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
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)CCC[C@@]([2H])(C([2H])([2H])[2H])C(O)([2H])[2H]
description
25,26,26,26,27,27-hexadeuterocholest-5-ene-3β,27-diol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (700059P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
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General description
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。
Application
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
Biochem/physiol Actions
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。
Packaging
5 mL 棕色玻璃螺旋盖样品瓶（700059P-1mg）
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
No data available
flash_point_c
No data available
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
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
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
Julien Musman et al.
Biochemical pharmacology, 142, 87-95 (2017-06-25)
A major cause of cell death during myocardial ischemia-reperfusion is mitochondrial dysfunction. We previously showed that the reperfusion of an ischemic myocardium was associated with an accumulation of cholesterol into mitochondria and a concomitant strong generation of auto-oxidized oxysterols. The
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