The solvents recommended for this compound are as follows:
DMF: 2 mg/ml
DMSO: 3 mg/ml
Ethanol: 20 mg/ml
Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
SML1648
24(S)-Hydroxycholesterol
≥98% (HPLC)
Sinônimo(s):
24S-Hydroxycholesterol, 5-Cholesten-3β,24(S)-diol, Cerebrosterin, Cerebrosterol, Cholest-5-ene-3β,24-diol
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1 MG
R$ 909,00
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R$ 3.652,00
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1 MG
R$ 909,00
5 MG
R$ 3.652,00
About This Item
Fórmula empírica (Notação de Hill):
C27H46O2
Número CAS:
Peso molecular:
402.65
Código UNSPSC:
12352211
NACRES:
NA.77
Produtos recomendados
Nível de qualidade
Ensaio
≥98% (HPLC)
Formulário
powder
atividade óptica
[α]/D -45 to -52°, c = 1 in chloroform-d
condição de armazenamento
desiccated
cor
white to beige
solubilidade
DMSO: 3 mg/mL, clear (warmed)
temperatura de armazenamento
−20°C
cadeia de caracteres SMILES
O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CC[C@H](O)C(C)C)C)(CC3)C)CC=C2C1)C
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
chave InChI
IOWMKBFJCNLRTC-XWXSNNQWSA-N
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Ações bioquímicas/fisiológicas
24(S)-Hydroxycholesterol is the major brain metabolite formed from cholesterol in the brain and is important for brain cholesterol homeostasis in addition to being an an endogenous agonist of the nuclear liver X receptors (LXRs).
24(S)-Hydroxycholesterol is the major brain metabolite formed from cholesterol in the brain and is important for brain cholesterol homeostasis in addition to being an an endogenous agonist of the nuclear liver X receptors (LXRs). Impairment of brain cholesterol metabolism has been associated with several neurodegenerative diseases, including multiple sclerosis, Alzheimer′s, and Huntington diseases. The exact role role of 24(S)-Hydroxycholesterol is unclear, and it may have differing effects depending on concentration. Low concentrations can protect neuronal cells against oxidative stress, while high concentrations induce necroptosis-like neuronal cell death. 24(S)-Hydroxycholesterol has also been found to be a potent allosteric modulator of N-methyl-d-aspartate receptors, potentiating NMDAR-mediated EPSCs in rat hippocampal neurons with an EC50 of 1.2 μM.
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
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The aim of this paper was to more completely study the mitochondrial CYP27A1 initiated acidic pathway of cholesterol metabolism. The mitochondrial CYP27A1 initiated pathway of cholesterol metabolism (acidic pathway) is known to synthesize two well-described vital regulators of cholesterol/lipid homeostasis
Steven M Paul et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(44), 17290-17300 (2013-11-01)
N-methyl-D-aspartate receptors (NMDARs) are glutamate-gated ion channels that are critical to the regulation of excitatory synaptic function in the CNS. NMDARs govern experience-dependent synaptic plasticity and have been implicated in the pathophysiology of various neuropsychiatric disorders including the cognitive deficits
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The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry, 22(2), 132-144 (2015-01-30)
The major cholesterol metabolite in brain, 24(S)-hydroxycholesterol (24S-HC), serves as a vehicle for cholesterol removal. Its effects on neuronal function, however, have only recently begun to be investigated. Here, we review that nascent work. Our own studies have demonstrated that
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