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20380-11-4

20380-11-4 structure
20380-11-4 structure
  • Name: 27-Hydroxycholesterol
  • Chemical Name: (25R)-cholest-5-ene-3β,26-diol
  • CAS Number: 20380-11-4
  • Molecular Formula: C27H46O2
  • Molecular Weight: 402.653
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease LXR
  • Create Date: 2018-03-28 08:00:00
  • Modify Date: 2024-01-05 17:42:38
  • 27-Hydroxycholesterol is a selective estrogen receptor modulator and an agonist of the liver X receptor.
Name (25R)-cholest-5-ene-3β,26-diol
Synonyms Cholest-5-ene-3,26-diol, (3β,25R)-
(3β,25R)-Cholest-5-ene-3,26-diol
Cholest-5-ene-3β,26-diol, (25R)-
(25R)-cholest-5-ene-3beta,26-diol
5,25R-Cholesten-3beta,26-diol
Description 27-Hydroxycholesterol is a selective estrogen receptor modulator and an agonist of the liver X receptor.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 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[1]. 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[2]. 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[3]. 27-hydroxylation of cholesterol is an important pathway for LXR activation in response to cholesterol overload[4].
Cell Assay Stock solutions of 27-Hydroxycholesterol are prepared in 100% ethanol and stored at −80°C. 27-Hydroxycholesterol stock solution is dissolved in appropriate volumes of media to prepare the working solutions of 1 μM.
Animal Admin Proliferation assays are conducted on black 96 well plates using a commercial kit which quantifies cell number using DNA content and membrane integrity. LNCaP and PC3 cells are treated with 1 µM 27-Hydroxycholesterol for 48 hours[2].
References

[1]. DuSell CD, et al. 27-hydroxycholesterol is an endogenous selective estrogen receptor modulator. Mol Endocrinol. 2008 Jan;22(1):65-77.

[2]. Raza S, et al. The cholesterol metabolite 27-hydroxycholesterol stimulates cell proliferation via ERβ in prostate cancer cells. Cancer Cell Int. 2017 May 11;17:52.

[3]. Kimbung S, et al. Impact of 27-hydroxylase (CYP27A1) and 27-hydroxycholesterol in breast cancer. Endocr Relat Cancer. 2017 Jul;24(7):339-349.

[4]. Fu X, et al. 27-hydroxycholesterol is an endogenous ligand for liver X receptor in cholesterol-loaded cells. J Biol Chem. 2001 Oct 19;276(42):38378-87.
Density 1.0±0.1 g/cm3
Boiling Point 517.1±23.0 °C at 760 mmHg
Molecular Formula C27H46O2
Molecular Weight 402.653
Flash Point 215.6±17.2 °C
Exact Mass 402.349792
PSA 40.46000
LogP 7.84
Vapour Pressure 0.0±3.1 mmHg at 25°C
Index of Refraction 1.538
Storage condition 2-8℃

Chemsrc provides CAS#:20380-11-4 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 20380-11-4 | Chemsrc address: https://www.chemsrc.com/en/baike/260002.html

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