5,25R-胆甾烯-3BETA,26-二醇

中文名称:

5,25R-胆甾烯-3BETA,26-二醇

中文同义词:

5,25R-胆甾烯-3BETA,26-二醇;27-羟基胆固醇

英文名称:

5,25R-Cholesten-3beta,26-diol

英文同义词:

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-7-hydroxy-6-methyl-heptan-2-yl]-10,13-d;26-Hydroxycholesterol (not deuterated);26-Hydroxycholesterol-26,26,27,27,27-D5;(25R)-Cholest-5-en-3β,26β-diol;5,25R-Cholesten-3beta,26-diol;cholest-(25R)-5-ene-3,27-diol;25(R)-27-hydroxy Cholesterol;(25R)-cholest-5-ene-3beta,26-diol

CAS号:

20380-11-4

分子式:

C27H46O2

分子量:

402.65

EINECS号:

相关类别:

植物提取物;脂类;对照品;标准品 -中药标准品;Steroids Hormones - 13C 2H;Hydroxycholesterol

Mol文件:

20380-11-4.mol

熔点 

172-174 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))

沸点 

517.1±23.0 °C(Predicted)

密度 

1.03

形态

White solid.

酸度系数(pKa)

15.03±0.70(Predicted)

CAS 数据库

20380-11-4

生物活性

27-Hydroxycholesterol是选择性的雌激素受体 (estrogen receptor) 调节剂和肝X 受体 (liver X receptor) 激动剂。

靶点

Human Endogenous Metabolite

Human Endogenous Metabolite

体外研究

27-Hydroxycholesterol is an endogenous selective estrogen receptor modulator that displays significant partial agonist activity in a variety of cellular models of estrogen receptor action. It positively regulates both gene transcription and cell proliferation in cellular models of breast cancer. 27-Hydroxycholesterol, through estrogen receptor activation, triggers deleterious effect in prostate cancer cell lines. 27-Hydroxycholesterol significantly increases cell proliferation of LNCaP and PC3 cells and this effect can be attenuated by estrogen receptor inhibitors. 27-Hydroxycholesterol is an oxysterol produced from cholesterol by the monooxygenase CYP27A1, which regulates intracellular cholesterol homeostasis. 27-Hydroxycholesterol also acts as an endogenous selective estrogen receptor modulator capable of increasing breast cancer growth and metastasis. 27-Hydroxycholesterol levels can be modulated by statins or direct inhibition of CYP27A1, thereby attenuating its pro-tumorigenic activities. 27-hydroxylation of cholesterol is an important pathway for LXR activation in response to cholesterol overload.