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Merck
CN

700059P

Avanti

27-羟基胆固醇-d6

Avanti Research - A Croda Brand

别名:

25,26,26,26,27,27-六氘代胆固醇-烯-3-β,27-二醇;27-羟基胆固醇-5-烯-3-醇(d6);111011

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关于此项目

经验公式(希尔记法):
C27H40D6O2
化学文摘社编号:
分子量:
408.69
UNSPSC代码:
41141804
NACRES:
NA.25
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描述

25,26,26,26,27,27-hexadeuterocholest-5-ene-3β,27-diol

方案

>99% (TLC)

表单

powder

包装

pkg of 1 × 1 mg (700059P-1mg)

制造商/商品名称

Avanti Research - A Croda Brand

运输

dry ice

储存温度

−20°C

SMILES字符串

[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)CCC[C@@]([2H])(C([2H])([2H])[2H])C(O)([2H])[2H]

InChI

1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1/i1D3,17D2,18D

InChI key

FYHRJWMENCALJY-UPBLXZCTSA-N

一般描述

27-羟基胆固醇(27-HC)是由胆固醇在肝脏中的甾醇27-羟化酶作用下合成的。在0.15至0.73 μM的循环范围中,它是一种丰富的氧化甾醇。27-HC是胆汁合成的底物。27-羟基胆固醇-d6是27-羟基胆固醇的氘代形式。

应用

27-羟基胆固醇-d6已用于:
  • 心脏线粒体样品同位素稀释质谱分析中的内标物
  • 用作血浆甾醇定量的气相色谱-质谱(GC-MS)中的内标物
  • 作为用于加标血浆样品氘代内标,用于液相色谱和串联质谱(LC-MS-MS)分析

生化/生理作用

27-羟基胆固醇(27-HC)是一种弱肝X受体(LXR)激动剂和选择性雌激素受体调节剂(SERM)。在高胆固醇血症中观察到了27-HC的水平升高。27-HC与乳腺癌肿瘤和胶质母细胞瘤进展有关。27-HC可能有助于治疗非酒精性脂肪性肝炎。27-HC的水平升高与动脉粥样硬化病变相关。

包装

5 mL 棕色玻璃螺旋盖样品瓶(700059P-1mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

No data available

闪点(°C)

No data available


历史批次信息供参考:

分析证书(COA)

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Irundika H K Dias et al.
Redox biology, 16, 139-145 (2018-03-04)
Oxysterols (OHC) are biologically active cholesterol metabolites circulating in plasma that may be formed enzymatically (e.g. 24S-OHC, 25-OHC and 27-OHC) or by autoxidative mechanisms (e.g. 7-ketocholesterol, 7β-OHC and 25-OHC). Oxysterols are more soluble than cholesterol and are reported to exert
Lu Liu et al.
Oncology letters, 18(4), 3623-3629 (2019-10-04)
Glioblastoma is the most frequent primary malignant brain tumor in adults. Oxysterols are oxidation products of cholesterol generated by enzymatic reactions. 27-hydroxycholesterol (27-HC), an oxysterol, is an abundant metabolite of cholesterol. 27-HC significantly accelerates mammary cancer growth, proliferation and progression
Shaneabbas Raza et al.
Cancer cell international, 17, 52-52 (2017-05-16)
For every six men, one will be diagnosed with prostate cancer (PCa) in their lifetime. Estrogen receptors (ERs) are known to play a role in prostate carcinogenesis. However, it is unclear whether the estrogenic effects are mediated by estrogen receptor
Michihisa Umetani et al.
Cell metabolism, 20(1), 172-182 (2014-06-24)
Oxysterols are cholesterol metabolites that serve multiple functions in lipid metabolism, including as liver X receptor (LXR) ligands. 27-hydroxycholesterol (27HC) is an abundant oxysterol metabolized by CYP7B1. How 27HC impacts vascular health is unknown. We show that elevations in 27HC
Di Li et al.
Obesity (Silver Spring, Md.), 26(4), 713-722 (2018-02-25)
Although 27-hydroxycholesterol (27-HC) has been reported as a potent regulator of lipid homeostasis, its role in hepatic lipogenesis remains obscure. The present study was designed to investigate the impact of 27-HC on sterol regulatory element-binding protein 1 (SREBP-1) and hepatic

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