U 18666A
- Product Name
- U 18666A
- CAS No.
- 3039-71-2
- Chemical Name
- U 18666A
- 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;(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride;(3B)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE HYDROCHLORIDE;(3β)-3-[2-(diethylamino)ethoxy]androst-5-en-17-one dihydrochloride
- CBNumber
- CB1467459
- Molecular Formula
- C25H42ClNO2
- Formula Weight
- 424.06
- MOL File
- 3039-71-2.mol
U 18666A Property
- 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
- Safety Statements
- 22-24/25
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- U3633
- Product name
- U 18666A
- Purity
- powder
- Packaging
- 5mg
- Price
- $127
- Updated
- 2024/03/01
- Product number
- 662015
- Product name
- U18666A
- Packaging
- 10mg
- Price
- $172
- Updated
- 2024/03/01
- Product number
- J67389
- Product name
- U18666A
- Purity
- 95%
- Packaging
- 5mg
- Price
- $103
- Updated
- 2023/06/20
- Product number
- J67389
- Product name
- U18666A
- Purity
- 95%
- Packaging
- 10mg
- Price
- $178
- Updated
- 2023/06/20
- Product number
- 10009085
- Product name
- U18666A
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $48
- Updated
- 2024/03/01
U 18666A Chemical Properties,Usage,Production
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