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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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About This Item

经验公式（希尔记法）:
C27H40D6O2
CAS号:
1246302-95-3
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

相关类别

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。[1]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[2]
  • 用作血浆甾醇定量的气相色谱-质谱（GC-MS）中的内标物[3]
  • 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[4]

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[5]和选择性雌激素受体调节剂（SERM）。[6]在高胆固醇血症中观察到了27-HC的水平升高。[7]27-HC与乳腺癌肿瘤[8]和胶质母细胞瘤进展有关。[9]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。[1]

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)

Lot/Batch Number

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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
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
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
Erik R Nelson et al.
Science (New York, N.Y.), 342(6162), 1094-1098 (2013-11-30)
Hypercholesterolemia is a risk factor for estrogen receptor (ER)-positive breast cancers and is associated with a decreased response of tumors to endocrine therapies. Here, we show that 27-hydroxycholesterol (27HC), a primary metabolite of cholesterol and an ER and liver X
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
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