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22255-22-7

22255-22-7 structure
22255-22-7 structure
  • Name: Trimethoxystilbene
  • Chemical Name: 1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
  • CAS Number: 22255-22-7
  • Molecular Formula: C17H18O3
  • Molecular Weight: 270.323
  • Catalog: Natural product Phenols
  • Create Date: 2018-12-28 12:43:25
  • Modify Date: 2024-01-02 15:34:50
  • Trans-Trimethoxyresveratrol is a derivative of Resveratrol (RSV),and it may be a more potent anti-inflammatory, antiangiogenic and vascular-disrupting agent when compared with resveratrol.In vitro: The in vitro study of resveratrol and trans-Trimethoxyresveratrol showed rather weak cytotoxic effects on three cancer cell lines (HepG2, MCF-7, and MDA-MB-231), which contradicted a previous study reporting that resveratrol inhibited MCF-7 cells with an IC50 of about 10?μM. This discrepancy might be explained by the fact that the measurements were made 24?h after drug treatment, whereas the measurements of the previous study were taken 6 days after. The fact that the cytotoxic effect of trans-Trimethoxyresveratrol was lower than that of resveratrol is surprising, because in many studies, trans-Trimethoxyresveratrol is the most active analogue of resveratrol , although resveratrol shows much stronger antioxidant effects than that of trans-Trimethoxyresveratrol.[1]In vivo: Zebrafish embryos offer great advantage over their adults as well as other in vivo models because of the external development and optical transparency during their first few days, making them invaluable in the inspection of developmental processes. These unique advantages can even be made more useful when specific cell types are labeled with fluorescent probes. Zebrafish embryo in vivo, suggests that trans-Trimethoxyresveratrol has both more potent antiangiogenic activity and more importantly, stronger specific cytotoxic effects on endothelial cells than does resveratrol.[1]

Name 1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
Synonyms Trimethoxy-trans-stilbene
3,4',5-Trimethoxy-trans-stilbene
trimethoxy-trans-resveratrol
1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
TRISMETHOXYRESVERATROL
resverarol trimethyl ether
1,3-Dimethoxy-5-[(E)-2-(4-methoxyphenyl)vinyl]benzene
1,3-dimethoxy-5-[(1E)-2-(4-methoxyphenyl)ethenyl]-benzene
methylated trans-resveratrol
(E)-1,3-Dimethoxy-5-(4-methoxystyryl)benzene
3,5,4'-Trimethoxystilbene
E-Resveratrol Trimethyl Ether
Resveratrol trimethyl ether
Benzene, 1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]-
3,4',5-trimethoxystilbene
Tri-O-methylresveratrol
3,5,4'-TRIMETHOXY-TRANS-STILBENE
1,3-Dimethoxy-5-[(E)-2-(4-methoxy-phenyl)-vinyl]-benzene
O-permethylated E-resveratrol
trans-Trimethoxyresveratrol
Description Trans-Trimethoxyresveratrol is a derivative of Resveratrol (RSV),and it may be a more potent anti-inflammatory, antiangiogenic and vascular-disrupting agent when compared with resveratrol.In vitro: The in vitro study of resveratrol and trans-Trimethoxyresveratrol showed rather weak cytotoxic effects on three cancer cell lines (HepG2, MCF-7, and MDA-MB-231), which contradicted a previous study reporting that resveratrol inhibited MCF-7 cells with an IC50 of about 10?μM. This discrepancy might be explained by the fact that the measurements were made 24?h after drug treatment, whereas the measurements of the previous study were taken 6 days after. The fact that the cytotoxic effect of trans-Trimethoxyresveratrol was lower than that of resveratrol is surprising, because in many studies, trans-Trimethoxyresveratrol is the most active analogue of resveratrol , although resveratrol shows much stronger antioxidant effects than that of trans-Trimethoxyresveratrol.[1]In vivo: Zebrafish embryos offer great advantage over their adults as well as other in vivo models because of the external development and optical transparency during their first few days, making them invaluable in the inspection of developmental processes. These unique advantages can even be made more useful when specific cell types are labeled with fluorescent probes. Zebrafish embryo in vivo, suggests that trans-Trimethoxyresveratrol has both more potent antiangiogenic activity and more importantly, stronger specific cytotoxic effects on endothelial cells than does resveratrol.[1]
Related Catalog
References

[1]. Alex, D. et al. Resveratrol derivative, trans-3,5,4'-trimethoxystilbene, exerts antiangiogenic and vascular-disrupting effects in zebrafish through the downregulation of VEGFR2 and cell-cycle modulation. Journal of cellular biochemistry 109, 339-346, doi:

Density 1.1±0.1 g/cm3
Boiling Point 423.8±35.0 °C at 760 mmHg
Melting Point 57ºC
Molecular Formula C17H18O3
Molecular Weight 270.323
Flash Point 144.4±23.2 °C
Exact Mass 270.125580
PSA 27.69000
LogP 4.61
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.600
Storage condition ?20°C
Water Solubility DMSO: ≥34mg/mL
Symbol GHS05 GHS07 GHS09
GHS05, GHS07, GHS09
Signal Word Danger
Hazard Statements H315-H318-H335-H410
Precautionary Statements P261-P273-P280-P305 + P351 + P338-P501
Hazard Codes Xi,N
Risk Phrases 36/37/38
Safety Phrases 26-36/37/39
RIDADR UN 3077 9 / PGIII
HS Code 2909309090


HS Code 2909309090
Summary 2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%