26-Hydroxycholesterol-26,26,27,27,27-D5
27-Hydroxycholesterol
CAS: 20380-11-4
Molecular Formula: C27H46O2
26-Hydroxycholesterol-26,26,27,27,27-D5 - Names and Identifiers
26-Hydroxycholesterol-26,26,27,27,27-D5 - Physico-chemical Properties
| Molecular Formula | C27H46O2 |
| Molar Mass | 402.65 |
| Density | 1.03 |
| Melting Point | 172-174 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6)) |
| Boling Point | 517.1±23.0 °C(Predicted) |
| Solubility | Ethanol : 10 mg/mL (24.84 mM; Need ultrasonic);DMSO : 1 mg/mL (2.48 mM; Need ultrasoni |
| Appearance | White to off-white (Solid) |
| Color | White |
| pKa | 15.03±0.70(Predicted) |
| Storage Condition | -20° |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months. |
| MDL | MFCD00272990 |
| In vitro study | 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. |
26-Hydroxycholesterol-26,26,27,27,27-D5 - Reference
| Reference Show more | 1. Li Changda, Shi Yongjun, Lin Yanliang. Effects of 27-hydroxycholesterol and cholesterol on proliferation of esophageal squamous cell carcinoma and human esophageal carcinoma cells in nude mice [J]. Journal of Shandong University (Health Sciences),2020,58(11):45-52 58. 2. Changda Li. Effects and mechanisms of cholesterol and 27-Hydroxycholesterol on proliferation and metastasis of esophageal squamous cell carcinoma [J]. Shandong University, 2020. 3. Wen Yi, Huang Jia Qing, Lu Xin, Jiang Mengmeng, Gong Yuesong. Protective effect of metformin on HT22 cell injury induced by 27-Hydroxycholesterol [J]. Journal of neuroanatomy, 2020,36(05):541-546. 4. [IF = 5.546] Lihan Zhang et al."27‐hydroxycholesterol enhanced steoclaastogenesis in lung adenocarcinoma microenvironment." J Cell Physiol. 2019 Aug;234(8):12692-12700 5. [IF = 9.867] Li Xingkai et al.. "Oncogene. 2022 Apr;:1-11 |
26-Hydroxycholesterol-26,26,27,27,27-D5 - Reference Information
| introduction | 27-hydroxycholesterol is an endogenous oxidized cholesterol with multiple biological functions, including selective estrogen receptor regulator (SERM) activity, liver x receptor (LXR) agonist, etc. The CYP27A1 of cytochrome P450 oxidase catalyzes cholesterol production. |
| biological activity | 27-Hydroxycholesterol is a selective estrogen receptor (estrogen receptor) modulator and liver X receptor (liver X receptor) agonist. |
| target | Human Endogenous Metabolite |
| in vitro study | 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 growth and metastasis. 27-Hydroxycholesterol can be modulated by statins or inhibition of breast cancer of, CYP27A1, thereby attenuating its pro-tumorigenic activities. 27-hydrogenation of cholesterol is an important pathway for LXR activation in response to cholesterol overload. |
Last Update：2024-04-09 21:11:58
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