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Merck
CN

U3633

Sigma-Aldrich

U 18666A

≥98% (HPLC), cholesterol synthesis inhibitor, powder

别名:

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

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关于此项目

经验公式(希尔记法):
C25H41NO2·HCl
化学文摘社编号:
分子量:
424.06
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

U 18666A, powder

方案

≥98% (HPLC)

质量水平

表单

powder

颜色

white to off-white

mp

195-196.5 °C (lit.)

溶解性

H2O: 10 mg/mL≥

储存温度

2-8°C

SMILES字符串

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

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

一般描述

U18666A, a cationic amphiphile/sterol, has a diethylaminoethyl chain linked to the 3-hydroxyl. It is an androstenolone derivative.

应用

U 18666A has been used in fibroblast controls to study the mechanism of increase in autophagy in Niemann-Pick Disease Type C (NPC) cells.
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

生化/生理作用

Inhibitor of cholesterol synthesis (inhibits desmosterol Δ24-reductase). Weak inhibitor of hedgehog (hh) signaling.
U18666A, a Niemann-Pick phenotype inducer, can inhibit the lysosomal cholesterol export and Ebola infection.

制备说明

U 18666A is soluble in water at 10 mg/ml.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Mee Kian Poh et al.
Antiviral research, 93(1), 191-198 (2011-12-08)
The level of cholesterol in host cells has been shown to affect viral infection. However, it is still not understood why this level of regulation is important for successful infection. We have shown in this study that dengue virus infection
Anton I Rosenbaum et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(12), 5477-5482 (2010-03-10)
Niemann-Pick type C disease (NPC) is a lysosomal storage disorder causing accumulation of unesterified cholesterol in lysosomal storage organelles. Recent studies have shown that hydroxypropyl-beta-cyclodextrin injections in npc1(-/-) mice are partially effective in treating this disease. Using cultured fibroblasts, we
Elena Piccoli et al.
Biochemical pharmacology, 82(9), 1234-1249 (2011-09-01)
Patients treated with amiodarone accumulate lysobisphosphatidic acid (LBPA), also known as bis(monoacylglycero)phosphate, in airway secretions and develop in different tissues vacuoles and inclusion bodies thought to originate from endosomes. To clarify the origin of these changes, we studied in vitro
Hanna Appelqvist et al.
The American journal of pathology, 178(2), 629-639 (2011-02-02)
In the past decade, lysosomal membrane permeabilization (LMP) has emerged as a significant component of cell death signaling. The mechanisms by which lysosomal stability is regulated are not yet fully understood, but changes in the lysosomal membrane lipid composition have
Marie-Claude Battista et al.
The Prostate, 70(9), 921-933 (2010-02-19)
Seladin-1 belongs to a subgroup of androgen-dependent genes associated with anti-proliferative, pro-differentiation, and pro-apoptotic functions and plays a protective role against oncogenic stress. The present study aims to investigate the localization and expression of Seladin-1 protein in normal and tumoral

商品

肝脏中胆固醇的合成量由饮食中的胆固醇水平来严格调节。LDL受体调节富含脂质的低密度脂蛋白(LDL)颗粒的细胞转运。

Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.

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