CAS Number22255-22-7
SynonymsTrimethoxy-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; 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
Molecular FormulaC17H18O3
Molecular Weight270.323
Density1.1±0.1 g/cm3
Boiling Point423.8±35.0 °C at 760 mmHg
Melting Point57ºC
AppearanceLight yellow oily
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 22255-22-7 |
| Catalog No. | 2A-9076877 |
| Chinese Name | 白藜芦醇三甲醚 |
| 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; 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 |
| Molecular Formula | C17H18O3 |
| Molecular Weight | 270.323 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 423.8±35.0 °C at 760 mmHg |
| Melting Point | 57ºC |
| Appearance | Light yellow oily |
| Water Solubility | DMSO: ≥34mg/mL |
| Application | Trans-Trimethoxyresveratrol is a derivative of Resveratrol (RSV). Compared with Resveratrol (RSV), it may be a more effective anti-inflammatory and anti-angiogenic compound. |
| HTC | 2909309090 |
| PubChem ID | 495359 |
| SMILES | COc1ccc(C=Cc2cc(OC)cc(OC)c2)cc1 |
| InChI | InChI=1S/C17H18O3/c1-18-15-8-6-13(7-9-15)4-5-14-10-16(19-2)12-17(11-14)20-3/h4-12H,1-3H3/b5-4+ |
| InChI Key | GDHNBPHYVRHYCC-SNAWJCMRSA-N |
| Hazard Symbols | transportation |
| Bioactivity | 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 Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology 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: Chemical & Physical Properties 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 InChIKey GDHNBPHYVRHYCC-SNAWJCMRSA-N SMILES COc1ccc(C=Cc2cc(OC)cc(OC)c2)cc1 Storage condition ?20°C Water Solubility DMSO: ≥34mg/mL |
| Use of | Properties Name 1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene Synonym More Synonyms Trimethoxystilbene Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology 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: Chemical & Physical Properties Molecular Formula C17H18O3 Exact Mass 270.125580 PSA 27.69000 Index of Refraction 1.600 InChIKey GDHNBPHYVRHYCC-SNAWJCMRSA-N |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. ((E)-Resveratrol Trimethyl Ether) IMDG Code: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. ((E)-Resveratrol Trimethyl Ether) International air transport hazard regulations: Environmentally hazardous substance, solid, n.o.s. ((E)-Resveratrol Trimethyl Ether) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), |
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