PiceatannolAn inhibitor of Syk and NF-κB activation

Piceatannol (CAS 10083-24-6)

Piceatannol | CAS 10083-24-6 is rated 5.0 out of 5 by 2.
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Synonym: astringinin; 3-Hydroxyresveratol; 3,5,3',4'-Tetrahydroxystilbene
Application: An inhibitor of Syk and NF-κB activation
CAS Number: 10083-24-6
Purity: >98%
Molecular Weight: 244.24
Molecular Formula: C14H12O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Piceatannol is a catechol-type polyphenol. The compound has been shown to act as a protein-tyrosine kinase inhibitor, and preferentially inhibits Syk in comparison to Lyn in in vitro kinase assays. In MCF-10A cell studies, Piceatannol inhibited phorbol ester-induced NF-κB activation and cyclooxygenase-2 expression. Research indicates that Piceatannol can upregulate Fas and FasL through AFT2 and Ca2+/p38α MAPK-mediated activation of c-Jun pathways. Identified as a potential inhibitor of PKA, PKC, MYLK, Lck, and IKKβ as well as an activator of SIRT1. SIRT1 is an NAD+ dependent deacetylase that is known to target histone H4. Piceatannol is an inhibitor of CaMK, JNK, IKKα and PI 3-kinase. Piceatannol is an activator of caspase-3.


References

1. Oliver, J.M., et al. 1994. J. Biol. Chem. 269: 29697-29703. PMID: 7961959
2. Son, P.S., et al. 2010. Carcinogenesis. 31: 1442-1449. PMID: 20584749
3. Liu, W.H., et al. 2010. Int. J. Biochem. Cell Biol. 42: 1498-1506. PMID: 20580678

Appearance :
Powder
Physical State :
Solid
Derived From :
Synthetic
Solubility :
Soluble in DMSO (10 mg/ml), DMF, ethanol (10 mg/ml), methanol, acetone, ethyl acetate, and water (0.5 mg/ml).
Storage :
Store at -20° C
Melting Point :
235° C (lit.)(dec.)
Boiling Point :
108° C (lit.) at 0.04 mmHg
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.80
IC50 :
protein tyrosine kinase Syk: IC50 = ~10 µM; protein kinase A catalytic subunit: IC50 = 3 µM (rat liver); PKC: IC50 = 8 µM; MLCK: IC50 = 12 µM; Ca2+-dependent protein kinase (CDPK): IC50 = 19 µM (wheat embryo); p72syk: IC50 = 10 µM (wheat embryo)
pK Values :
pKa: 9.17
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
667639
MDL Number :
MFCD00221715
SMILES :
C1=CC(=C(C=C1/C=C/C2=CC(=CC(=C2)O)O)O)O

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Certificate of Analysis

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Piceatannol  Product Citations

See how others have used Piceatannol. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 28684421  Perez-Leal, O. et al. 2017. J. Biol. Chem.

PMID: # 28248427  Paasela, T. et al. 2017. New Phytol. 214: 1537-1550.

PMID: # 28603085  Fernández-Del-Río, L. et al. 2017. Free Radic. Biol. Med. 110: 176-187.

PMID: # 27619995  Wu, Y. et al. 2016. J. Immunol.

PMID: # 27129263  Wu, Y. et al. 2016. J. Biol. Chem. 291: 12370-82.

PMID: # 7961959  Oliver, J.M. et al. 1994. J. Biol. Chem. 269: 29697-29703.

Citations 1 to 6 of 6 total
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Rated 5 out of 5 by from Excellent stuff This piceatannol was indeed some high quality piceatannol.
Date published: 2019-08-05
Rated 5 out of 5 by from A decrease in expression of cyclin B1 was A decrease in expression of cyclin B1 was observed by WB when HCT116 cells were treated by piceatannol. -SCBT QC
Date published: 2015-05-09
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