| Identification | Back Directory | [Name]
U 18666A | [CAS]
3039-71-2 | [Synonyms]
U 18666A
U18666A,HCl
U18666A - CAS 3039-71-2 - Calbiochem
3BETA-(2-DIETHYLAMINOETHOXY)-ANDROSTENONE HCL
3BETA-(2-DIETHYLAMINOETHOXY)ANDROST-5-EN-17 ONE, HCL
3BETA-(2-DIETHYLAMINO-ETHOXY)ANDROSTENONE HYDROCHLORIDE
(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-onehydrochloride
(3B)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE HYDROCHLORIDE
(3β)-3-[2-(diethylamino)ethoxy]androst-5-en-17-one dihydrochloride
(3BETA)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE DIHYDROCHLORIDE | [Molecular Formula]
C25H42ClNO2 | [MDL Number]
MFCD00210908 | [MOL File]
3039-71-2.mol | [Molecular Weight]
424.06 |
| Chemical Properties | Back Directory | [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. |
| Hazard Information | Back Directory | [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]
Store at -20°C,stored under nitrogen | [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 |
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