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Acetyl-trans-resveratrol

Product Name
Acetyl-trans-resveratrol
CAS No.
42206-94-0
Chemical Name
Acetyl-trans-resveratrol
Synonyms
Acethyl Resveratrol;Resveratrol triacetate;Resveratrol, Triacetyl;trans-Resveratrol Triacetate;Resveratrol 3,5,4'-triacetate;Triacetylresveratrol, ≥ 98.0%;3,5,4'-Tri-O-acetylresveratrol;Resveratrol Triacetate Impurity;3,4',5-Triacetoxy-trans-stilbene;ACETYL TRANS-RESVERATROL 42206-94-0
CBNumber
CB92469297
Molecular Formula
C20H18O6
Formula Weight
354.35
MOL File
42206-94-0.mol
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Acetyl-trans-resveratrol Property

Melting point:
117.0 to 121.0 °C
Boiling point:
504.8±50.0 °C(Predicted)
Density 
1.241±0.06 g/cm3(Predicted)
storage temp. 
room temp
solubility 
DMSO: ≥18mg/mL
form 
White powder
color 
white to tan
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
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Safety

Hazard Codes 
Xi,N
Risk Statements 
37/38-41-43-50/53
Safety Statements 
26-36/37/39-60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
2914390090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

H400Very toxic to aquatic life

Precautionary statements

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

P273Avoid release to the environment.

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
554328
Product name
Resveratrol, Triacetyl
Packaging
25mg
Price
$196
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0032
Product name
Triacetyl resveratrol
Purity
≥98% (HPLC)
Packaging
10mg
Price
$103
Updated
2023/06/20
TCI Chemical
Product number
T3232
Product name
Triacetyl resveratrol
Purity
>98.0%(GC)
Packaging
1g
Price
$17
Updated
2024/03/01
TCI Chemical
Product number
T3232
Product name
Triacetyl resveratrol
Purity
>98.0%(GC)
Packaging
5g
Price
$51
Updated
2024/03/01
Cayman Chemical
Product number
26379
Product name
Acetyl Resveratrol
Packaging
1g
Price
$89
Updated
2024/03/01
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Acetyl-trans-resveratrol Chemical Properties,Usage,Production

Description

Triacetyl resveratrol (CAS 42206-94-0) is a resveratrol prodrug. One method for increasing the half-life of resveratrol?in vivo?is acetylation of the phenolic OH groups. Deacetylation takes place?in vivo?or in intact cells via the action of intracellular esterases releasing active resveratrol.

Chemical Properties

White crystal or white crystal

Uses

trans-Resveratrol Triacetate is the acetylated analogue of Resveratrol (R150000) that is a natural antioxidant and a potential radioprotective agent. trans-Resveratrol Triacetate induces p53 activity and inhibits proliferation in breast and prostate tumor cell lines.

Definition

ChEBI: Acetic acid [4-[2-(3,5-diacetyloxyphenyl)ethenyl]phenyl] ester is a stilbenoid.

General Description

A cell-permeable triacetate resveratrol prodrug that is easily converted to resveratrol by esterase activity and exhibits similar bioactivity as resveratrol in cell cultures. Cremophor EL is reported to protect the prodrug from fast hydrolysis and resveratrol conversion in mouse serum at 37°C (100% conversion within 20 sec vs. >300 min or T1/2 of 48 min delivered with DMSO or 1:1:8 (v/v/v) EtOH/Cremophor EL/H2O, respectively; [prodrug]t=0 = 100 μM), although the active drug resveratrol is stable for more than 27 h under the same condition without Cremophor EL. When dosed at 10 mg/kg and delivered with 1:1:8 (v/v/v) EtOH/Cremophor EL/H2O intraperitoneally before, but not after, exposure to lethal γ-irradiation (9.75 Gy), the prodrug, but not resveratrol, is shown to greatly prevent irradiation-induced death in mice in vivo (survival rate = 77.4% with 10 mg/kg prodrug vs. ≤28.3% with 10 mg/kg resveratrol, vehicle alone, or no pretreatment at all).

Biochem/physiol Actions

Triacetyl resveratrol displays superior bioavailability to the parent compound, resveratrol. The compound induces p53 activity and inhibits proliferation in breast and prostate tumor cell lines.

Mechanism of action

After acetylated resveratrol enters the body, it is converted into resveratrol in the body to exert its biological activity. Acetylated Resveratrol Compared to Regular Resveratrol:
1) The stability is enhanced. Since the three active phenolic hydroxyl groups are acetylated, the stability of acetylated resveratrol is significantly improved;
2) The bioavailability is improved, due to prolonging the residence time in the body and increasing the half-life, the bioavailability is better. Acetylated resveratrol can be widely used in food, beverage and health care products.

in vitro

Triacetylresveratrol significantly down-regulates anti-apoptotic Bcl-2 family protein Mcl-1 and up-regulates pro-apoptotic Bcl-2 family proteins Bim and Puma. Triacetylresveratrol inhibits cell viability, and induces apoptosis of pancreatic cancer cells in a concentration and incubation time-dependent manner.

References

1) Hsieh?et al.?(2011),?Control of prostate cell growth, DNA damage and repair and gene expression by resveratrol analogues, in vitro; Carcinogenesis,?32?93 2) Hsieh?et al.?(2011),?Regulation of p53 and cell proliferation by resveratrol and it’s derivatives in breast cancer cells: an in silico and biochemical approach to targeting integrin αvβ3; Int. J. Cancer,?129?2732

Acetyl-trans-resveratrol Preparation Products And Raw materials

Raw materials

Preparation Products

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Acetyl-trans-resveratrol Suppliers

Hangzhou Great Forest Biomedical Ltd.
Tel
0571-28313180 17767135330
Fax
0571-28313182
Email
info@great-forest.com
Country
China
ProdList
54
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Wuhan Wei Shunda Technology Development Co., Ltd.
Tel
86-027-88774375
Fax
86-027-88416321
Email
mwmwhot@163.com
Country
China
ProdList
233
Advantage
65
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
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View Lastest Price from Acetyl-trans-resveratrol manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
Acetyl Resveratrol 42206-94-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000 kg
Release date
2024-04-21
Shaanxi Dideu Medichem Co. Ltd
Product
Acetyl-trans-resveratrol 42206-94-0
Price
US $0.10/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10
Release date
2024-08-24
PNP Biotech Co. Ltd
Product
Acetyl Resveratrol 42206-94-0
Price
US $0.00/kg
Min. Order
25kg
Purity
98%
Supply Ability
Inquiry
Release date
2022-10-25

42206-94-0, Acetyl-trans-resveratrolRelated Search:


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  • Resveratrol, Triacetyl - CAS 42206-94-0 - Calbiochem
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