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Merck
CN

SML2042

27-羟基胆固醇

≥98% (HPLC), LXR agonist, powder

别名:

25(R)-27-羟基胆固醇, 27-OHC, (25R)-26-羟基胆固醇, (25R)-胆甾-5-烯-3b,26-二醇

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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:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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产品名称

27-羟基胆固醇, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -25 to -35°, c = 0.5 in chloroform-d

color

white to beige

solubility

DMSO: 2 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](CCC[C@H](CO)C)C)(CC3)C)CC=C2C1)C

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

InChI key

FYHRJWMENCALJY-YSQMORBQSA-N

General description

27-羟基胆固醇可诱导谷胱甘肽耗竭、细胞凋亡、活性氧(ROS)产生和炎症。

Biochem/physiol Actions

27-羟基胆固醇是一种外围衍生的氧固醇,由CYP27A1酶产生。人们对氧固醇,尤其是大脑中的氧固醇越来越感兴趣。脑胆固醇代谢受损与几种神经退行性疾病有关。27-羟基胆固醇可穿过血脑屏障并与阿尔茨海默病有关。它在体外可作为LXRα和LXRβ的激活剂,EC50值分别为85和71 nM,其也是是胆固醇合成的抑制剂。 27-羟基胆固醇还被证明可与雌激素受体-α (ERα)和Erβ结合,充当内源性选择性雌激素受体调节剂(SERM)。在乳腺癌的鼠模型中,27-羟基胆固醇可显著增加肿瘤的生长和转移。


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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)

Lot/Batch Number

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Neurochemical Aspects of Alzheimer's Disease: Risk Factors, Pathogenesis, Biomarkers, and Potential Treatment Strategies (2017)
Michael E Abrams et al.
Nature microbiology, 5(7), 929-942 (2020-04-15)
Cholesterol 25-hydroxylase (CH25H) is an interferon-stimulated gene that converts cholesterol to the oxysterol 25-hydroxycholesterol (25HC). Circulating 25HC modulates essential immunological processes including antiviral immunity, inflammasome activation and antibody class switching; and dysregulation of CH25H may contribute to chronic inflammatory disease



全球贸易项目编号

货号GTIN
SML2042-25MG04061833053959
SML2042-5MG04061833053966