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Merck
CN

700019P

Avanti

25-羟基胆固醇

Avanti Research - A Croda Brand

别名:

110816

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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
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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产品名称

25-羟基胆固醇, Avanti Research - A Croda Brand

form

powder

SMILES string

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(O)(C)C)C)(CC3)C)CC=C2C1)C

InChI

1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI key

INBGSXNNRGWLJU-ZHHJOTBYSA-N

description

cholest-5-ene-3β,25-diol

assay

>99% (TLC)

packaging

pkg of 1 × 10 mg (700019P-10mg)
pkg of 1 × 100 mg (700019P-100mg)
pkg of 1 × 5 mg (700019P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

Application


  • Inhibition Mechanism of SARS-CoV-2 Infection by a Cholesterol Derivative, Nat-20(S)-yne: 本研究探讨了与 25-羟基胆固醇相关的胆固醇衍生物如何抑制 SARS-CoV-2 感染,揭示了其在病毒感染治疗应用中的潜在价值(Murae et al., 2024)。

  • 25-hydroxycholesterol promotes proliferation and metastasis of lung adenocarcinoma cells by regulating ERβ/TNFRSF17 axis: 本研究验证了 25-羟基胆固醇在癌症生物学中的作用——特别是在增强肿瘤生长和转移方面——为靶向癌症治疗提供了见解(He et al., 2024)。

  • 25-Hydroxycholesterol regulates lysosome AMP kinase activation and metabolic reprogramming to educate immunosuppressive macrophages: 研究了 25-羟基胆固醇如何影响免疫细胞,重点关注免疫抑制和潜在的抗炎疗法(Xiao et al., 2024)。

General description

25-羟基胆固醇是一种侧链取代的氧化胆固醇。Avanti独特的固醇可在小鼠体内逆转白内障。Gestwicki的团队......最终专注在化合物29上,这是一种天然存在于血液中但不存在于没有血液供应的晶状体中的类固醇。患有年龄相关性和遗传性白内障的小鼠右眼接受了滴眼液治疗,而左眼未接受治疗。当时在密歇根大学主导这项研究的Gestwicki说,经治疗的眼睛在仅仅几周后就明显清晰了。白内障的严重程度以0到4级来衡量,其中4级是最严重的情况。平均而言,此项研究中的小鼠在接受4周的治疗后,白内障的严重程度有大约一级的改善。Science DOI: 10.1126/Science.aad7400 近期研究表明,由微生物抗原所激活的巨噬细胞toll样受体(TLR)可诱导25-羟基胆固醇的合成,而这种氧化胆固醇可抑制IgA的生成。

Packaging

5 mL琥珀色玻璃螺旋盖小瓶(700019P-100mg)
5 mL琥珀色玻璃螺旋盖小瓶(700019P-10mg)
5 mL琥珀色玻璃螺旋盖小瓶(700019P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

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Leah N Makley et al.
Science (New York, N.Y.), 350(6261), 674-677 (2015-11-07)
Cataracts reduce vision in 50% of individuals over 70 years of age and are a common form of blindness worldwide. Cataracts are caused when damage to the major lens crystallin proteins causes their misfolding and aggregation into insoluble amyloids. Using
Jason G Cyster et al.
Nature reviews. Immunology, 14(11), 731-743 (2014-10-18)
Cholesterol and components of the cholesterol biosynthetic pathway have fundamental roles in all mammalian cells. Hydroxylated forms of cholesterol are now emerging as important regulators of immune function. This involves effects on the cholesterol biosynthetic pathway and cell membrane properties
Leyuan Xu et al.
Lipids, 45(9), 821-832 (2010-08-12)
Dysregulation of lipid metabolism is frequently associated with inflammatory conditions. The mechanism of this association is still not clearly defined. Recently, we identified a nuclear oxysterol, 25-hydroxycholesterol-3-sulfate (25HC3S), as an important regulatory molecule involved in lipid metabolism in hepatocytes. The
Anita Wnętrzak et al.
The journal of physical chemistry. B, 124(6), 1104-1114 (2020-01-24)
In this study, 25-hydroxycholesterol (25-OH), a biamphiphilic compound with a wide range of biological activities, has been investigated at the air/water interface. We were interested in how two hydroxyl groups attached at distal positions of the 25-OH molecule (namely, at
David R Bauman et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(39), 16764-16769 (2009-10-07)
25-Hydroxycholesterol is produced in mammalian tissues. The function of this oxysterol is unknown. Here we describe a central role for 25-hydroxycholesterol in regulating the immune system. In initial experiments, we found that stimulation of macrophage Toll-like receptors (TLR) induced expression

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