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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
产品名称
27-羟基胆固醇, Avanti Research™ - A Croda Brand
SMILES string
O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCC[C@H](CO)C)C)(CC3)C)CC=C2C1)C
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
InChI key
FYHRJWMENCALJY-YSQMORBQSA-N
description
cholest-(25R)-5-ene-3β,27-diol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (700021P-1mg)
pkg of 1 × 25 mg (700021P-25mg)
pkg of 1 × 5 mg (700021P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
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Application
27-羟基胆固醇已用于：
- 观察其对肝脏脂质积累的抑制作用
- 作为乳腺癌细胞系中的肝X受体(LXR)配体
- 作为液相色谱-串联质谱(LC-MS-MS)法中的对照，量化空肠样品中的25-OHC
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。
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。
Packaging
5 mL棕色玻璃螺旋盖样品瓶（700021P-1mg）
5 mL棕色玻璃螺旋盖样品瓶（700021P-25mg）
5 mL棕色玻璃螺旋盖样品瓶（700021P-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
Jacques E Rossouw et al.
Circulation, 126(13), 1577-1586 (2012-08-31)
Menopausal hormone therapy (MHT) increases the risk of coronary heart disease (CHD) in older women with elevated low-density lipoprotein (LDLC) levels. The endogenous estrogen receptor antagonist 27-hydroxycholesterol (27OHC) is correlated with LDLC levels and may block the beneficial effects of
Valéria S Nunes et al.
Clinica chimica acta; international journal of clinical chemistry, 433, 169-173 (2014-03-25)
HDL is considered the most important mechanism for the excretion of intracellular cholesterol. The liver is the only organ capable to metabolize cholesterol into bile acid. The enzymatic conversion of cholesterol to bile acid is dependent on the cytochrome P450
Sun-Mi Kim et al.
Toxicology and applied pharmacology, 274(3), 462-470 (2013-12-29)
Th1 lymphocytes are predominant in atherosclerotic lesions. However, mechanisms involved in the Th1 predominance are unknown. We have investigated the possibility of Th1 lymphocyte recruitment in a cholesterol-rich milieu. A high cholesterol diet resulted in enhanced expression of CCR5 ligands
Marjan Shafaati et al.
Journal of lipid research, 52(5), 1004-1010 (2011-02-22)
There is a significant flux of the neurotoxic oxysterol 27-hydroxycholesterol (27OHC) from the circulation across the blood-brain barrier. Because there is a correlation between 27OHC and cholesterol in the circulation and lipoprotein-bound cholesterol does not pass the blood-brain barrier, we
Qian Wu et al.
Cell reports, 5(3), 637-645 (2013-11-12)
To date, estrogen is the only known endogenous estrogen receptor (ER) ligand that promotes ER+ breast tumor growth. We report that the cholesterol metabolite 27-hydroxycholesterol (27HC) stimulates MCF-7 cell xenograft growth in mice. More importantly, in ER+ breast cancer patients
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