474-73-7
474-73-7
Chemical Structure
24(S)-Hydroxycholesterol
Synonym(s): 24S-OHC; 24S-HC; Cerebrosterol
- CAS No.: 474-73-7
- Formula:C27H46O2
- Molecular Weight:402.65
IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S)-5-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: IOWMKBFJCNLRTC-XWXSNNQWSA-N
SMILES: C[C@H](CC[C@H](O)C(C)C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
Biological Activity: 24(S)-Hydroxycholesterol (24S-OHC), the major brain cholesterol metabolite, plays an important role to maintain homeostasis of cholesterol in the brain. 24(S)-Hydroxycholesterol (24S-OHC) is one of the most efficient endogenous LXR agonist known and is present in the brain and in the circulation at relatively high levels. 24(S)-Hydroxycholesterol (24S-OHC) is a very potent, direct, and selective positive allosteric modulator of NMDARs with a mechanism that does not overlapthat of other allosteric modulators[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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24(S)-Hydroxycholesterol | 99.75% | 24(S)-Hydroxycholesterol (24S-OHC), the major brain cholesterol metabolite, plays an important role to maintain homeostasis of cholesterol in the brain. 24(S)-Hydroxycholesterol (24S-OHC) is one of the most efficient endogenous LXR agonist known and is present in the brain and in the circulation at relatively high levels. 24(S)-Hydroxycholesterol (24S-OHC) is a very potent, direct, and selective positive allosteric modulator of NMDARs with a mechanism that does not overlapthat of other allosteric modulators. | ||||||||||||||||||||
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24(RS)-Hydroxycholesterol-d7 | 99.94% | 24(RS)-Hydroxycholesterol-d7 is the deuterium labeled 24(RS)-Hydroxycholesterol. | ||||||||||||||||||||
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25-Hydroxycholesterol-d6 | 99% | 25-Hydroxycholesterol-d6 (25-OHC-d6) is the deuterium labeled 25-Hydroxycholesterol. 25-Hydroxycholesterol is a metabolite of cholesterol that is produced and secreted by macrophages in response to Toll-like receptor (TLR) activation. 25-hydroxycholesterol is a potent (EC50≈65 nM) and selective suppressor of IgA production by B cells. | ||||||||||||||||||||
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22(R)-Hydroxycholesterol | 99.86% | 22 (R)-Hydroxycholesterol (Narthesterol) is a natural oxysterol, acting as a LXRα agonist that inhibits cancer cell proliferation. 22 (R)-Hydroxycholesterol activates LXRα-mediated upregulation of downstream ABCA1 expression, enhances apolipoprotein-dependent cholesterol efflux, reduces intracellular cholesterol content, and decreases the production of β-amyloid peptide. 22 (R)-Hydroxycholesterol induces the differentiation of human mesenchymal stem cells into functional dopaminergic neurons. 22 (R)-Hydroxycholesterol is applicable to research related to cancer, Alzheimer's disease, and Parkinson's disease. | ||||||||||||||||||||
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22(R)-Hydroxycholesterol-d7 | 22(R)-Hydroxycholesterol-d7 (Narthesterol-d7) is the deuterated-labeled 22(R)-Hydroxycholesterol (HY-116969). 22 (R)-Hydroxycholesterol (Narthesterol) is a natural oxysterol, acting as a LXRα agonist that inhibits cancer cell proliferation. 22 (R)-Hydroxycholesterol activates LXRα-mediated upregulation of downstream ABCA1 expression, enhances apolipoprotein-dependent cholesterol efflux, reduces intracellular cholesterol content, and decreases the production of β-amyloid peptide. 22 (R)-Hydroxycholesterol induces the differentiation of human mesenchymal stem cells into functional dopaminergic neurons. 22 (R)-Hydroxycholesterol is applicable to research related to cancer, Alzheimer's disease, and Parkinson's disease. | |||||||||||||||||||||
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β-Sitosterol-d7 (Mixture of Diastereomers) | 98.0% | β-Sitosterol-d7 (Mixture of Diastereomers) is the deuterium labeled β-Sitosterol (mixture of diasteromers). | ||||||||||||||||||||
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Cholest-5-ene-3ß,22(S)-diol | 98.69% | Cholest-5-ene-3ß,22(S)-diol ((22S)-Hydroxycholesterol) is an orally active oxysterol with no significant cytotoxic, oxidative, or inflammatory effects on human prokaryotic leukemia cells. Cholest-5-ene-3ß,22(S)-diol inhibits weight gain and increased serum triacylglycerol (TAG) levels in rat models. | ||||||||||||||||||||
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Cholest-5-ene-3ß,22(S)-diol-d7 | Cholest-5-ene-3ß,22(S)-diol-d7 is deuterium labeled Cholest-5-ene-3ß,22(S)-diol. | |||||||||||||||||||||
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27-Hydroxy cholesterol-d6 | 27-Hydroxy cholesterol-d6 is deuterium labeled 27-Hydroxy cholesterol. | |||||||||||||||||||||
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7α,24(R/S)-Dihydroxycholesterol-d7 | 7α,24(R/S)-Dihydroxycholesterol-d7 is deuterium labeled 7α,24(R/S)-Dihydroxycholesterol. | |||||||||||||||||||||
