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重要文件

700021P

Avanti

27-羟基胆固醇

Avanti Research - A Croda Brand

同義詞:

27-羟基胆固醇(25R);胆甾-5-ene-3β,27-二醇,(25R); 110818

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About This Item

經驗公式(希爾表示法):
C27H46O2
CAS號碼:
分子量::
402.65
MDL號碼:
分類程式碼代碼:
12352211
NACRES:
NA.25

描述

cholest-(25R)-5-ene-3β,27-diol

化驗

>99% (TLC)

形狀

powder

包裝

pkg of 1 × 1 mg (700021P-1mg)
pkg of 1 × 25 mg (700021P-25mg)
pkg of 1 × 5 mg (700021P-5mg)

製造商/商標名

Avanti Research - A Croda Brand

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

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 密鑰

FYHRJWMENCALJY-YSQMORBQSA-N

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一般說明

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。

應用

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

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。

包裝

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)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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存取文件庫

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
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
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
Maura Heverin et al.
Journal of lipid research, 46(5), 1047-1052 (2005-03-03)
Side chain oxidized oxysterols have a unique ability to traverse lipophilic membranes. We tested the hypothesis that there is a net flux of 27-hydroxycholesterol from the circulation into the brain using plasma samples collected from the internal jugular vein and

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