Piceatannol

SKU: orb1310449

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Description

Piceatannol (Astringenin) is a bioactive stilbenoid with anti-inflammatory, immunomodulatory, and antiproliferative properties. It functions by inhibiting tyrosine kinases such as p56lck and Syk, and suppresses NF-κB activation and TNF-induced gene expression. This compound is used in vitro and in vivo research to study inflammation, immunology, and cancer-related signaling pathways.

Research Area

Epigenetics & Chromatin, Neuroscience, Stem Cell & Developmental Biology

Images & Validation

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Key Properties

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CAS Number	10083-24-6
MW	244.25
Purity	>98%
Formula	C₁₄H₁₂O₄
SMILES	C(=C/C1=CC(O)=CC(O)=C1)\C2=CC(O)=C(O)C=C2
Target	Protein deacetylase
Solubility	Soluble in DMSO (up to 10 mg/ml) or in Ethanol (up to 10 mg/ml).

Bioactivity

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Target IC50	CAK:3 μM\|MLCK:12 μM\|PKC:8 μM
In Vivo	Oral administration of Piceatannol significantly ameliorates structural damage to the colon in BALB/c mice with dextran sulfate sodium-induced colitis, markedly reducing the production of inflammatory mediators (such as nitric oxide, prostaglandin E2, and pro-inflammatory cytokines), and notably diminishes colonic myeloperoxidase (MPO) activity. In type 2 diabetic db/db mouse models, Piceatannol suppresses early elevation of blood glucose levels and improves impaired glucose tolerance in later stages. Read more...
In Vitro	In mast cells, Piceatannol is an effective inhibitor of histamine release, selectively suppressing Syk to block receptor-mediated cellular responses, including inhibition of 1,4,5-IP3 secretion, synthesis, membrane ruffling, and transportation. Piceatannol inhibits Syk activity approximately tenfold more potently than Lyn. When RBL-2H3 cells are treated with Piceatannol, antigen-stimulated phosphorylation of Syk and most other cellular proteins is strongly inhibited. However, it doesn’t affect the phosphorylation of receptor gamma or beta subtypes, presenting a dose-dependent inhibition. Piceatannol also effectively inhibits CDPK, MLCK, PKC, and PKA, with IC50 values of 19 μM, 12 μM, 8 μM, and 3 μM respectively. It selectively inhibits IFNα-induced tyrosine phosphorylation of STAT3/5 without affecting STAT1/2 and selectively inhibits the dephosphorylation of tyrosine on Jak1 and IFNAR1, not affecting Tyk2 and IFNAR2. Piceatannol induces apoptosis in BJAB Burkitt-like lymphoma cells via the activation of caspase-3 and changes in mitochondrial permeability, with an ED50 of 25 μM, independent of the CD95/Fas signaling pathway. It inhibits NF-κB activation induced by TNF, H2O2, PMA, lipopolysaccharides, okadaic acid, and ceramide. Specifically, it inhibits TNF-induced expression of NF-κB-dependent reporter genes (matrix metalloproteinase-9, cyclooxygenase-2, and cyclin D1) by blocking TNF-induced IκBαof phosphorylation, p65 nuclear translocation, and IκB kinase activation, independent of tyrosine kinase. Piceatannol binds to intracellular phosphatidylinositol kinase in an ATP-competitive manner, inhibiting its activity and exhibiting anti-atherosclerotic effects superior to resveratrol. Lastly, Piceatannol suppresses the proliferation of both androgen-dependent and -independent CaP cells and notably reduces the expression of mTOR and its key effectors AKT and eIF4EBP-1. Read more...
Cell Research	Cells are exposed to increasing concentrations of Piceatannol. For the determination of cell proliferation, cells are assayed at 72 hours by trypan blue exclusion using a hemocytometer. After 1 week, colonies are stained with 1.25% crystal violet and quantified by measuring the absorbance at 595 nm. (Only for Reference) Read more...

Storage & Handling

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Storage	-20°C
Expiration Date	12 months from date of receipt.
Disclaimer	For research use only

Alternative Names

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ALI, cAK, Autophagy, Astringenin, Apoptosis, MLCK, injury, iNOS, trans-Piceatannol, threoninkinase, threonin kinase, Serinekinase, Serine kinase, Piceatannol, PKC, Syk

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Compound Identifiers

PubChem CID

667639 ↗

Key Properties

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No computed properties available.

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Piceatannol (orb1310449)

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CAS Number:	10083-24-6
MW:	244.24
Formula:	C₁₄H₁₂O₄

CAS Number:	116181-54-5
MW:	406.38
Formula:	C₂₀H₂₂O₉

Purity:	99.94% (May vary between batches)
CAS Number:	62-13-5
MW:	217.65
Formula:	C₉H₁₁NO₃·HCl

Purity:	>99.99% (May vary between batches)
CAS Number:	94356-26-0
MW:	406.38
Formula:	C₂₀H₂₂O₉

Purity:	>98% (HPLC)
CAS Number:	94356-26-0
MW:	406.38
Formula:	C₂₀H₂₂O₉

Piceatannol

Description

Research Area

Images & Validation

Key Properties

Bioactivity

Storage & Handling

Alternative Names

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