Caffeic-acid-phenethyl-ester
Caffeic acid phenethyl ester (CAPE) inhibits the activation of nuclear transcription factor NF-kappa B and may suppress p70S6K and Akt-driven signaling pathways.CAPE is a natural product found in Baccharis sarothroides, Populus deltoides. Ki Acetylcholinesterase (AChE) 517.93 pM Butyrylcholinesterase (BChE) 322.02 pM (Gulcin et al. 2015)
General
Type : Hydroxycinnamic-ester,Acrylate,Not A\/B H target,Natural
Chemical_Nomenclature : 2-phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Canonical SMILES : C1=CC=C(C=C1)CCOC(=O)C=CC2=CC(=C(C=C2)O)O
InChI : InChI=1S\/C17H16O4\/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13\/h1-9,12,18-19H,10-11H2\/b9-7+
InChIKey : SWUARLUWKZWEBQ-VQHVLOKHSA-N
Other name(s) : Caffeic acid phenethyl ester,Phenethyl caffeate,CAPE,Phenylethyl caffeate,CHEBI:8062,CHEMBL319244,ZINC1083,CHEBI:93478
MW : 284.31
Formula : C17H16O4
CAS_number : 104594-70-9
PubChem : 5281787
UniChem : SWUARLUWKZWEBQ-VQHVLOKHSA-N
IUPHAR :
Wikipedia :
Target
Families : Caffeic-acid-phenethyl-ester ligand of proteins in family: BCHE || ACHE
Stucture :
Protein : human-BCHE || human-ACHE
References (9)
| Title : Caffeic acid phenethyl ester (CAPE)-derivatives act as selective inhibitors of acetylcholinesterase - Giessel_2019_Eur.J.Med.Chem_177_259 |
| Author(s) : Giessel JM , Loesche A , Csuk R |
| Ref : Eur Journal of Medicinal Chemistry , 177 :259 , 2019 |
| Abstract : Giessel_2019_Eur.J.Med.Chem_177_259 |
| ESTHER : Giessel_2019_Eur.J.Med.Chem_177_259 |
| PubMedSearch : Giessel_2019_Eur.J.Med.Chem_177_259 |
| PubMedID: 31158743 |
| Title : Caffeic acid phenethyl ester upregulates N-myc downstream regulated gene 1 via ERK pathway to inhibit human oral cancer cell growth in vitro and in vivo - Chung_2017_Mol.Nutr.Food.Res_61_ |
| Author(s) : Chung LC , Chiang KC , Feng TH , Chang KS , Chuang ST , Chen YJ , Tsui KH , Lee JC , Juang HH |
| Ref : Mol Nutr Food Res , 61 : , 2017 |
| Abstract : Chung_2017_Mol.Nutr.Food.Res_61_ |
| ESTHER : Chung_2017_Mol.Nutr.Food.Res_61_ |
| PubMedSearch : Chung_2017_Mol.Nutr.Food.Res_61_ |
| PubMedID: 28181403 |
| Title : Caffeic acid phenethyl ester protects the brain against hexavalent chromium toxicity by enhancing endogenous antioxidants and modulating the JAK\/STAT signaling pathway - Mahmoud_2017_Biomed.Pharmacother_91_303 |
| Author(s) : Mahmoud AM , Abd El-Twab SM |
| Ref : Biomed Pharmacother , 91 :303 , 2017 |
| Abstract : Mahmoud_2017_Biomed.Pharmacother_91_303 |
| ESTHER : Mahmoud_2017_Biomed.Pharmacother_91_303 |
| PubMedSearch : Mahmoud_2017_Biomed.Pharmacother_91_303 |
| PubMedID: 28463793 |
| Title : Protective Effects of Caffeic Acid Phenethyl Ester on Fluoxetine-Induced Hepatotoxicity: An Experimental Study - Yilmaz_2016_Biomed.Res.Int_2016_1247191 |
