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27-Hydroxycholesterol

Catalog No. TQ0274   CAS 20380-11-4
Synonyms: 25(R)-27-hydroxy Cholesterol

27-Hydroxycholesterol (25(R)-27-hydroxy Cholesterol) is a selective modulator of estrogen receptor and an agonist of the liver X receptor.

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27-Hydroxycholesterol Chemical Structure
27-Hydroxycholesterol, CAS 20380-11-4
Pack Size Availability Price/USD Quantity
1 mg In stock $ 47.00
5 mg In stock $ 172.00
10 mg In stock $ 255.00
25 mg In stock $ 433.00
50 mg In stock $ 628.00
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Purity: 99.31%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 27-Hydroxycholesterol (25(R)-27-hydroxy Cholesterol) is a selective modulator of estrogen receptor and an agonist of the liver X receptor.
In vitro 27-Hydroxycholesterol, through estrogen receptor activation, triggers a 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 [1]. 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 [2]. 27-Hydroxycholesterol is an oxysterol produced from cholesterol by the monooxygenase CYP27A1, which regulates intracellular cholesterol homeostasis. 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].
Synonyms 25(R)-27-hydroxy Cholesterol
Molecular Weight 402.65
Formula C27H46O2
CAS No. 20380-11-4

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMF: 2mg/mL (4.97 mM)

DMSO: 0.1mg/mL

Ethanol: ≤ 20 mg/mL (49.66 mM)

TargetMolReferences and Literature

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

Related compound libraries

This product is contained In the following compound libraries:
Human Endogenous Metabolite Library Bioactive Compound Library Metabolism Compound Library Human Endogenous Metabolite Compound Library Plus Endocrinology-Hormone Compound Library Anti-Tumor Natural Product Library Bioactive Compounds Library Max Natural Product Library Mouse Metabolite Compound Library Natural Product Library for HTS

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Keywords

27-Hydroxycholesterol 20380-11-4 Endocrinology/Hormones Metabolism Estrogen/progestogen Receptor Liver X Receptor 27Hydroxycholesterol LXR Liver X receptor Inhibitor Estrogen Receptor/ERR Endogenous Metabolite 27 Hydroxycholesterol 2527-hydroxy Cholesterol 25(R)-27-hydroxy Cholesterol inhibit inhibitor

 

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