3,4-dihydroxy Hydrocinnamic acid (L-Aspartic acid dibenzyl ester) amideCAS: 615264-62-5
MF: C27H27NO7
MW: 477.50
A cholesterol acyltransferase-1 and -2 inhibitor.

3,4-dihydroxy Hydrocinnamic acid (L-Aspartic acid dibenzyl ester) amide (CAS 615264-62-5)

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Synonym: N- [3- (3, 4- dihydroxyphenyl)- 1- oxopropyl]- L- aspartic acid, bis(phenylmethyl) ester
Application: A cholesterol acyltransferase-1 and -2 inhibitor
CAS Number: 615264-62-5
Molecular Weight: 477.50
Molecular Formula: C27H27NO7
* Refer to Certificate of Analysis for lot specific data (including water content).
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3,4-dihydroxy Hydrocinnamic acid (L-Aspartic acid dibenzyl ester) amide inhibits human ACAT-1 and ACAT-2 (Acyl-Coenzyme A cyltransferase-1 and -2) equally with an IC50 of about 60 μM. ACAT-1 and ACAT-2 catalyze the formation of long chain fatty acyl-coenzyme A and cholesterol esters from cholesterol, and may play a role in the development of atherosclerosis. This chemical inhibits human ACAT-1 and ACAT-2 with an IC50 values of 95 and 81 μM, respectively and also inhibits copper-mediated oxidation of low density lipoproteins by 91% at a concentration of 2 μM.


References

1 Rudel, L.L., Lee, R.G., Cockman, T.L. Acyl coenzyme A: Cholesterol acyltransferase types 1 and 2: structure and function in atherosclerosis. Curr Opin Lipidol 12 121-127 (2001). 2 Lee, R.G., Willingham, M.C., Davis, M.A., et al. Differential expression of ACAT1 and ACAT2 among cells within liver, intestine, kidney, and adrenal of nonhuman primates. J Lipid Res 41 1991-2001 (2000). 3 Lee, S., Han, J., Kim, H., et al. Synthesis of cinnamic acid derivatives and their inhibitory effects on LDL-oxidation, acyl-CoA: Cholesterol acyltransferase-1 and -2 activity, and decrease of HDL-particle size. Bioorg Medicinal Chem Letters 14 4677-4681 (2004).

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in water (0.25 mg/ml at 25° C), ethanol (~ 20 mg/ml), DMSO (~ 20 mg/ml), DMF (~ 20 mg/ml), and 1: 3 solution of ethanol:PBS (pH 7.2) (~ 0.25 mg/ml).
Storage :
Store at -20° C
Boiling Point :
~727.6° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
IC50 :
Antioxidant activity against copper mediated low-density lipoproteins oxidation: IC50 = 3 µM (human); SOAT1: IC50 = 60 µM (human); SOAT2: IC50 = 81 µM (human)
pK Values :
pKa: 9.77 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
35026724
MDL Number :
MFCD08062181
SMILES :
C1=CC=C(C=C1)COC(=O)C[[email protected]@H](C(=O)OCC2=CC=CC=C2)NC(=O)CCC3=CC(=C(C=C3)O)O

Download SDS (MSDS)

Certificate of Analysis

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