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Merck
CN

C2394

5-胆甾烯-3β-醇-7-酮

≥90%

别名:

3β-羟基-5-胆甾烯-7-酮, 7-酮基胆固醇

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关于此项目

经验公式(希尔记法):
C27H44O2
化学文摘社编号:
分子量:
400.64
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41141804
MDL number:
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产品名称

5-胆甾烯-3β-醇-7-酮, ≥90%

InChI

1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1

SMILES string

C[C@]12CC[C@@]([C@](CC[C@H](O)C3)(C)C3=CC4=O)([H])[C@]4([H])[C@]1([H])CC[C@]2([H])[C@]([H])(C)CCCC(C)C

InChI key

YIKKMWSQVKJCOP-ABXCMAEBSA-N

biological source

synthetic (organic)

assay

≥90%

form

powder

functional group

ketone

shipped in

ambient

storage temp.

room temp

Quality Level

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Application

5-胆甾烯-3β-在通过 GC-MS 和 HPLC 测定胆固醇衍生物时,使用了醇-7-酮作为标准品。

Biochem/physiol Actions

5-胆甾烯-3β-醇-7-酮是一种胆固醇衍生物,可降低脂质双分子层的膜电位。据报道,它在导致血管细胞凋亡的动脉粥样硬化斑块中蓄积。

Preparation Note

5-胆甾烯-3β-在 250 mg/5 mL 氯仿中,醇-7-酮得到澄清至轻微浑浊、无色至淡黄色溶液。

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

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E Boselli et al.
Journal of chromatography. A, 917(1-2), 239-244 (2001-06-14)
Pressurized liquid extraction (PLE, ASE) was compared with the Folch procedure (a solid-liquid extraction with chloroform/methanol 2:1, v/v) for the lipid extraction of egg-containing food; the accuracy of PLE for the quantitative determination of oxysterols in whole egg powder was
C Adcox et al.
Journal of agricultural and food chemistry, 49(4), 2090-2095 (2001-04-20)
The cytotoxicity of cholesterol and a mixture of beta-sitosterol/campesterol (50%/40%) and their oxides was examined in a cultured-derived macrophage cell line, C57BL/6. Cell numbers, lactate dehydrogenase (LDH) leakage, protein content, lipid uptake, and mitochondria dehydrogenase activity were determined after exposure
Rapid analysis of oxidized cholesterol derivatives by high-performance liquid chromatography combined with diode-array ultraviolet and evaporative laser light-scattering detection
Osada K et al
Journal of the American Oil Chemists' Society, 76, 863-871 (1999)
Vesa M Olkkonen
Current opinion in lipidology, 23(5), 462-470 (2012-07-21)
To offer a comprehensive review on the roles that oxysterols synthesized or engulfed by macrophages, or oxysterol-binding proteins in these cells, play in the development and progression of atherosclerotic lesions. Oxysterols abundant within the plaque have the capacity to potentiate
Aline Yammine et al.
Molecules (Basel, Switzerland), 25(10) (2020-05-18)
The brain, which is a cholesterol-rich organ, can be subject to oxidative stress in a variety of pathophysiological conditions, age-related diseases and some rare pathologies. This can lead to the formation of 7-ketocholesterol (7KC), a toxic derivative of cholesterol mainly

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