General
Preferred name
PICEATANNOL
Synonyms
ML027 ()
Astringenin ()
trans-Piceatannol ()
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-1,2-benzenediol ()
P&D ID
PD002653
CAS
10083-24-6
4339-71-3
Tags
available
probe
drug candidate
nuisance
obsolete probe
Drug indication
Discovery agent
Drug Status
experimental
Probe info
Probe type
experimental probe
Probe sources
MLP Probes
Probe targets
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4].
PRICE 32
DESCRIPTION Piceatannol (Astringenin) is an anti-inflammatory, immunomodulatory and antiproliferative agent. It inhibits p56lck and syk protein tyrosine kinases and inhibits NF-??B activation and gene expression of TNF-induced. It is synthetic from the conversion of resveratrol by cytochrome P450 1B1.
DESCRIPTION To identify selective exosite/active site inhibitors of A Disintegrin and metalloproteinase with thrombospondin motifs-4 (ADAMTS-4) (MLP Probes)
DESCRIPTION Non-receptor kinase Syk and Lck inhibitor (LOPAC library)
DESCRIPTION Inhibits TNF-induced NF-κB activation (Tocriscreen Total)
DESCRIPTION Inhibitor of Hedgehog (Hh) signaling. Inhibits delta7-dehydrocholesterol reductase (Tocris Bioactive Compound Library)
DESCRIPTION Piceatannol (Astringenin) is an anti-inflammatory, immunomodulatory and antiproliferative agent. It inhibits p56lck and syk protein tyrosine kinases and inhibits NF-κB activation and gene expression of TNF-induced. It is synthetic from the conversion of resveratrol by cytochrome P450 1B1. (TargetMol Bioactive Compound Library)
Cell lines
5
Organisms
6
Compound Sets
17
AdooQ Bioactive Compound Library
Cayman Chemical Bioactives
CZ-OPENSCREEN Bioactive Library
Drug Repurposing Hub
DrugBank
DrugMAP
LOPAC library
MedChem Express Bioactive Compound Library
MLP Probes
MLSMR Probes +
Nuisance compounds in cellular assays
Obsolete Compounds
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
Tocris Bioactive Compound Library
Tocriscreen Total
External IDs
41
Properties
(calculated by RDKit )
Molecular Weight
244.07
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
4
Rotatable Bonds
2
Ring Count
2
Aromatic Ring Count
2
cLogP
2.68
TPSA
80.92
Fraction CSP3
0.0
Chiral centers
0.0
Largest ring
6.0
QED
0.48
Structural alerts
2
historic compounds (Chemical Probes.org)
Obsolete
Nonspecific/NOS
Resveratrols
Nuisance compounds
Custom attributes
(extracted from source data)
Classification
Probe
Selectivity
Syk / Lck
Primary Target
NF-?B and I?B
MOA
Inhibitor
Syk inhibitor
Target
ATP5A1, ATP5B, ATP5C1, IRF3
Endogenous Metabolite
SYK
Arginase,Syk
cAK
MLCK
PKC
Pathway
Angiogenesis
Apoptosis
Autophagy
Cell Cycle/Checkpoint
Chromatin/Epigenetic
Cytoskeletal Signaling
Metabolism
Tyrosine Kinase/Adaptors
Metabolic Enzyme/Protease
Protein Tyrosine Kinase/RTK
Source data