依赖性降低了HepG2细胞的细胞活力,在10μg/mL浓度下57%和37%的细胞在处理24小时和48小时后仍存活 [5]

实验参考方法

Cell experiment [1]:

Cell lines

HepG2 cells

Preparation Method

HepG2 cells were cultured in Way-mouth’s medium containing 10% FCS. For cytotoxicity test, cells (2×105 cells/well) were seeded into plastic 24-well tissue culture plates. Cells were incubated with 1mL of the medium at 37°C in a tissue culture incubator equilibrated with 95% air and 5% CO2. Fresh culture medium was replenished daily. 7α-Hydroxy-4-cholesten-3-one and other reagents, when indicated, were added to HepG2 cells on the fourth day when cell monolayers became confluent. Control cells received DMSO (10μL/well). Concentrations of reagents, if dissolved in DMSO, were carefully adjusted so that all wells received exactly 10μL of DMSO in total. The plates were then returned to the incubator. Except for the time course studies, cell viability was tested 24 hours after incubation with test reagents. Cell viability was measured by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method.

Reaction Conditions

0-15μg/mL; 8, 24 and 48h

Applications

7α-Hydroxy-4-cholesten-3-one treatment reduced the cell viability of HepG2 cells in a time- and concentration-dependent manner. At a concentration of 10μg/mL, 57% and 37% of the cells still survived after 24 hours and 48 hours of treatment, respectively.

References:
[1] Lin R C, Fillenwarth M J, Du X. Cytotoxic effect of 7?-hydroxy-4-cholesten-3-one on HepG2 cells: Hypothetical role of acetaldehyde-modified ?4-3-ketosteroid-5?-reductase (the 37-kd-liver protein) in the pathogenesis of alcoholic liver injury in the rat[J]. Hepatology, 1998, 27(1): 100-107.

化学性质

Cas No. 3862-25-7 SDF
别名 7-羟基-4-胆甾烯-3-酮
化学名 7α-hydroxy-cholest-4-en-3-one
Canonical SMILES O=C1CC[C@@]2(C)C(C[C@@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C)=C1
分子式 C27H44O2 分子量 400.6
溶解度 DMSO : 100 mg/mL (249.60 mM; Need ultrasonic) 储存条件 Store at -20°C
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1 mM 2.4963 mL 12.4813 mL 24.9626 mL
5 mM 499.3 μL 2.4963 mL 4.9925 mL
10 mM 249.6 μL 1.2481 mL 2.4963 mL
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