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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
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
Ratna Karuna et al.
Atherosclerosis, 214(2), 448-455 (2010-12-07)
Secretion of 27-hydroxycholesterol (27OHC) from macrophages is considered as an alternative to HDL-mediated reverse transport of excess cholesterol. We investigated 27OHC-concentrations in plasma of humans and mice with monogenic disorders of HDL metabolism. As compared to family controls mutations in
Sun-Mi Kim et al.
Biochemical and biophysical research communications, 430(2), 454-459 (2012-12-19)
Enhanced production of TNF-α from macrophages promotes development and instability of atherosclerotic plaques, but involvement of lipid component in TNF-α production has not been clarified in atherosclerosis. We attempted to determine whether cholesterol oxidation products (oxysterols) could modify TNF-α production.
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