SML1648
24(S)-羟基胆固醇
≥98% (HPLC), cholesterol metabolite, powder
别名:
24S-羟基胆固醇, 5-胆甾烯-3β,24(S)- 二醇, 胆甾烯-5-烯-3β,24-二醇, 脑动蛋白, 脑甾醇
产品名称
24(S)-羟基胆固醇, ≥98% (HPLC)
SMILES string
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
InChI key
IOWMKBFJCNLRTC-XWXSNNQWSA-N
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D -45 to -52°, c = 1 in chloroform-d
storage condition
desiccated
color
white to beige
solubility
DMSO: 3 mg/mL, clear (warmed)
storage temp.
−20°C
Quality Level
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相关类别
Biochem/physiol Actions
24(S)-羟基胆固醇是由脑中胆固醇形成的主要脑代谢产物，它不仅是核肝脏X受体（LXR）的内源性激动剂，对脑胆固醇稳态也很重要。
24(S)-羟基胆固醇是由脑中胆固醇形成的主要脑代谢产物，它不仅是核肝脏X受体（LXR）的内源性激动剂，对脑胆固醇稳态也很重要。脑胆固醇代谢受损与多种神经退行性疾病有关，包括多发性硬化症、阿尔茨海默氏病和亨廷顿病。尚不清楚24(S)-羟基胆固醇的确切作用，其在不同浓度下可能具有不同的作用。低浓度可保护神经元细胞免受氧化应激损害，而高浓度可诱导坏死样神经元细胞死亡。24(S)-羟基胆固醇还被发现是N-甲基-d-天冬氨酸受体的有效变构调节剂，增强了大鼠海马神经元中NMDAR介导的EPSC，EC50为1.2 μM。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Elza Fonseca et al.
Genome biology and evolution, 9(1), 222-230 (2017-01-07)
Nuclear receptors (NRs) regulate numerous aspects of the endocrine system. They mediate endogenous and exogenous cues, ensuring a homeostatic control of development and metabolism. Gene duplication, loss and mutation have shaped the repertoire and function of NRs in metazoans. Here
Genta Kakiyama et al.
The Journal of steroid biochemistry and molecular biology, 189, 36-47 (2019-02-03)
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
Min-Yu Sun et al.
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
Xiaofei Wei et al.
Neuropharmacology, 148, 11-20 (2018-12-31)
24S-hydroxycholesterol (24HC) is the major metabolic breakdown product of cholesterol in the brain. Among its other effects on neurons, 24HC modulates N-methyl-d-aspartate (NMDA or GluN) receptors, but our understanding of this mechanism is poor. We used whole-cell patch clamp recordings
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