27-羟基胆固醇
中文名称 | 27-羟基胆固醇 |
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中文同义词 | 5,25R-胆甾烯-3BETA,26-二醇;27-羟基胆固醇;胆固醇杂质31;2H]-(25R)-CHOLEST-5-ENE-3-BETA,26-二醇;小鼠27-羟基胆固醇ELISA试剂盒;(25R)-26-?羟基胆固醇;胆固醇-(25R)-5-烯-3Β,27-二醇 |
英文名称 | 27-Hydroxycholesterol |
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 | 200-001-8 |
相关类别 | 植物提取物;脂类;对照品;标准品 -中药标准品;化学试剂;Hydroxycholesterol;Steroids & Hormones - 13C & 2H;固醇系列 |
Mol文件 | 20380-11-4.mol |
结构式 |
27-羟基胆固醇 性质
熔点 | 172-174 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6)) |
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沸点 | 517.1±23.0 °C(Predicted) |
密度 | 1.03 |
储存条件 | -20° |
溶解度 | 可溶于 DMSO(高达 10 mg/ml)或乙醇(高达 10 mg/ml)。 |
形态 | 白色固体。 |
酸度系数(pKa) | 15.03±0.70(Predicted) |
颜色 | 白色 |
稳定性 | 可在-20°下的DMSO或乙醇溶液保存长达2个月。 |
27-羟基胆固醇是一种内源性的氧化胆固醇,有着多重生物学功能,包括选择性雌激素受体调节物(SERM)活性,肝X受体(LXR)激动剂等,由细胞色素P450氧化酶CYP27A1催化胆固醇生成。
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。
Human Endogenous Metabolite
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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.
安全信息
更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
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2024/01/25 | HY-N2371 | 27-羟基胆固醇 27-Hydroxycholesterol | 20380-11-4 | 1 mg | 600元 |
2024/01/25 | HY-N2371 | 27-羟基胆固醇 27-Hydroxycholesterol | 20380-11-4 | 5 mg | 2100元 |