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U 18666A

SIGMA/U3633 - powder

Synonym: (3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride

CAS Number: 3039-71-2
Empirical Formula (Hill Notation): C25H41NO2·HCl
Molecular Weight: 424.06
MDL Number: MFCD00210908
Linear Formula: C25H41NO2·HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-U3633-5MG 5 mg
 $127.00
1/EA		 Add To Favorites
45-U3633-25MG 25 mg
 $482.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to off-white
form powder
InChI 1S/C25H41NO2.ClH/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24;/h7,19-22H,5-6,8-17H2,1-4H3;1H/t19-,20-,21-,22-,24-,25-;/m0./s1
InChI key GZFYZYBWLCYBMI-MYZJJQSMSA-N
mp 195-196.5 °C (lit.)
SMILES string Cl[H].[H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]4(C)C(=O)CC[C@@]24[H])OCCN(CC)CC
solubility H2O: 10 mg/mL≥
storage temp. 2-8°C
Application: U 18666A has been used in fibroblast controls to study the mechanism of increase in autophagy in Niemann-Pick Disease Type C (NPC) cells.
Application: U 18666A has been used:
• as a competitive inhibitor of the Niemann-Pick disease, type C (NPC2) binding partner Niemann-Pick C1 (NPC1) to treat symbiotic and aposymbiotic adult Aiptasia to study the effect of global sterol transport inhibition
• in treating seminiferous tubules to study its effects on the localization pattern of VPS35-positive vesicles
• to study the U18666A treatment effects on early endosomes and late endosomes/multivesicular bodies (MVBs)
• as an NPC1 inhibitor to test its in vivo efficacy and study its effects on filovirus entry and infection
Biochem/physiol Actions: Inhibitor of cholesterol synthesis (inhibits desmosterol Δ24-reductase). Weak inhibitor of hedgehog (hh) signaling.
Biochem/physiol Actions: U18666A, a Niemann-Pick phenotype inducer, can inhibit the lysosomal cholesterol export and Ebola infection.
General description: U18666A, a cationic amphiphile/sterol, has a diethylaminoethyl chain linked to the 3-hydroxyl. It is an androstenolone derivative.
Packaging: 5, 25 mg in glass bottle
Preparation Note: U 18666A is soluble in water at 10 mg/ml.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
mp 195-196.5 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352200

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