27-羥基膽固醇
| 中文名稱 | 27-羥基膽固醇 |
|---|---|
| 中文同義詞 | 5,25R-膽甾烯-3BETA,26-二醇;27-羥基膽固醇;膽固醇雜質(zhì)31;2H]-(25R)-CHOLEST-5-ENE-3-BETA,26-二醇;小鼠27-羥基膽固醇ELISA試劑盒;(25R)-26-?羥基膽固醇;膽固醇-(25R)-5-烯-3Β,27-二醇;(3S,8S,9S,10R,13R,14S,17R)-17-((2R,6R)-7-羥基-6-甲基庚-2-基)-10,13二甲基-2,3,4,7,8,9,10,11,12,13,14,15,16,17-十四氫-1H-環(huán)戊二烯并[A]菲-3-醇 |
| 英文名稱 | 27-Hydroxycholesterol |
| 英文同義詞 | (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號 | 20380-11-4 |
| 分子式 | C27H46O2 |
| 分子量 | 402.65 |
| EINECS號 | 200-001-8 |
| 相關(guān)類別 | 植物提取物;脂類;對照品;標(biāo)準(zhǔn)品 -中藥標(biāo)準(zhǔn)品;化學(xué)試劑;固醇系列;Steroids & Hormones - 13C & 2H;Hydroxycholesterol |
| Mol文件 | 20380-11-4.mol |
| 結(jié)構(gòu)式 |  |
27-羥基膽固醇 性質(zhì)
| 熔點 | 172-174 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6)) |
|---|---|
| 沸點 | 517.1±23.0 °C(Predicted) |
| 密度 | 1.03 |
| 儲存條件 | -20° |
| 溶解度 | 可溶于 DMSO（高達(dá) 10 mg/ml）或乙醇（高達(dá) 10 mg/ml）。 |
| 形態(tài) | 白色固體。 |
| 酸度系數(shù)(pKa) | 15.03±0.70(Predicted) |
| 顏色 | 白色 |
| 旋光度 (Optical Rotation) | [α]/D -25 to -35°, c =0.5 in chloroform-d |
| 穩(wěn)定性 | 可在-20°下的DMSO或乙醇溶液保存長達(dá)2個月。 |
| InChIKey | FYHRJWMENCALJY-LGIODXKMNA-N |
| SMILES | [C@@]12([H])CC[C@H]([C@H](C)CCC[C@@H](C)CO)[C@@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@H](O)CC3=CC[C@@]21[H] |&1:0,4,5,10,14,18,20,24,30,r| |
27-羥基膽固醇是一種內(nèi)源性的氧化膽固醇，有著多重生物學(xué)功能，包括選擇性雌激素受體調(diào)節(jié)物（SERM）活性，肝X受體（LXR）激動劑等，由細(xì)胞色素P450氧化酶CYP27A1催化膽固醇生成。
27-Hydroxycholesterol是選擇性的雌激素受體 (estrogen receptor) 調(diào)節(jié)劑和肝X 受體 (liver X receptor) 激動劑。|
Human Endogenous Metabolite
|
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
| WGK Germany | WGK 3 |
|---|---|
| 存儲類別 | 11 - 可燃固體 |
| 更新日期 | 產(chǎn)品編號 | 產(chǎn)品名稱 | CAS號 | 包裝 | 價格 |
|---|---|---|---|---|---|
| 2026/06/05 | HY-N2371 | 27-羥基膽固醇 27-Hydroxycholesterol | 20380-11-4 | 1 mg | 600元 |
| 2026/06/05 | HY-N2371 | 27-羥基膽固醇 27-Hydroxycholesterol | 20380-11-4 | 5 mg | 2100元 |