CAY10486 • 4-<wbr/>Hydroxycinnamic acid (L-<wbr/>phenylalanine methyl ester) amide (CAS 615264-52-3) (Inchi key ATJBWQGWPYQIAR-FMIVXFBMSA-N) || Cayman Chemical | Supplier
CAY10486
Item № 10006452
CAS № 615264-52-3
Purity ≥98%
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5 mg $22.00 $0.00
10 mg $42.00 $0.00
50 mg $176.00 $0.00
500 mg $1,320.00 $0.00

Pricing updated 2015-09-02. Prices are subject to change without notice.

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Description
Synonyms
  • 4-Hydroxycinnamic acid (L-phenylalanine methyl ester) amide

Acyl-Coenzyme A: cholesterol acyltransferase-1 and -2 (ACAT-1 and ACAT-2) catalyze the formation of cholesterol esters from cholesterol and long chain fatty acyl-coenzyme A, and may play a role in the development of atherosclerosis.1,2 CAY10486 inhibits human ACAT-1 and ACAT-2 equally with an IC50 value of approximately 60 µM.3 It also inhibits copper-mediated oxidation of low density lipoproteins by about 28% at a concentration of 3 µM.3

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Technical Information
Formal Name N-​[3-​(4-​hydroxyphenyl)-​1-​oxo-​2-​propenyl]-​L-​phenylalanine,​ methyl ester
CAS Number 615264-52-3
Synonyms
  • 4-Hydroxycinnamic acid (L-phenylalanine methyl ester) amide
Molecular Formula C19H19NO4
Formula Weight 325.4
Purity ≥98%
Formulation A crystalline solid
λmax 210, 226, 311 nm
SMILES O=C(N[C@@H]​(CC1=CC=CC=C1)​C(OC)​=O)​/C=C/C2=CC=C(O)​C=C2
InChI Code ​1S/C19H19NO4/c1-24-19(23)​17(13-15-5-3-2-4-6-15)​20-18(22)​12-9-14-7-10-16(21)​11-8-14/h2-12,17,21H,13H2,1H3,(H,20,22)​/b12-9+
InChI Key ATJBWQGWPYQIAR-FMIVXFBMSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
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Additional Information

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References & Background Reading
Product Description References

1. Rudel, L.L., Lee, R.G., and 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 Med Chem Lett 14 4677-4681 (2004).

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