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| | U 18666A Basic information |
| Product Name: | U 18666A | | Synonyms: | U 18666A;3BETA-(2-DIETHYLAMINOETHOXY)ANDROST-5-EN-17 ONE, HCL;3BETA-(2-DIETHYLAMINOETHOXY)-ANDROSTENONE HCL;3BETA-(2-DIETHYLAMINO-ETHOXY)ANDROSTENONE HYDROCHLORIDE;(3BETA)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE DIHYDROCHLORIDE;(3B)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE HYDROCHLORIDE;U18666A,HCl;(3β)-3-[2-(diethylamino)ethoxy]androst-5-en-17-one dihydrochloride | | CAS: | 3039-71-2 | | MF: | C25H42ClNO2 | | MW: | 424.06 | | EINECS: | | | Product Categories: | | | Mol File: | 3039-71-2.mol |  |
| | U 18666A Chemical Properties |
| 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. |
| | U 18666A Usage And Synthesis |
| 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 | | Uses | 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 |
| | U 18666A Preparation Products And Raw materials |
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