313-04-2
313-04-2
Chemical Structure
Desmosterol
- CAS No.: 313-04-2
- Formula:C27H44O
- Molecular Weight:384.64
IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylhept-5-en-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: AVSXSVCZWQODGV-DPAQBDIFSA-N
SMILES: C/C(C)=C\CC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Biological Activity: Desmosterol is a cholesterol-like molecule. In the Bloch pathway of cholesterol biosynthesis, Desmosterol is a direct precursor of cholesterol. As an endogenous metabolite, Desmosterol is used to study cholesterol metabolism [1]. Desmosterol is an LXR activator and SREBP inhibitor, which can suppress macrophage inflammasome activation and prevent vascular inflammation and atherosclerosis. A reduction in Desmosterol promotes the production of mitochondrial reactive oxygen species (ROS) in macrophages and pyrin domain-dependent inflammasome activation of NLRP3. Desmosterol holds potential for research in inflammation, metabolism, and cardiovascular diseases [1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Desmosterol | 99.40% | Desmosterol is a cholesterol-like molecule. In the Bloch pathway of cholesterol biosynthesis, Desmosterol is a direct precursor of cholesterol. As an endogenous metabolite, Desmosterol is used to study cholesterol metabolism . Desmosterol is an LXR activator and SREBP inhibitor, which can suppress macrophage inflammasome activation and prevent vascular inflammation and atherosclerosis. A reduction in Desmosterol promotes the production of mitochondrial reactive oxygen species (ROS) in macrophages and pyrin domain-dependent inflammasome activation of NLRP3. Desmosterol holds potential for research in inflammation, metabolism, and cardiovascular diseases . | ||||||||||||||||||||
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Desmosterol (Standard) | 99.95% | Desmosterol (Standard) is the analytical standard of Desmosterol. This product is intended for research and analytical applications. Desmosterol is a cholesterol-like molecule. In the Bloch pathway of cholesterol biosynthesis, Desmosterol is a direct precursor of cholesterol. As an endogenous metabolite, Desmosterol is used to study cholesterol metabolism . Desmosterol is an LXR activator and SREBP inhibitor, which can suppress macrophage inflammasome activation and prevent vascular inflammation and atherosclerosis. A reduction in Desmosterol promotes the production of mitochondrial reactive oxygen species (ROS) in macrophages and pyrin domain-dependent inflammasome activation of NLRP3. Desmosterol holds potential for research in inflammation, metabolism, and cardiovascular diseases . | ||||||||||||||||||||
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Desmosterol-d6 | 99.38% | Desmosterol-d6 is the deuterium labeled Desmosterol. Desmosterol is a molecule similar to cholesterol. Desmosterol is the immediate precursor of cholesterol in the Bloch pathway of cholesterol biosynthesis. Desmosterol, as an endogenous metabolite, used to study cholesterol metabolism. | ||||||||||||||||||||
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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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(-)-Clerosterol | (-)-Clerosterol is a natural product that can be isolated from Codium fragile. | |||||||||||||||||||||
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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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24-Methylenecholesterol (Standard) | ≥98% | 24-Methylenecholesterol (Ostreasterol) (Standard) is the analytical standard of 24-Methylenecholesterol (HY-133968). This product is intended for research and analytical applications. 24-Methylenecholesterol (Ostreasterol) is a regulator targeting acyl-CoA cholesterol acyltransferase (ACAT) with anti-aging and neuroprotective effects. 24-Methylenecholesterol mimics the effects of nerve growth factor (NGF), can extend yeast lifespan through an anti-oxidative stress mechanism, and exhibits neuroprotective activity in PC12 cells. 24-Methylenecholesterol can reduce intracellular reactive oxygen species (ROS) and malondialdehyde (MDA) levels, activate anti-oxidative stress pathways (such as UTH1, SOD-related genes), and promote synaptic growth. | ||||||||||||||||||||
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27-Hydroxy cholesterol-d6 | 27-Hydroxy cholesterol-d6 is deuterium labeled 27-Hydroxy cholesterol. | |||||||||||||||||||||
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SGE-201 | SGE-201 is an allosteric modulator of N-methyl-D-aspartate receptors (NMDARs), demonstrating significant neuroprotective effects by enhancing NMDAR-mediated responses while differing in action among various blockers in neuronal networks. | |||||||||||||||||||||
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Cholesterol (from plant) | 99.76% | Cholesterol (from plant) 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 (from plant) 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 (from plant) is also an endogenous estrogen-related receptor α (ERRα) agonist. | ||||||||||||||||||||
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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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Cholesterol-13C2 | 99.66% | Cholesterol-13C2 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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Cholesterol-d4 | 99.26% | Cholesterol-d4 is 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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(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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Clerosterol | Clerosterol is a natural product that can be found in Chitong. | |||||||||||||||||||||
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Δ5-Avenasterol | 98.01% | Δ5-Avenasterol is an antioxidant that targets cyclooxygenase-2 (COX-2) and exists in tomato seed oil, oat grain oil, and wheat germ oil. Δ5-Avenasterol binds to the active site of COX-2, thereby blocking the conversion of arachidonic acid to inflammatory prostaglandins. Δ5-Avenasterol exerts antioxidant activity via the ethylene group at positions 24 and 28 of its side chain. | ||||||||||||||||||||
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Fucosterol (Standard) | ≥98% | Fucosterol (Standard) is the analytical standard of Fucosterol. This product is intended for research and analytical applications. Fucosterol is a sterol isolated from algae, seaweed or diatoms. Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities. Fucosterol regulates adipogenesis via inhibition of PPARα and C/EBPα expression and can be used for anti-obesity agents development research. | ||||||||||||||||||||
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Chol-5-en-24-al-3β-ol | Chol-5-en-24-al-3β-ol is a steroid compound (Vitamin D3 derivative) extracted from patent US 4354972 A, Compound IX. | |||||||||||||||||||||
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References
- [1]. Clark RM, et al. Desmosterol in human milk. Lipids. 1983;18(3):264-266. [Content Brief]
- [2]. Zhang X, et al. Desmosterol suppresses macrophage inflammasome activation and protects against vascular inflammation and atherosclerosis. Proc Natl Acad Sci U S A. 2021 Nov 23;118(47):e2107682118. [Content Brief]
- [3]. Muse ED, et al. Cell-specific discrimination of desmosterol and desmosterol mimetics confers selective regulation of LXR and SREBP in macrophages. Proc Natl Acad Sci U S A. 2018 May 15;115(20):E4680-E4689. [Content Brief]
