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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
Molecular Weight:
354.35
MDL Number:
MFCD01546481
MOL File:
42206-94-0.mol
MSDS File:
SDS
Last updated:2024-04-21 19:24:23

Acetyl-trans-resveratrol Properties

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.

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07,GHS09
Signal word  Danger
Hazard statements  H315-H317-H318-H335-H400
Precautionary statements  P261-P273-P280-P305+P351+P338
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
NFPA 704
0
3 0

Acetyl-trans-resveratrol price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 554328 Resveratrol, Triacetyl 42206-94-0 25mg $196 2024-03-01 Buy
Sigma-Aldrich SML0032 Triacetyl resveratrol ≥98% (HPLC) 42206-94-0 10mg $103 2023-06-20 Buy
TCI Chemical T3232 Triacetyl resveratrol >98.0%(GC) 42206-94-0 1g $17 2024-03-01 Buy
TCI Chemical T3232 Triacetyl resveratrol >98.0%(GC) 42206-94-0 5g $51 2024-03-01 Buy
Cayman Chemical 26379 Acetyl Resveratrol 42206-94-0 1g $89 2024-03-01 Buy
Product number Packaging Price Buy
554328 25mg $196 Buy
SML0032 10mg $103 Buy
T3232 1g $17 Buy
T3232 5g $51 Buy
26379 1g $89 Buy

Acetyl-trans-resveratrol Chemical Properties,Uses,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.

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

Global( 207)Suppliers
Supplier Tel Email Country ProdList Advantage
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 290 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338 stella@zetchem.com China 2141 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Accela ChemBio Inc.
(+1)-858-699-3322 info@accelachem.com United States 19965 58

View Lastest Price from Acetyl-trans-resveratrol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Acetyl Resveratrol pictures 2024-04-22 Acetyl Resveratrol
42206-94-0
US $0.00 / kg 1kg 99% 1000 kg BINBO BIOLOGICAL CO.,LTD
Acetyl Resveratrol pictures 2024-03-28 Acetyl Resveratrol
42206-94-0
US $0.00 / kg 25kg 98% Inquiry PNP Biotech Co. Ltd
Acetyl-trans-resveratrol pictures 2023-02-24 Acetyl-trans-resveratrol
42206-94-0
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.

Acetyl-trans-resveratrol Spectrum

Acetyl-resveratrol, Acetyl Trans-resveratrol 3,4',5-Triacetoxy-trans-stilbene 98+% trans-Resveratrol Triacetate trans-Triacetylresveratrol, trans-Resveratrol triacetate, 4-[(E)-2-(3,5-Diacetoxphenyl)vinyl]phenyl acetate 3,4',5-Triacetoxy-trans-stilbene 3,5,4'-Tri-O-acetylresveratrol 5-[(1E)-2-[4-(Acetyloxy)phenyl]ethenyl]-1,3-benzenediol1,3-Diacetate Resveratrol 3,5,4'-triacetate 3,4',5-Triacetoxy-trans-stilbene, trans-Triacetylresveratrol, trans-Resveratrol triacetate 4-[(E)-2-(3,5-Diacetoxyphenyl)vinyl]phenyl acetate 98+% Resveratrol triacetate Resveratrol, Triacetyl Resveratrol, Triacetyl - CAS 42206-94-0 - Calbiochem 4-[(E)-2-(3,5-Diacetoxyphenyl)vinyl]phenyl acetate acetic acid [4-[(E)-2-(3,5-diacetyloxyphenyl)ethenyl]phenyl] ester Acethyl Resveratrol 1,3-Benzenediol, 5-[(1E)-2-[4-(acetyloxy)phenyl]ethenyl]-, 1,3-diacetate Resveratrol Triacetate Impurity Resveratrol Impurity 26 (trans-Resveratrol Triacetate) ACETYL TRANS-RESVERATROL 42206-94-0 Resveratrol,NF-κB,inhibit,STAT,Anticancer,Triacetylresveratrol,PANC-1,Nuclear factor-kappaB,BxPC-3,STAT3,Nuclear factor-κB,Inhibitor Triacetylresveratrol, ≥ 98.0% 42206-94-0 APIs