7-KETOCHOLESTEROL
- Product Name
- 7-KETOCHOLESTEROL
- CAS No.
- 566-28-9
- Chemical Name
- 7-KETOCHOLESTEROL
- Synonyms
- 7-oxocholesterol;Ketocholesterol;5-cholesten-3B-ol-7-one;5-cholesten-3β-ol-7-one;5-Cholesten-3β-ol-7-one;sc4722;7-KetoC;7-oxo-cholestero;7-KETOCHOLESTEROL;7-Ketocholesterolk
- CBNumber
- CB7158120
- Molecular Formula
- C27H44O2
- Formula Weight
- 400.65
- MOL File
- 566-28-9.mol
7-KETOCHOLESTEROL Property
- 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
Safety
- WGK Germany
- 3
- RTECS
- FZ8708000
N-Bromosuccinimide Price
- Product number
- C2394
- Product name
- 5-Cholesten-3β-ol-7-one
- Purity
- ≥90%
- Packaging
- 100mg
- Price
- $89.9
- Updated
- 2024/03/01
- Product number
- C2394
- Product name
- 5-Cholesten-3β-ol-7-one
- Purity
- ≥90%
- Packaging
- 1g
- Price
- $511
- Updated
- 2024/03/01
- Product number
- 16339
- Product name
- 7-keto Cholesterol
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $57
- Updated
- 2024/03/01
- Product number
- 16339
- Product name
- 7-keto Cholesterol
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $107
- Updated
- 2024/03/01
- Product number
- C2394
- Product name
- 5-Cholesten-3β-ol-7-one
- Purity
- ≥90%
- Packaging
- 250mg
- Price
- $172
- Updated
- 2024/03/01
7-KETOCHOLESTEROL Chemical Properties,Usage,Production
Description
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.
Chemical Properties
Off-White Solid
Uses
5-Cholesten-3β-ol-7-one was used as a standard in the determination of cholesterol derivatives by GC-MS and HPLC.
Uses
A metabolite of Cholesterol
Definition
ChEBI: A cholestanoid that consists of cholesterol bearing an oxo substituent at position 7.
General Description
7-ketocholesterol is a major oxidation product of cholesterol.
Biochem/physiol Actions
7-ketocholesterol is a strong inhibitor of cytochrome P450 7A1. It modulates cholesterol homeostasis, cytotoxicity and apoptosis. 7-ketocholesterol stimulates inflammation, growth inhibition and vascular endothelial growth factor. Cellular accumulation of 7-ketocholesterol enhances oxidative stress, endoplasmic reticulum stress and apoptosis in macrophages.
Safety Profile
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes
7-KETOCHOLESTEROL Preparation Products And Raw materials
Raw materials
Preparation Products
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