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HomeProduct name listU 18666A

U 18666A

Synonym(s):(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride;3β-(2-Diethylaminoethoxy)androst-5-en-17-one, HCl;U18666A - CAS 3039-71-2 - Calbiochem

U 18666A Structural

What is U 18666A?

Description

U-18666A (3039-71-2) is an oxidosqualene reductase inhibitor.1 Inhibits the egress of cholesterol from late endosomes and lysosomes.2 U-18666A is also used to study Niemann-Pick disease and for assessing the importance of molecular trafficking through the lysosomal pathway in other conditions.3

The Uses of U 18666A

U 18666A is a cell-permeable amphiphilic amino-steroid.

What are the applications of Application

U 18666A is a cell-permeable amphiphilic amino-steroid

Definition

ChEBI: 3beta-(2-diethylaminoethoxy)androst-5-en-17-one hydrochloride is a hydrochloride obtained by reaction of 3beta-(2-diethylaminoethoxy)androst-5-en-17-one with one equivalent of hydrochloric acid. It is a cholesterol synthesis and transport inhibitor. It has a role as an EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor, a nicotinic antagonist, a sterol biosynthesis inhibitor, an antiviral agent and a Hedgehog signaling pathway inhibitor. It contains a 3beta-(2-diethylaminoethoxy)androst-5-en-17-one(1+).

General Description

A cell-permeable, amphiphilic amino-steroid that alters intracelluar membrane protein trafficking by impairing intracellular biosynthesis and transport of LDL-derived cholesterol. Reported to exert its effects via the inhibition of 2,3-oxidosqualene-lanosterol cyclase activity. Also reported to inhibit the activity of Δ8-sterol isomerase.

Biological Activity

Inhibitor of cholesterol synthesis and cellular transport, and weak inhibitor of hedgehog (Hh) signaling. Reduces serum sterol levels in rats in vivo .

Biochem/physiol Actions

Cell permeable: yes

storage

Desiccate at RT

References

1) Sexton et al. (1983) Effects of 3.beta.-[2-(diethylamino)ethoxy]androst-5-en-17-one on the synthesis of cholesterol and ubiquinone in rat intestinal epithelial cell cultures; Biochemistry 22 5687 2) Liscum and Faust (1989) The intracellular transport of low density lipoprotein-derived cholesterol is inhibited in Chinese hamster ovary cells cultured with 3-?-[2-(diethylamino)ethoxy]androst-5-en-17-one; J. Biol. Chem. 264 11796 3) Cenedella, (2009) Cholesterol synthesis inhibitor U18666A and the role of sterol metabolism and trafficking in numerous pathophysiological processes; Lipids 44 477

Properties of U 18666A

Melting point: 195-196.5 °C(lit.)
storage temp.  2-8°C
solubility  H2O: 9 mg/mL at ≤60 °C
form  crystalline
color  white
Water Solubility  Soluble in water at 10mg/ml
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 week.

Safety information for U 18666A

Computed Descriptors for U 18666A

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