27-Hydroxycholesterol

SKU: orb1296084

Description

27-Hydroxycholesterol is a bioactive oxysterol that functions as a selective estrogen receptor modulator (SERM) and a potent liver X receptor (LXR) agonist. It is widely used in research to investigate lipid metabolism, inflammation, and cancer biology in both cellular and animal models.

Research Area

Neuroscience

Key Properties

• CAS Number: 20380-11-4
• MW: 402.66
• Purity: >98%
• Formula: C₂₇H₄₆O₂
• SMILES: [H][C@@]12CC[C@H]([C@H](C)CCC[C@@H](C)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
• Target: Transcription factor
• Solubility: Soluble in DMSO (up to 10 mg/ml) or in Ethanol (up to 10 mg/ml).

Bioactivity

• In Vitro:
  27-Hydroxycholesterol activates estrogen receptors, adversely impacting prostate cancer cell lines by significantly enhancing cell proliferation in LNCaP and PC3 cells. This proliferation can be mitigated by estrogen receptor inhibitors . As an endogenous selective estrogen receptor modulator, 27-Hydroxycholesterol exhibits substantial partial agonist activity across various cellular models, notably increasing gene transcription and cell proliferation in breast cancer contexts . Produced from cholesterol by the enzyme CYP27A1, it plays a vital role in regulating intracellular cholesterol equilibrium. Its pro-tumorigenic effects can be diminished by either statins or directly inhibiting CYP27A1 . Furthermore, 27-Hydroxycholesterol's conversion from cholesterol is crucial for LXR activation when faced with cholesterol excess .

Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

LXR, LXR agonist, Liver X Receptor, LiverXReceptor, EstrogenReceptor, Estrogen Receptor, ER, ER modulator, (25R)-26-Hydroxycholesterol, 27 Hydroxycholesterol, 27-OHC, 27Hydroxycholesterol, 27-Hydroxycholesterol, 25(R)-27-hydroxy Cholesterol, 2527-hydroxy Cholesterol, progestogen Receptor, progestogenReceptor

Compound Identifiers

PubChem CID

123976