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). CAPE can be produced in Deep Eutectic Solvent by lipases
General
Type : Hydroxycinnamic-ester, Acrylate, Not AlphaBeta Hydrolase 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
Target
Families : Caffeic-acid-phenethyl-ester ligand of proteins in family
BCHE
ACHE
Canar_LipB
Protein :
human-BCHE
human-ACHE
canar-LipB
References (10)
| Title : One Pot Enzymatic Synthesis of Caffeic Acid Phenethyl Ester in Deep Eutectic Solvent - Tripon_2025_Biomolecules_15_181 |
| Author(s) : Tripon MR , Tulcan C , Marc S , Camen DD , Paul C |
| Ref : Biomolecules , 15 :181 , 2025 |
| Abstract : |
| PubMedSearch : Tripon_2025_Biomolecules_15_181 |
| PubMedID: 40001484 |
| Gene_locus related to this paper: canar-LipB |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| PubMedSearch : Borrelli_2005_Eur.J.Pharmacol_521_139 |
| PubMedID: 16183057 |