Description Application
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PICEATANNOL

Description Application
Product Name
PICEATANNOL
CAS No.
10083-24-6
Chemical Name
PICEATANNOL
Synonyms
Piceatanl;NSC-622471;PICEATANNOL;Astringenin;Beryl alcohol;20MG/50MG/100G;Piceatannol>Piceatannol(P);Piceatannol,96%;(E)-Piceatannol
CBNumber
CB8377487
Molecular Formula
C14H12O4
Formula Weight
244.24
MOL File
10083-24-6.mol
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PICEATANNOL Property

Melting point:
223.0-227.0 °C
Boiling point:
108°C/0.04mmHg(lit.)
Density 
1.1245 (rough estimate)
refractive index 
1.5190 (estimate)
storage temp. 
2-8°C
solubility 
H2O: 0.5 mg/mL
form 
powder
pka
9.17±0.10(Predicted)
color 
light tan to yellow
λmax
323nm(MeOH)(lit.)
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
LogP
2.690 (est)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29072990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P0453
Product name
Piceatannol
Purity
powder
Packaging
5mg
Price
$216
Updated
2024/03/01
Sigma-Aldrich
Product number
527948
Product name
Piceatannol
Packaging
1mg
Price
$71.1
Updated
2024/03/01
TCI Chemical
Product number
P1928
Product name
Piceatannol
Purity
>98.0%(HPLC)
Packaging
100mg
Price
$245
Updated
2024/03/01
TCI Chemical
Product number
P1928
Product name
Piceatannol
Purity
>98.0%(HPLC)
Packaging
1g
Price
$1457
Updated
2024/03/01
Cayman Chemical
Product number
10009366
Product name
Piceatannol
Purity
>98%
Packaging
5mg
Price
$48
Updated
2024/03/01
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PICEATANNOL Chemical Properties,Usage,Production

Description

Piceatannol is a chemical compound with similar structure to resveratrol, being widely existed in vegetables such as grapes, blueberries and passion fruit. It is capable of inhibiting the growth of immature adipocytes, so as to achieve the purpose of weight loss. In addition, it also helps prevent cancer, heart disease and neurological diseases.
In early April 2012, researchers in Purdue University has published a new study in 《Biochemistry》journal, finding that piceatannol can delay the production of new fat cells, and inhibit the growth of immature fat cells into mature cells, which can help control the obesity. The researchers also claim that while this study shows that red wine helps to lose weight, further research is needed to improve the stability and solubility of the white fat to maximize its effect.
Laboratory preparation: 3, 4-dimethoxybenzyl alcohol is used as the starting material; to obtain the target product; the raw material needs to undergo bromination, Arbuzov rearrangement reaction, Wittig-Horner reaction and demethylation reaction.

Application

Antioxidants, having anti-inflammatory, anti-thrombotic, anti-cancer, anti-cancer, anti-hyperlipidemia, anti-bacterial activities.

Description

Piceatannol (10083-24-6) is a naturally occurring analog of resveratrol (Cat.# 10-1057). Inhibits nonreceptor kinases Syk and Lyk (IC50 approximately 10 μM).1 Piceatannol stimulates Sirt1.2

Chemical Properties

yellow to golden or green crystalline powder

Uses

A human metabolite of Resveratrol (R150000). Piceatannol is strong anti-oxidant.

Uses

Piceatannol has been used:

  • to study its effect on Ataxia-Telangiectasia Mutated (ATM) protein kinase
  • as an inhibitor of ZAP-70 (ζ-chain-associated protein kinase 70)
  • as an inhibitor of MRP1-mediated 2′,7′-bis-(carboxypropyl)-5(6)-carboxyfluorescein (BCPCF) transport in intact human erythrocytes and inside-out erythrocyte vesicles (IOVs)

Definition

ChEBI: A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5.

General Description

A cell-permeable, substrate competitive and reversible plant metabolite that inhibits the activity of rat liver protein kinase A catalytic subunit (IC50 = 3 μM), PKC (IC50 = 8 μM), MLCK (IC50 = 12 μM). In RBL-2H3 cells, the selective inhibition of Syk by piceatannol results in inhibition of FceR1-mediated signaling. Also inhibits wheat embryo Ca2+-dependent protein kinase (CDPK) (IC50 = 19 μM), and p72syk (IC50 = 10 μM), a non-receptor tyrosine kinase, relative to Lyn in isolated enzyme preparations. Also possesses anti-leukemic properties. Reported to activate sirtuins and promote the survival of eukaryotic cells.

Biological Activity

Anti-inflammatory, immunomodulatory and antiproliferative agent. Inhibits p56 lck and syk protein tyrosine kinases and inhibits TNF-induced NF- κ B activation and gene expression. Synthesis results from conversion of resveratrol (5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3,benzenediol ) by cytochrome P450 1B1.

