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AdipoGen Life Sciences
Piceatannol
35
CHF
CHF 35.00
In stock
AG-CN2-0086-M0011 mgCHF 35.00
AG-CN2-0086-M0055 mgCHF 60.00
AG-CN2-0086-M02525 mgCHF 190.00
Product Details | |
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Synonyms | CCRIS 9289; NSC365798; NSC622471; 3,3',4,5'-Tetrahydroxy-trans-stilbene; 3-Hydroxyresveratrol |
Product Type | Chemical |
Properties | |
Formula |
C14H12O4 |
MW | 244.3 |
CAS | 10083-24-6 |
Source/Host Chemicals | Synthetic. Originally isolated from Euphorbia lagascae. |
Purity Chemicals | ≥98% (HPLC) |
Appearance | Off-white to light pink crystalline solid. |
Solubility | Soluble in DMSO, dimethyl formamide, ethanol, methanol, acetone or ethyl acetate. Slightly soluble in water. |
InChi Key | CDRPUGZCRXZLFL-OWOJBTEDBC |
Smiles | OC1=CC(\C=C\C2=CC=C(O)C(O)=C2)=CC(O)=C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Wide range of tyrosine and serine/threonine protein kinase inhibitor, including Syk, p56lck, PKA, PKC, MLCK, CDPK, JNK and PI3K [1-3, 9, 14, 15].
- Inhibits the tyrosine phosphorylation of STAT3 and STAT5 [4].
- Potent apoptosis inducer [5].
- Potent anticancer compound [6, 10, 16, 17].
- Suppresses NF-kB activation through IkBα kinase inhibition [7].
- Activator of human deacetylase SIRT1 (sirtuin 1) [8].
- Potent antioxidant with anti-proliferative, anti-inflammatory and cardioprotective properties [10, 14, 15, 17, 19].
- Neuoprotective [11, 14].
- Adipogenesis inhibitor [18].
- Promotes glucose uptake, AMPK phosphorylation and GLUT4 translocation [20].
- Autophagy inducer [21]
Product References
- Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a naturally occurring protein-tyrosine kinase inhibitor: R.L. Geahlen, et al.; BBRC 165, 241 (1989)
- Inhibition of mast cell Fc epsilon R1-mediated signaling and effector function by the Syk-selective inhibitor, piceatannol: J.M. Oliver, et al.; J. Biol. Chem. 269, 29697 (1994)
- Inhibition of eukaryote serine/threonine-specific protein kinases by piceatannol: B.H. Wang, et al.; Planta Med. 64, 195 (1998)
- Distinct mechanisms of STAT phosphorylation via the interferon-alpha/beta receptor. Selective inhibition of STAT3 and STAT5 by piceatannol: L. Su & M. David; J. Biol. Chem. 275, 12661 (2000)
- Piceatannol, a hydroxylated analog of the chemopreventive agent resveratrol, is a potent inducer of apoptosis in the lymphoma cell line BJAB and in primary, leukemic lymphoblasts: T. Wieder, et al.; Leukemia 15, 1735 (2001)
- Piceatannol, a natural analog of resveratrol, inhibits progression through the S phase of the cell cycle in colorectal cancer cell lines: F. Wolter, et al.; J. Nutr. 132, 298 (2002)
- Piceatannol inhibits TNF-induced NF-kappaB activation and NF-kappaB-mediated gene expression through suppression of IkappaBalpha kinase and p65 phosphorylation: K. Ashikawa, et al.; J. Immunol. 169, 6490 (2002)
- Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan: K.T. Howitz, et al.; Nature 425, 191 (2003)
- Piceatannol upregulates endothelial heme oxygenase-1 expression via novel protein kinase C and tyrosine kinase pathways: B.S. Wung, et al.; Pharmacol. Res. 53, 113 (2006)
- Antioxidant activity of resveratrol, piceatannol and 3,3',4,4',5,5'-hexahydroxy-trans-stilbene in three leukemia cell lines: Z. Ovesna, et al.; Oncol. Rep. 16, 617 (2006)
- Protective effects of piceatannol against beta-amyloid-induced neuronal cell death: H.J. Kim, et al.; Ann. N Y Acad. Sci. 1095, 473 (2007)
- Piceatannol inhibits melanogenesis by its antioxidative actions: T. Yokozawa & Y.J. Kim; Biol. Pharm. Bull. 30, 2007 (2007)
- Induction of apoptosis by piceatannol in human leukemic U937 cells through down-regulation of Bcl-2 and activation of caspases: Y.H. Kim, et al.; Oncol. Rep. 19, 961 (2008)
- Piceatannol attenuates 4-hydroxynonenal-induced apoptosis of PC12 cells by blocking activation of c-Jun N-terminal kinase: Y.J. Jang, et al.; Ann. N Y Acad. Sci. 1171, 176 (2009)
- Phosphoinositide 3-kinase is a novel target of piceatannol for inhibiting PDGF-BB-induced proliferation and migration in human aortic smooth muscle cells: K.H. Choi, et al.; Cardiovasc. Res. 85, 836 (2010)
- Piceatannol inhibits migration and invasion of prostate cancer cells: possible mediation by decreased interleukin-6 signaling: G.T. Kwon, et al.; J. Nutr. Biochem. 23, 228 (2012)
- Biological activity of piceatannol: leaving the shadow of resveratrol: H. Piotrowska, et al.; Mutat. Res. 750, 60 (2012) (Review)
- Piceatannol, natural polyphenolic stilbene, inhibits adipogenesis via modulation of mitotic clonal expansion and insulin receptor-dependent insulin signaling in early phase of differentiation: J.Y. Kwon, et al.; J. Biol. Chem. 287, 11566 (2012)
- Antiproliferative and anti-invasive effect of piceatannol, a polyphenol present in grapes and wine, against hepatoma AH109A cells: Y. Kita, et al.; J. Biomed. Biotechnol. 2012, 672416 (2012)
- Piceatannol, a resveratrol derivative, promotes glucose uptake through glucose transporter 4 translocation to plasma membrane in L6 myocytes and suppresses blood glucose levels in type 2 diabetic model db/db mice: M. Minakawa, et al.; BBRC 422, 469 (2012)
- Pro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins: F. Pietrocola, et al.; Cell Cycle 11, 3851 (2012)