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Key Documents

SML3669

Sigma-Aldrich

F-1394

≥98% (HPLC)

Synonym(s):

(1S,2S)-2-(3-neopentyl-3-nonylureido)cyclohexyl 3-((R)-2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamido)propanoate, F 1394, F1394, N-[[(4R)-2,2,5,5-Tetramethyl-1,3-dioxan-4-yl]carbonyl]-β-alanine (1S,2S)-2-[[[(2,2-dimethylpropyl)nonylamino]carbonyl]amino]cyclohexyl ester

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About This Item

Empirical Formula (Hill Notation):
C33H61N3O6
CAS Number:
Molecular Weight:
595.85
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.21
Pricing and availability is not currently available.

Quality Level

assay

≥98% (HPLC)

form

(Powder or solid or semi-solid or liquid)

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

CCCCCCCCCN(C(N[C@H]1CCCC[C@@H]1OC(CCNC([C@H]2C(C)(COC(C)(O2)C)C)=O)=O)=O)CC(C)(C)C

InChI key

NWLFOBZKYXKBOF-NSVAZKTRSA-N

Biochem/physiol Actions

F1394 is an orally available, potent and selective Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor that reduces plaque foam cell formation without inflammatory or toxic effects.
Orally available, potent and selective Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Jaume Amengual et al.
Molecular pharmacology, 99(3), 175-183 (2021-01-02)
Acyl-CoA:cholesterol acyltransferase (ACAT) mediates cellular cholesterol esterification. In atherosclerotic plaque macrophages, ACAT promotes cholesteryl ester accumulation, resulting in foam cell formation and atherosclerosis progression. Its complete inactivation in mice, however, showed toxic effects because of an excess of free cholesterol
T Chiwata et al.
British journal of pharmacology, 133(7), 1005-1012 (2001-08-07)
The acyl-CoA:cholesterol acyltransferase (ACAT) enzyme is thought to be responsible for foam cell formation and the subsequent progression of atherosclerosis. The apolipoprotein E and low density lipoprotein receptor double knockout (apoE/LDLr-DKO) mouse is an animal model that develops severe hyperlipidaemia

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