| Author(s) : Yilmaz A , Elbey B , Yazgan UC , Donder A , Arslan N , Arslan S , Alabalik U , Aslanhan H |
| Ref : Biomed Res Int , 2016 :1247191 , 2016 |
| Abstract : Yilmaz_2016_Biomed.Res.Int_2016_1247191 |
| ESTHER : Yilmaz_2016_Biomed.Res.Int_2016_1247191 |
| PubMedSearch : Yilmaz_2016_Biomed.Res.Int_2016_1247191 |
| PubMedID: 27144157 |
| Title : The effect of caffeic acid phenethyl ester (CAPE) on metabolic enzymes including acetylcholinesterase, butyrylcholinesterase, glutathione S-transferase, lactoperoxidase, and carbonic anhydrase isoenzymes I, II, IX, and XII - Gulcin_2015_J.Enzyme.Inhib.Med.Chem__1 |
| Author(s) : Gulcin I , Scozzafava A , Supuran CT , Akincioglu H , Koksal Z , Turkan F , Alwasel S |
| Ref : J Enzyme Inhib Med Chem , :1 , 2015 |
| Abstract : Gulcin_2015_J.Enzyme.Inhib.Med.Chem__1 |
| ESTHER : Gulcin_2015_J.Enzyme.Inhib.Med.Chem__1 |
| PubMedSearch : Gulcin_2015_J.Enzyme.Inhib.Med.Chem__1 |
| PubMedID: 26453427 |
| Title : Protective role of caffeic acid phenethyl ester on serum cholinesterase inhibition by acute exposure to diazinon in rats - Oguzhanoglu_2014_Turk.J.Med.Sci_44_115 |
| Author(s) : Oguzhanoglu E , Andac AC , Tufek A , Yavuz L , Vural H , Gokalp O |
| Ref : Turk J Med Sci , 44 :115 , 2014 |
| Abstract : Oguzhanoglu_2014_Turk.J.Med.Sci_44_115 |
| ESTHER : Oguzhanoglu_2014_Turk.J.Med.Sci_44_115 |
| PubMedSearch : Oguzhanoglu_2014_Turk.J.Med.Sci_44_115 |
| PubMedID: 25558570 |
| Title : Effects of intralipid and caffeic acid phenethyl ester on neurotoxicity, oxidative stress, and acetylcholinesterase activity in acute chlorpyriphos intoxication - Ozkan_2014_Int.J.Clin.Exp.Med_7_837 |
| Author(s) : Ozkan U , Osun A , Basarslan K , Senol S , Kaplan I , Alp H |
| Ref : Int J Clin Exp Med , 7 :837 , 2014 |
| Abstract : Ozkan_2014_Int.J.Clin.Exp.Med_7_837 |
| ESTHER : Ozkan_2014_Int.J.Clin.Exp.Med_7_837 |
| PubMedSearch : Ozkan_2014_Int.J.Clin.Exp.Med_7_837 |
| PubMedID: 24955152 |
| Title : Optimization of lipase-catalyzed synthesis of caffeic acid phenethyl ester in ionic liquids by response surface methodology - Ha_2013_Bioprocess.Biosyst.Eng_36_799 |
| Author(s) : Ha SH , Van Anh T , Koo YM |
| Ref : Bioprocess Biosyst Eng , 36 :799 , 2013 |
| Abstract : Ha_2013_Bioprocess.Biosyst.Eng_36_799 |
| ESTHER : Ha_2013_Bioprocess.Biosyst.Eng_36_799 |
| PubMedSearch : Ha_2013_Bioprocess.Biosyst.Eng_36_799 |
| PubMedID: 23380940 |
| Title : Effect of caffeic acid phenethyl ester on gastric acid secretion in vitro - Borrelli_2005_Eur.J.Pharmacol_521_139 |
| Author(s) : Borrelli F , Posadas I , Capasso R , Aviello G , Ascione V , Capasso F |
| Ref : European Journal of Pharmacology , 521 :139 , 2005 |
| Abstract : Borrelli_2005_Eur.J.Pharmacol_521_139 |
| ESTHER : Borrelli_2005_Eur.J.Pharmacol_521_139 |
| PubMedSearch : Borrelli_2005_Eur.J.Pharmacol_521_139 |
| PubMedID: 16183057 |