24(S)-Hydroxycholesterol | 2411

An important cholesterol metabolite (cholesterol 24-hydroxylase) found in the brain. It is an endogenous agonist of the nuclear receptor LXR. It has been shown to induce cell death in neuroblastoma cells, possibly via a necroptosis pathway. 24(S)-Hydroxycholesterol has also been found to be a high affinity ligand for RORα and RORγ (Ki = 25 nM). 24(S)-Hydroxycholesterol levels are elevated in the cerebral spinal fluids of patients with neurogenerative diseases suggesting possible clinical applications. It was also able to reduce Aβ production and increase ER-resident immature amyloid precursor protein (APP) levels in human neuroblastoma SH-Sy5Y cells and CHO cells via inhibition of intracellular amyloid precursor protein trafficking.

24(S)-Hydroxycholesterol is an important cholesterol metabolite (cholesterol 24-hydroxylase) found in the brain. It is an endogenous agonist of the nuclear receptor LXR. It has been shown to induce cell death in neuroblastoma cells, possibly via a necroptosis pathway. 24(S)-Hydroxycholesterol has also been found to be a high affinity ligand for RORα and RORγ (Ki = 25 nM).

2411 | 24(S)-Hydroxycholesterol DataSheet

Alternate Name/Synonyms: Cerebrosterol, Cholest-5-ene-3,24-diol, (24S)-24-Hydroxycholesterol, cholest-5-en-3beta,24S-diol

Appearance: White solid

Formulation: N/A

CAS Number: 474-73-7

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₂₇H₄₆O₂

Molecular Weight: 402.66

Cell-Permeable?: Yes

Purity: ≥99% by HPLC

Solubilities: DMSO (~10 mg/ml) or EtOH (~10 mg/ml)

Handling: Protect from light and air

Country of Origin: USA

Tag Line: An endogeneous cholesterol metabolite

MDL Number: N/A

PubChem CID: 121948

SMILES: CC(C)C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O

InChi: InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1

InChi Key: IOWMKBFJCNLRTC-XWXSNNQWSA-N