5-Cholesten-3β-ol-7-one , >99% , 566-28-9
Synonym(s):
3β-Hydroxy-5-cholesten-7-one;7-Ketocholesterol;7-oxocholesterol; 7-oxo-5-cholesten-3β-ol-7-one; 5-cholesten-3β-ol-7-one; 3β-hydroxycholest-5-en-7-one; 110806
| Pack Size | Price | Stock | Quantity |
| 5MG | RMB663.20 | In Stock |
|
| 25MG | RMB2879.20 | In Stock |
|
| others | Enquire |
PRODUCT Properties
| Melting point: | 158-160°C |
| Boiling point: | 463.26°C (rough estimate) |
| Density | 1.0044 (rough estimate) |
| refractive index | 1.4480 (estimate) |
| storage temp. | room temp |
| solubility | Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 14.68±0.70(Predicted) |
| color | Crystals from CHCl3/Et2O |
| biological source | synthetic (organic) |
| InChIKey | YIKKMWSQVKJCOP-TWXHVRDXNA-N |
| SMILES | C[C@]12CC[C@]3([H])[C@]4(CC[C@H](O)CC4=CC(=O)[C@@]3([H])[C@]1([H])CC[C@]2([H])[C@H](C)CCCC(C)C)C |&1:1,4,6,9,16,18,22,24,r| |
Description and Uses
7-keto Cholesterol is a bioactive sterol and a major oxysterol component of oxidized LDL. It is produced by oxidation of cholesterol via ethanol-mediated lipid peroxidation or photodamage as well as oxidation of 7-dehydro cholesterol by the cytochrome P450 (CYP) isoform CYP7A1. 7-keto Cholesterol inhibits CYP7A1 (IC50 = ~1 μM). It induces activation and chemotaxis of retinal microglia as well as polarization to a pro-inflammatory state via NLRP3 inflammasome activation in vitro. Intraocular implantation of 7-keto cholesterol coated wafers increases ocular levels of VEGF, IL-1β, and GRO/KC, macrophage infiltration, and neovascularization in rat eye. Levels of 7-keto cholesterol in lipid deposits are increased in a variety of chronic diseases, including atherosclerosis, Alzheimer''s disease, and age-related macular degeneration.
A metabolite of Cholesterol
Safety
| WGK Germany | 3 |
| RTECS | FZ8708000 |
