24(S)-hydroxy Cholesterol is a side-chain substituted oxysterol that has important roles in cholesterol homeostasis. It is generated by the action of CYP46 on cholesterol in the brain and diffuses across the blood-brain barrier to the systemic circulation where it can modulate cell signaling, be used for further sterol biosynthesis, or be metabolized in the liver.{15406} 24(S)-hydroxy cholesterol potently activates LXRa and LXRß nuclear receptors (EC50 = 4 and 3 µM, respectively), causing upregulation of cholesterol-lowering genes.{15406,25539,15410} In the brain, this oxysterol controls cholesterol processing to facilitate neurological repair during Alzheimer’s disease and other neuropathological conditions.{15406}
Technical Information
Formal Name
cholest-5-ene-3ß,24S-diol
CAS Number
2140-46-7
Molecular Formula
C27H46O2
Formula Weight
402.7
Purity
98%
Formulation
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A crystalline solid
Solubility
(Learn about Variance in Solubility)
DMF: 1 mg/ml
DMSO: 0.1 mg/ml
Ethanol: 20 mg/ml
Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)(O)C
InChi Code
InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChi Key
INBGSXNNRGWLJU-ZHHJOTBYSA-N
Shipping & Storage Information
Storage -20°C
Shipping
Room Temperature in continental US; may vary elsewhere
Stability
Shelf life: 4 years