Biochem/physiol Actions

Cell permeable: yes

storage

+4°C

References

1) Seow et al. (2002), Piceatannol, a Syk-selective tyrosine kinase inhibitor, attenuated antigen challenge of guinea pig airways in vitro; Eur. J. Pharmacol., 443 189 2) Howitz et al. (2003), Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan; Nature, 425 191

PICEATANNOL Preparation Products And Raw materials

Raw materials

Preparation Products

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PICEATANNOL Suppliers

Belgium 1 Canada 1 China 319 Germany 3 India 2 Japan 4 South Korea 2 Switzerland 3 United Kingdom 6 United States 33 Global 374
TransMIT GmbH PlantMetaChem
Tel
+49-172-1024293
Fax
+49-(0)6422-938149
Email
pmc@transmit.de
Country
Germany
ProdList
142
Advantage
60
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
BIOTREND Chemicals AG
Tel
--
Fax
--
Email
info@biotrend.ch
Country
Germany
ProdList
1250
Advantage
62
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View Lastest Price from PICEATANNOL manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
PICEATANNOL 10083-24-6
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-14
BINBO BIOLOGICAL CO.,LTD
Product
Piceatannol 10083-24-6
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000 kg
Release date
2024-04-20
Hebei Chuanghai Biotechnology Co,.LTD
Product
PICEATANNOL 10083-24-6
Price
US $9.00/KG
Min. Order
1KG
Purity
99.8%
Supply Ability
100tons
Release date
2024-08-16

10083-24-6, PICEATANNOLRelated Search:

3,4',5-TRIMETHOXY-TRANS-STILBENE trans Resveratrol 3-O-β-D-Glucuronide Dihydroresveratrol CIS-TRIMETHOXY STILBENE Oxyresveratrol trans/cis Resveratrol-D4 Azo-Resveratrol cis Resveratrol trans Resveratrol 4O-b-D-Glucuronide 4'-Methoxyresveratrol Resveratrol 3,5-DIHYDROXY-4'-METHOXYSTILBENE 3-O-BETA-D-GLUCOSIDE Resveratrol-13C6 3,5-DIHYDROXY-4'-BROMOSTILBENE Acetyl-trans-resveratrol Resveratrol-3-4'-Disulfate Resveratrol 3-Sulfat-4’glucuronide 1-O-Levulinoyl Resveratrol Diacetate

  • TRANS-3,3',4,5'-TETRAHYDROXYSTILBENE
  • PICEATANNOL
  • PICEATANNOL (3,3',4,5'-TETRAHYDROXY-TRAN
  • (e)-4-[2-(3,5dihydroxyphenyl)ethenyl]1,2-benzenediol
  • 4-[2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
  • trans-Piceatannol
  • (E)-3,3',4,5'-Tetrahydroxystilbene
  • (E)-Piceatannol
  • Astringenin
  • Piceatannol,96%
  • Piceatannol3,4,3',5'-Tetrahydroxy-trans-stilbene
  • Piceatanl
  • 5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol
  • 20MG/50MG/100G
  • (E)-4-(3,5-dihydroxystyryl)benzene-1,2-diol
  • Piceatannol - CAS 10083-24-6 - Calbiochem
  • 1,2-Benzenediol,4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-
  • (E)-3,3',4,5'-Stilbenetetrol
  • 4-[(1E)-2-(3,5-DIHYDROXYPHENYL)ETHENYL]-1,2-BENZENEDIOL
  • 3,3',4,5'-TETRAHYDROXYSTILBENE
  • 3,3',4,5'-TETRAHYDROXY-TRANS-STILBENE
  • 3,4,3',5'-TETRAHYDROXY-TRANS-STILBENE
  • Piceatannol, (E)-
  • Piceatannol&gt
  • Piceatannol ，>98%
  • Resveratrol 3-Hydroxy Impurity
  • Resveratrol Impurity 20 (trans-Piceatannol)
  • NSC-622471
  • Piceatannol (Astringenin
  • Beryl alcohol
  • Piceatannol (6CI)
  • trans-Piceatannol|||Astringenin
  • Piceatannol(P)
  • trans-Piceatannol-RM
  • 10083-24-6
  • Cell Signaling and Neuroscience
  • BioChemical
  • Lymphocyte Specific Kinase and Spleen Tyrosine Kinase (Lck, Syk)
  • Kinase/Phosphatase Biology
  • Non-Receptor Tyrosine Kinase Inhibitors
  • Cell Biology
  • Aromatics
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • chemical reagent
  • pharmaceutical intermediate
  • Protein Kinase
  • Stilbenes (substituted)
  • Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
  • Inhibitors
  • Syk
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract