PICEATANNOL

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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,96%;(E)-Piceatannol;trans-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 p72^syk (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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View Lastest Price from PICEATANNOL manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: N-Methylcyclohexanamine 10083-24-6
Price: US $15.00/kg
Min. Order: 1kg
Purity: 99.912%
Supply Ability: 10ton
Release date: 2024-04-25

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

Henan Fengda Chemical Co., Ltd

Product: PICEATANNOL 10083-24-6
Price: US $6.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-03-28

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)

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