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Alternative_name
Cerebrosterol, Cholest-5-ene-3,24-diol, (24S)-24-Hydroxycholesterol, cholest-5-en-3beta,24S-diol
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Description
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.
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CAS Number
474-73-7
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₂₇H₄₆O₂
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Molecular Weight
402.66
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Cell Permeable
Yes
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Purity
≥99% by HPLC
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Solubilities
DMSO (~10 mg/ml) or EtOH (~10 mg/ml)
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Handling
Protect from light and air
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Tag Line
An endogeneous cholesterol metabolite
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Storage Condition
-20 ̊C
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Shipping Condition
gel pack
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Shelf Life
36 months
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PubChem CID
121948
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SMILES
CC(C)C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
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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
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InChi Key
IOWMKBFJCNLRTC-XWXSNNQWSA-N
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MSDS Available
Yes
