Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C17H16O4 |
| Molecular Weight | 284.3065 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=C(O)C=C(\C=C\C(=O)OCCC2=CC=CC=C2)C=C1
InChI
InChIKey=SWUARLUWKZWEBQ-VQHVLOKHSA-N
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+
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibitors of human immunodeficiency virus integrase. | 1993 Mar 15 |
|
| Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. | 1994 Aug 3 |
|
| Hydroxylated aromatic inhibitors of HIV-1 integrase. | 1995 Oct 13 |
|
| HIV-1 integrase pharmacophore: discovery of inhibitors through three-dimensional database searching. | 1997 Mar 14 |
|
| A new concept of tumor promotion by tumor necrosis factor-alpha, and cancer preventive agents (-)-epigallocatechin gallate and green tea--a review. | 2000 |
|
| Colon cancer chemopreventive drugs modulate integrin-mediated signaling pathways. | 2000 Mar |
|
| Plant phenolics decrease intestinal tumors in an animal model of familial adenomatous polyposis. | 2000 May |
|
| Arylisothiocyanate-containing esters of caffeic acid designed as affinity ligands for HIV-1 integrase. | 2001 Jul |
|
| Molecular mechanism of tumor necrosis factor-alpha production in 1-->3-beta-glucan (zymosan)-activated macrophages. | 2001 Jun 8 |
|
| Caffeic acid phenethyl ester prevents neonatal hypoxic-ischaemic brain injury. | 2004 Dec |
|
| Design and synthesis of novel dihydroxyindole-2-carboxylic acids as HIV-1 integrase inhibitors. | 2004 Mar |
|
| Caffeic acid phenethyl ester as a protective agent against doxorubicin nephrotoxicity in rats. | 2004 Oct |
|
| Anti-HIV activities of natural antioxidant caffeic acid derivatives: toward an antiviral supplementation diet. | 2005 |
|
| Inhibition of multidrug resistance proteins MRP1 and MRP2 by a series of alpha,beta-unsaturated carbonyl compounds. | 2005 Jun 15 |
|
| Arsenite enhances tumor necrosis factor-alpha-induced expression of vascular cell adhesion molecule-1. | 2005 Nov 15 |
|
| PAR1-mediated NFkappaB activation promotes survival of prostate cancer cells through a Bcl-xL-dependent mechanism. | 2005 Oct 15 |
|
| Caffeic acid phenethyl ester (CAPE) prevents transformation of human cells by arsenite (As) and suppresses growth of As-transformed cells. | 2005 Sep 15 |
|
| The activity of adenosine deaminase and the level of nitric oxide in spinal cord of methotrexate administered rats: protective effect of caffeic acid phenethyl ester. | 2006 Feb 1 |
|
| Inhibitory effect of caffeic acid phenethyl ester on the growth of C6 glioma cells in vitro and in vivo. | 2006 Mar 28 |
|
| Enhancement of caffeic acid phenethyl ester on all-trans retinoic acid-induced differentiation in human leukemia HL-60 cells. | 2006 Oct 1 |
|
| Bifunctional alkylating agent-induced p53 and nonclassical nuclear factor kappaB responses and cell death are altered by caffeic acid phenethyl ester: a potential role for antioxidant/electrophilic response-element signaling. | 2007 Apr |
|
| Protective effect of caffeic acid phenethyl ester against carbon tetrachloride-induced hepatotoxicity in mice. | 2008 Jun 3 |
|
| Effects of caffeic acid phenethyl ester on isoproterenol-induced myocardial infarction in rats. | 2010 Aug |
|
| Antitumor progression potential of caffeic acid phenethyl ester involving p75(NTR) in C6 glioma cells. | 2010 Dec 5 |
|
| Inhibitory effect of caffeic acid phenethyl ester on mice bearing tumor involving angiostatic and apoptotic activities. | 2010 Jul 30 |
|
| p52-Bcl3 complex promotes cyclin D1 expression in BEAS-2B cells in response to low concentration arsenite. | 2010 Jun 29 |
|
| Biochemical mechanism of caffeic acid phenylethyl ester (CAPE) selective toxicity towards melanoma cell lines. | 2010 Oct 6 |
|
| The metabolic bioactivation of caffeic acid phenethyl ester (CAPE) mediated by tyrosinase selectively inhibits glutathione S-transferase. | 2011 Jul 15 |
|
| Small molecule activators of the Nrf2-HO-1 antioxidant axis modulate heme metabolism and inflammation in BV2 microglia cells. | 2013 Oct |
|
| Cytotoxic and apoptotic effects of leptocarpin, a plant-derived sesquiterpene lactone, on human cancer cell lines. | 2015 Dec 5 |
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Official Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
DSLD |
3202 (Number of products:3)
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
||
|
NCI_THESAURUS |
C2189
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID8040987
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
104594-70-9
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
8062
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
C055494
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
C63756
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
Caffeic acid phenethyl ester
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
G960R9S5SK
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY | |||
|
5281787
Created by
admin on Fri Dec 15 18:51:22 GMT 2023 , Edited by admin on Fri Dec 15 18:51:22 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
