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Merck
CN

D6513

去氢胆甾醇

≥84% (GC), cholesterol synthesis intermediate, powder

别名:

24-去氢胆甾醇, 3β-羟基-5,24-胆甾二烯, 5,24-胆甾二烯-3β-ol

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关于此项目

经验公式（希尔记法）:
C27H44O
化学文摘社编号:
313-04-2
分子量:
384.64
NACRES:
NA.77
PubChem Substance ID:
24894033
UNSPSC Code:
12352200
EC Number:
206-236-2
MDL number:
MFCD00056432

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产品名称

去氢胆甾醇, ≥84% (GC)

InChI

1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

AVSXSVCZWQODGV-DPAQBDIFSA-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)CCC=C(C)C

assay

≥84% (GC)

form

powder

storage temp.

−20°C

Quality Level

200

相关类别

Application

链甾醇已被用作估计胆固醇和植物甾醇浓度的标准品。此外，也可用于抑制尼日尔素诱导的固醇调节元件结合蛋白2 (SREBP2)的成熟。

General description

链甾醇是胆固醇合成中C27甾醇的中间体。它可能与阿尔茨海默病′(AD)的发病机制有关。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000497894
0000497894
0000481103
0000481102
0000481102

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Tim Vanmierlo et al.
Plant foods for human nutrition (Dordrecht, Netherlands), 66(2), 149-156 (2011-03-25)
Plant sterols such as sitosterol and campesterol are frequently applied as functional food in the prevention of atherosclerosis. Recently, it became clear that plasma derived plant sterols accumulate in murine brains. We questioned whether plant sterols in the brain are
Arjan Boerke et al.
Biology of reproduction, 88(1), 21-21 (2012-11-02)
This study demonstrates for the first time that porcine and mouse sperm incubated in capacitation media supplemented with bicarbonate produce oxysterols. The production is dependent on a reactive oxygen species (ROS) signaling pathway that is activated by bicarbonate and can
Cholesterol Homeostatic Regulator SCAP-SREBP2 Integrates NLRP3 Inflammasome Activation and Cholesterol Biosynthetic Signaling in Macrophages
Guo C, et al.
Immunity, 49(5), 842-856 (2018)
Anna Meljon et al.
Journal of lipid research, 53(11), 2469-2483 (2012-08-15)
Unesterified cholesterol is a major component of plasma membranes. In the brain of the adult, it is mostly found in myelin sheaths, where it plays a major architectural role. In the newborn mouse, little myelination of neurons has occurred, and
Clare L Beasley et al.
Bipolar disorders, 7(5), 449-455 (2005-09-24)
Cholesterol forms an integral part of cell membranes and is a major component of myelin. Furthermore, cholesterol also plays a vital role in the development, function and stability of synapses. While low serum cholesterol has previously been associated with mood
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商品

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

胆固醇生物合成

胆固醇的生物合成通常发生在肝细胞的内质网中，并以乙酰辅酶A开始，乙酰辅酶A主要来源于线粒体中的氧化反应。乙酰辅酶A和乙酰乙酰辅酶A由HMG-辅酶A合成酶转化为3-羟基-3-甲基戊二酰辅酶A（HMG-辅酶A）。

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