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Drug-Target Interaction

Drug

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PubChem ID:667639
Structure:
Synonyms:
"trans-3,3′,4,5′-tetrahydroxystilbene"
(E)-4-[2-(3,5-Dihydroxyphenyl)ethenyl]1,2-benzenediol
(E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol
1,2-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-
1,2-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-, (E)-
1,2-Benzenediol, 4-[2-(3,5-dihydroxyphenyl)ethenyl]-, (E)-
1,2-Benzenediol, {4-[2-(3,} 5-dihydroxyphenyl)ethenyl\]-, (E)-
1,2-benzenediol, {4-[2-(3,} 5-dihydroxyphenyl)ethenyl]-, (e)-
10083-24-6
21100-92-5
3'-hydroxyresveratol
3,3',4',5-tetrahydroxystilbene
3,3',4'5-Tetrahydroxystilbene
3,3',4,5'-Stilbenetetrol
3,3',4,5'-tetrahydroxy stilbene
3,3',4,5'-Tetrahydroxy-trans-stilbene
3,3',4,5'-Tetrahydroxystilbene
3,5,3',4'-tetrahydroxy-stilbene
3,5,3',4'-tetrahydroxy-trans-stilbene
3,5,3',4'-Tetrahydroxystilbene
3-Hydroxyresveratol
4-(2-(3,5-Dihydroxyphenyl)vinyl)-1,2-benzenediol
4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol
4-[2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
4339-71-3
5-[(E)-2-(3,4-Dihydroxyphenyl)vinyl]benzene-1,3-diol
AC-5281
AC1LDIIX
AC1Q7B1B
AIDS-160223
AIDS160223
AR-1F9519
astringinin
Astringinine
BIDD:ER0001
BiomolKI2_000031
BiomolKI_000023
BMK1-C11
BRD-K91509126-001-05-3
BSPBio_001120
C041525
C05901
C14H12O4
CCG-100627
CCRIS 9289
CHEBI:208981
CHEBI:28814
CHEMBL69863
CU-00000000400-1
DB08399
demethyl isorhapontigenin
E-Piceatannol
EU-0100915
F13BE9BB-B7D7-4D40-B31A-C15B953E033D
HMS1362H21
HMS1792H21
HMS1990H21
HMS2236B03
HMS3262H12
I14-6878
IDI1_002155
K00089
LMPK13090006
Lopac0_000915
LS-146872
LS-171757
MEGxp0_000245
MLS002153321
MolPort-001-740-425
NCGC00094226-01
NCGC00094226-02
NCGC00094226-03
NCGC00094226-04
NCGC00094226-05
NCGC00094226-06
NCGC00094226-07
nchembio.582-comp4
NSC 365798
NSC 622471
NSC-365798
NSC365798
NSC622471
P 0453
P0453_SIGMA
Piceatannol
piceatanol
PIT
RSVL-1
SMP2_000263
SMR001230734
ST50825907
trans-3,3′,4,5′-Tetrahydroxystilbene
trans-3,3',4,5'-Tetrahydroxystilbene
ZINC00014036

Target

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Uniprot ID:Q6LCE7_HUMAN
Synonyms:
Cyclooxygenase-1
EC-Numbers:1.14.99.1
Organism:Homo sapiens
Human
PDB IDs:-

Binding Affinities:

Ki: Kd:Ic 50:Ec50/Ic50:
----

References:

12444159
Piceatannol inhibits TNF-induced NF-kappaB activation and NF-kappaB-mediated gene expression through suppression of IkappaBalpha kinase and p65 phosphorylation.. Kazuhiro Ashikawa; Sekhar Majumdar; Sanjeev Banerjee; Alok C Bharti; Shishir Shishodia; Bharat B Aggarwal (2002) Journal of immunology (Baltimore, Md. : 1950) display abstract
Piceatannol is an anti-inflammatory, immunomodulatory, and anti-proliferative stilbene that has been shown to interfere with the cytokine signaling pathway. Previously, we have shown that resveratrol suppresses the activation of the nuclear transcription factor NF-kappaB. Piceatannol, previously reported as a selective inhibitor of protein tyrosine kinase Syk, is structurally homologous to resveratrol. Whether piceatannol can also suppress NF-kappaB activation was investigated. The treatment of human myeloid cells with piceatannol suppressed TNF-induced DNA binding activity of NF-kappaB. In contrast, stilbene or rhaponticin (another analog of piceatannol) had no effect, suggesting the critical role of hydroxyl groups. The effect of piceatannol was not restricted to myeloid cells, as TNF-induced NF-kappaB activation was also suppressed in lymphocyte and epithelial cells. Piceatannol also inhibited NF-kappaB activated by H(2)O(2), PMA, LPS, okadaic acid, and ceramide. Piceatannol abrogated the expression of TNF-induced NF-kappaB-dependent reporter gene and of matrix metalloprotease-9, cyclooxygenase-2, and cyclin D1. When examined for the mechanism, we found that piceatannol inhibited TNF-induced IkappaBalpha phosphorylation, p65 phosphorylation, p65 nuclear translocation, and IkappaBalpha kinase activation, but had no significant effect on IkappaBalpha degradation. Piceatannol inhibited NF-kappaB in cells with deleted Syk, indicating the lack of involvement of this kinase. Overall, our results clearly demonstrate that hydroxyl groups of stilbenes are critical and that piceatannol, a tetrahydroxystilbene, suppresses NF-kappaB activation induced by various inflammatory agents through inhibition of IkappaBalpha kinase and p65 phosphorylation.