U3633
U 18666A
≥98% (HPLC), cholesterol synthesis inhibitor, powder
동의어(들):
(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C25H41NO2·HCl
CAS 번호:
Molecular Weight:
424.06
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
제품 이름
U 18666A, powder
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
InChI key
GZFYZYBWLCYBMI-MYZJJQSMSA-N
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
assay
≥98% (HPLC)
form
powder
color
white to off-white
mp
195-196.5 °C (lit.)
solubility
H2O: 10 mg/mL≥
storage temp.
2-8°C
Quality Level
관련 카테고리
General description
U18666A, a cationic amphiphile/sterol, has a diethylaminoethyl chain linked to the 3-hydroxyl. It is an androstenolone derivative.
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.
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.
U18666A, a Niemann-Pick phenotype inducer, can inhibit the lysosomal cholesterol export and Ebola infection.
Preparation Note
U 18666A is soluble in water at 10 mg/ml.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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
Haitang Wang et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 24(12), 2100-2108 (2016-11-02)
The therapeutic applications of lipid nanoparticle (LNP) formulations of small interfering RNA (siRNA), are hampered by inefficient delivery of encapsulated siRNA to the cytoplasm following endocytosis. Recent work has shown that up to 70% of endocytosed LNP-siRNA particles are recycled
Feiran Lu et al.
eLife, 4 (2015-12-10)
Niemann-Pick C1 (NPC1) is a lysosomal membrane protein that exports cholesterol derived from receptor-mediated uptake of LDL, and it also mediates cellular entry of Ebola virus. Cholesterol export is inhibited by nanomolar concentrations of U18666A, a cationic sterol. To identify
문서
Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.
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