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Merck
CN

SML1648

24(S)-羟基胆固醇

≥98% (HPLC), cholesterol metabolite, powder

别名:

24S-羟基胆固醇, 5-胆甾烯-3β,24(S)- 二醇, 胆甾烯-5-烯-3β,24-二醇, 脑动蛋白, 脑甾醇

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关于此项目

经验公式(希尔记法):
C27H46O2
化学文摘社编号:
分子量:
402.65
UNSPSC Code:
12352211
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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产品名称

24(S)-羟基胆固醇, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -45 to -52°, c = 1 in chloroform-d

storage condition

desiccated

color

white to beige

solubility

DMSO: 3 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CC[C@H](O)C(C)C)C)(CC3)C)CC=C2C1)C

InChI

1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1

InChI key

IOWMKBFJCNLRTC-XWXSNNQWSA-N

Biochem/physiol Actions

24(S)-羟基胆固醇是由脑中胆固醇形成的主要脑代谢产物,它不仅是核肝脏X受体(LXR)的内源性激动剂,对脑胆固醇稳态也很重要。
24(S)-羟基胆固醇是由脑中胆固醇形成的主要脑代谢产物,它不仅是核肝脏X受体(LXR)的内源性激动剂,对脑胆固醇稳态也很重要。脑胆固醇代谢受损与多种神经退行性疾病有关,包括多发性硬化症、阿尔茨海默氏病和亨廷顿病。尚不清楚24(S)-羟基胆固醇的确切作用,其在不同浓度下可能具有不同的作用。低浓度可保护神经元细胞免受氧化应激损害,而高浓度可诱导坏死样神经元细胞死亡。24(S)-羟基胆固醇还被发现是N-甲基-d-天冬氨酸受体的有效变构调节剂,增强了大鼠海马神经元中NMDAR介导的EPSC,EC50为1.2 μM。


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

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Min-Yu Sun et al.
The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry, 22(2), 132-144 (2015-01-30)
The major cholesterol metabolite in brain, 24(S)-hydroxycholesterol (24S-HC), serves as a vehicle for cholesterol removal. Its effects on neuronal function, however, have only recently begun to be investigated. Here, we review that nascent work. Our own studies have demonstrated that
Elza Fonseca et al.
Genome biology and evolution, 9(1), 222-230 (2017-01-07)
Nuclear receptors (NRs) regulate numerous aspects of the endocrine system. They mediate endogenous and exogenous cues, ensuring a homeostatic control of development and metabolism. Gene duplication, loss and mutation have shaped the repertoire and function of NRs in metazoans. Here
Martina Zandl-Lang et al.
Biochimica et biophysica acta, 1863(1), 40-60 (2017-09-25)
Amyloid-β peptides (Aβ) accumulate in cerebral capillaries indicating a central role of the blood-brain barrier (BBB) in the pathogenesis of Alzheimer's disease (AD). Although a relationship between apolipoprotein-, cholesterol- and Aβ metabolism is evident, the interconnecting mechanisms operating in brain



全球贸易项目编号

货号GTIN
SML1648-1MG04061826694350
SML1648-5MG04061833058688