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Merck
CN

LM4114

Avanti

27-hydroxycholesterol (D6)

Avanti Research™ - A Croda Brand

别名:

cholest-5-ene-3β,27-diol(d6)

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关于此项目

经验公式（希尔记法）:
C27H40D6O2
化学文摘社编号:
1246302-95-3
分子量:
408.69
UNSPSC代码:
12352100
NACRES:
NA.25

主要文件

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方案

>99% (TLC)

表单

methanol solution

包装

pkg of 1 × 1 mL (LM4114-1EA)

制造商/商品名称

Avanti Research™ - A Croda Brand

浓度

~10 μg/mL (Refer to C of A for lot specific concentration. )

应用

lipidomics
metabolomics

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)CCCC([2H])(C(O)([2H])[2H])C([2H])([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-CDBHVEDQSA-N

一般描述

27-hydroxycholesterol is an abundant oxysterol in circulation.

应用

27-hydroxycholesterol (D6) or cholest-5-ene-3β,27-diol(d6) has been used as an internal standard to measure the concentration of 27-hydroxycholesterol in the pre- and post-statin-treated serum samples by mass spectrometry.

生化/生理作用

27-hydroxycholesterol is known to induce breast cancer cell proliferation and metastatic progression in experimental models. It might serve as a ligand for liver X receptors (LXR) and farnesoid X-activated receptors (FXRs). 27-hydroxycholesterol controls the action of hydrocymethylglutaryl-CoA reductase. It promotes cholesterol efflux from the vascular endothelium.

包装

2 mL Amber Glass Sealed Ampule (LM4114-1EA)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

警示用语：

Danger

危险分类

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

靶器官

Eyes

储存分类代码

3 - Flammable liquids

WGK

WGK 2

闪点(°F)

49.5 °F - closed cup

闪点(°C)

9.7 °C - closed cup

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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I Björkhem et al.
Journal of lipid research, 42(3), 366-371 (2001-03-20)
Infants with the cholesterol synthesis defect Smith- Lemli-Opitz syndrome (SLO) have reduced activity of the enzyme 7-dehydrocholesterol-7-reductase and accumulate 7-dehydrocholesterol, with the highest concentration in the brain. As a result of the generally reduced content of cholesterol, plasma levels of
Veera Venkata Ratnam Bandaru et al.
BMC neuroscience, 15, 137-137 (2014-12-30)
Cholesterol metabolism is important for the maintenance of myelin and neuronal membranes in the central nervous system. Blood concentrations of the brain specific cholesterol metabolite 24S-hydroxysterol to the peripheral metabolite 27-hydroxycholesterol may be useful surrogate markers for neurodegenerative diseases including
Nitai C Hait et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(3), 4293-4310 (2020-02-06)
Sphingosine kinase 2 (SphK2) is known to phosphorylate the nuclear sphingolipid metabolite to generate sphingosine-1-phosphate (S1P). Nuclear S1P is involved in epigenetic regulation of gene expression; however, the underlying mechanisms are not well understood. In this work, we have identified
Siker Kimbung et al.
Endocrine-related cancer, 24(7), 339-349 (2017-04-27)
The impact of systemic 27-hydroxycholesterol (27HC) and intratumoral CYP27A1 expression on pathobiology and clinical response to statins in breast cancer needs clarification. 27HC is an oxysterol produced from cholesterol by the monooxygenase CYP27A1, which regulates intracellular cholesterol homeostasis. 27HC also
Jeffrey Molendijk et al.
Biomolecules, 10(5) (2020-05-21)
Esophageal adenocarcinoma (EAC) incidence has been rapidly increasing, potentially associated with the prevalence of the risk factors gastroesophageal reflux disease (GERD), obesity, high-fat diet (HFD), and the precursor condition Barrett's esophagus (BE). EAC development occurs over several years, with stepwise
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