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
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 |
|---|---|
| SML2042-25MG | 04061833053959 |
| SML2042-5MG | 04061833053966 |