7-KETOCHOLESTEROL Struktur

7-KETOCHOLESTEROL

Bezeichnung:7-KETOCHOLESTEROL

CAS-Nr566-28-9

Englisch Name:7-KETOCHOLESTEROL

CBNumberCB7158120

SummenformelC27H44O2

Molgewicht400.65

MOL-Datei566-28-9.mol

7-KETOCHOLESTEROL physikalisch-chemischer Eigenschaften

Schmelzpunkt	158-160°C
Siedepunkt	463.26°C (rough estimate)
Dichte	1.0044 (rough estimate)
Brechungsindex	1.4480 (estimate)
storage temp.	room temp
Löslichkeit	Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	14.68±0.70(Predicted)
Farbe	Crystals from CHCl3/Et2O

Sicherheit

WGK Germany	3
RTECS-Nr.	FZ8708000

7-KETOCHOLESTEROL Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
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.
Chemische Eigenschaften
Off-White Solid
Verwenden
A metabolite of Cholesterol
Verwenden
5-Cholesten-3β-ol-7-one was used as a standard in the determination of cholesterol derivatives by GC-MS and HPLC.
Definition
ChEBI: A cholestanoid that consists of cholesterol bearing an oxo substituent at position 7.
Allgemeine Beschreibung
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.
Sicherheitsprofil
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes

7-KETOCHOLESTEROL Upstream-Materialien And Downstream Produkte

7-KETOCHOLESTEROL Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

566-28-9, 7-KETOCHOLESTEROL Verwandte Suche:

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