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24(R)-Hydroxycholesterol | 99.82% | 24(R)-Hydroxycholesterol (24R-OHC) is a key intermediate of Tacalcitol (HY-32337). | ||||||||||||||||||||
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Beta-Sitosterol (Standard) | 98.18% | Beta-Sitosterol (Standard) is the analytical standard of Beta-Sitosterol. This product is intended for research and analytical applications. Beta-Sitosterol (purity≥80%) is orally active. Beta-Sitosterol exhibits multiple activities, including anti-inflammatory, anticancer, antioxidant, antimicrobial, antidiabetic, antioxidant enzyme, and analgesic. Beta-Sitosterol inhibits inflammation and impaired adipogenesis in bovine mammary epithelial cells by reducing levels of ROS, TNF-α, IL-1β, and NF-κB p65 and restoring the activity of the HIF-1α/mTOR signaling pathway. Beta-Sitosterol induces apoptosis in cancer cells through ROS-mediated mitochondrial dysregulation and p53 activation. Beta-Sitosterol exerts its anticancer effects in cancer cells by activating caspase-3, caspase-8, and caspase-9, mediating PARP inactivation, MMP loss, altered Bcl-2-Bax ratio, and cytochrome c release. Beta-Sitosterol modulates macrophage polarization and reduces rheumatoid inflammation in mice. Beta-Sitosterol inhibits tumor growth in multiple mouse cancer models. Beta-Sitosterol can be used in the research of arthritis, lung cancer, breast cancer and other cancers, diabetes, etc. | ||||||||||||||||||||
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Cholesterol-d7 | 99.95% | Cholesterol-d7 is the deuterium labeled Cholesterol. Cholesterol is the major sterol in mammals. It is making up 20-25% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist. | ||||||||||||||||||||
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Cholesterol-d6 | 99.39% | Cholesterol-d6 is the deuterium labeled Cholesterol. Cholesterol is the major sterol in mammals. It is making up 20-25% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist. | ||||||||||||||||||||
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Cholesterol-13C5 | 99.5% | Cholesterol-13C5 is the 13C-labeled Cholesterol. Cholesterol is the major sterol in mammals. It is making up 20-25% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist. | ||||||||||||||||||||
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24-Methylcholesterol | 24-Methylcholesterol is a trans-ferulate ester that can be isolated from rice bran. 24-Methylcholesterol significantly inhibited TPA-induced inflammation. | |||||||||||||||||||||
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Stigmast-5-en-3-ol | Stigmast-5-en-3-ol induces cancer cell apoptosis and inhibits proliferation by increasing the production of Bax, Caspase-9, p53, and PARP cleavage and reducing Bcl-xl expression. Stigmast-5-en-3-ol exhibits potent inhibitory activity against glucoamylase and α-amylase and possesses high antioxidant activity. Stigmast-5-en-3-ol can be used in the research of diseases such as leukemia, breast cancer, type 2 diabetes, and obesity. | |||||||||||||||||||||
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Campesterol | 99.95% | Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. | ||||||||||||||||||||
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(S)-Campesterol | 99.75% | (S)-Campesterol (5-Ergosten-3β-ol) is a phytosterol (terpenoid) found in the leaves of Plumeria rubra L., form acutifolia (Ait) Woodson. | ||||||||||||||||||||
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(S)-Campesterol-d6 | (S)-Campesterol-d6 is deuterium labeled (S)-Campesterol. | |||||||||||||||||||||
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(24Rac)-Campesterol-d7 | 96.77% | Campesterol-d7 ((24R)-5-Ergosten-3β-ol-d7) is the deuterium labeled Campesterol. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. | ||||||||||||||||||||
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24-Hydroxycholesterol (Standard) | ≥98% | 24-Hydroxycholesterol is a natural sterol, which serves as a positive allosteric modulator of N-Methyl-d-Aspartate (NMDA) receptorsR, and a potent activator of the transcription factors LXR. | ||||||||||||||||||||
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References
- [1]. Yuki Kimura, et al. Tocopherol suppresses 24(S)-hydroxycholesterol-induced cell death via inhibition of CaMKII phosphorylation. Biochimie. 2018 Oct;153:203-209. [Content Brief]
- [2]. M Shafaati, et al. Enhanced production of 24S-hydroxycholesterol is not sufficient to drive liver X receptor target genes in vivo. J Intern Med. 2011 Oct;270(4):377-87. [Content Brief]
- [3]. Steven M Paul, et al. The major brain cholesterol metabolite 24(S)-hydroxycholesterol is a potent allosteric modulator of N-methyl-D-aspartate receptors. J Neurosci. 2013 Oct 30;33(44):17290-300. [Content Brief]
