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Merck
CN

LM4113

Avanti

25-hydroxycholesterol (D6)

Avanti Research™ - A Croda Brand

别名:

cholest-5-ene-3β,25-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:
88247-69-2
分子量:
408.69
UNSPSC Code:
12352100
NACRES:
NA.25
Assay:
>99% (TLC)
Form:
methanol solution

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InChI

1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1/i2D3,3D3

InChI key

INBGSXNNRGWLJU-KHKDDIDZSA-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)CCCC(O)(C([2H])([2H])[2H])C([2H])([2H])[2H]

assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (LM4113-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

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

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

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General description

25-hydroxycholesterol is an oxygenated sterol and a hydroxylated derivative of cholesterol.

Biochem/physiol Actions

25-hydroxycholesterol inhibits cholesterol biosynthesis by downregulating the function of 3-hydroxy-3-methylglutaryl-CoA reductase. It is found to be implicated in atherosclerosis. 25-hydroxycholesterol levels are known to be increased in hypercholesterolemic condition.

Packaging

2 mL Amber Glass Sealed Ampule (LM4113-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

signalword

Danger

Hazard Classifications

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

target_organs

Eyes

存储类别

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

法规信息

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分析证书(COA)

Lot/Batch Number

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Christopher M Adams et al.
The Journal of biological chemistry, 279(50), 52772-52780 (2004-09-29)
The current paper demonstrates that cholesterol and its hydroxylated derivative, 25-hydroxycholesterol (25-HC), inhibit cholesterol synthesis by two different mechanisms, both involving the proteins that control sterol regulatory element-binding proteins (SREBPs), membrane-bound transcription factors that activate genes encoding enzymes of lipid
Rosamaria Lappano et al.
PloS one, 6(1), e16631-e16631 (2011-02-10)
The hydroxylated derivatives of cholesterol, such as the oxysterols, play important roles in lipid metabolism. In particular, 25-hydroxycholesterol (25 HC) has been implicated in a variety of metabolic events including cholesterol homeostasis and atherosclerosis. 25 HC is detectable in human
Cholsoon Jang et al.
Nature medicine, 22(4), 421-426 (2016-03-08)
Epidemiological and experimental data implicate branched-chain amino acids (BCAAs) in the development of insulin resistance, but the mechanisms that underlie this link remain unclear. Insulin resistance in skeletal muscle stems from the excess accumulation of lipid species, a process that
Ken Cheng et al.
Journal of agricultural and food chemistry, 66(33), 8876-8884 (2018-07-26)
Membrane lipids, including sphingolipids and glycerol-phospholipids, are essential in maintaining the skin's barrier function in mammals, but their composition in fish skin and their response to diets have not been evaluated. This study investigated the impacts of reducing dietary eicosapentaenoic

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