| Identification | Back Directory | [Name]
3,4',5-TRIMETHOXY-TRANS-STILBENE | [CAS]
22255-22-7 | [Synonyms]
TriMethoxystibene
Trimethoxystilbene
TRISMETHOXY RESVERATROL
Tri-O-methylresveratrol
Resveratrol three ether
Trimethoxy-trans-stilbene
3,5,4'-TriMethoxy Stilbene
trans-Trimethoxyresveratrol
(E)-3,5,4'-Trimethoxystilbene
trans-trismethoxy Resveratrol
E-Resveratrol TriMethyl Ether
B-0022 TrisMethoxyresveratrol
(E)-3,4',5-Trimethoxystilbene
3,5,4'-Trimethoxy-trans-stilbene
trans-3,4',5-TriMethoxy-stilbene
3,4',5-TRIMETHOXY-TRANS-STILBENE
3,4,5-TRIMETHOXY-TRANS-STILBENE 95+%
(E)-1,3-Dimethoxy-5-(4-methoxystyryl)benzene
1 (E)-5-[2-(4-HYDROXYPHENYL)ETHENYL]-1,3-BENZENE DIOL
1,3-DIMETHOXY-5-[(E)-2-(4-METHOXY-PHENYL)-VINYL]-BENZENE
1,3-DIMETHOXY-5-[(1E)-2-(4-METHOXYPHENYL)ETHENYL]-BENZENE
TRANS-1-(3,5-DIMETHOXYPHENYL)-2-(4-METHOXYPHENYL)ETHYLENE
Benzene,1,3-diMethoxy-5-[(1E)-2-(4-Methoxyphenyl)ethenyl]- | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C17H18O3 | [MDL Number]
MFCD02093500 | [MOL File]
22255-22-7.mol | [Molecular Weight]
270.32 |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Oil | [Melting point ]
57°C | [Boiling point ]
423.8±35.0 °C(Predicted) | [density ]
1.104±0.06 g/cm3(Predicted) | [storage temp. ]
?20°C | [solubility ]
DMSO: ≥34mg/mL | [form ]
powder to crystal | [color ]
white to tan | [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+ | [InChIKey]
GDHNBPHYVRHYCC-SNAWJCMRSA-N | [SMILES]
C1(OC)=CC(/C=C/C2=CC=C(OC)C=C2)=CC(OC)=C1 | [CAS DataBase Reference]
22255-22-7 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Oil | [Uses]
A resveratrol analog with a variety of pharmacology action, including anti-cancer properties, anti-allergic activity, estrogenic activity, antiangiogenic activity, and vascular-targeting activity against microtubule-destabilization | [Uses]
A resveratrol analog with a variety of pharmacology action, including
inst microtubule-destabilization | [Uses]
Phenolic compounds, particularly flavonoids, from plant sources have long been observed to have antioxidant activity with potential benefits for human health. Resveratrol is a potent phenolic antioxidant found in grapes and red wine that also has antiproliferative and anti-inflammatory activity. When the three phenolic hydroxyl groups of resveratrol are converted to methyl ethers, the inhibition of cell growth and pro-apoptotic activities of resveratrol are enhanced. | [Description]
trans-trismethoxy Resveratrol is a polyketide synthase-derived stilbene originally isolated from Virola cuspidata that has diverse biological activities.1,2,3,4 It is cytotoxic to several cancer cell lines, including PC3, KB, HT-29, SW480, and HL-60 cells (IC50s =3.6, 10.2, 16.1, 54, and 2.5 μM, respectively).2 trans-trismethoxy Resveratrol (15 μM) inhibits TNF-α-induced activation of NF-κB in HEK293T cells in a reporter assay.3 It inhibits angiogenesis in zebrafish embryos when used at a concentration of 0.1 μM.4 | [storage]
Store at -20°C | [References]
[1] MICHAEL B. AUSTIN Joseph P N. The Chalcone Synthase Superfamily of Type III Polyketide Synthases[J]. ChemInform, 2003, 34 17. DOI: 10.1002/chin.200317284
[2] FAHAD S ALDAWSARI Carlos A V M. 3,4’,5-trans-Trimethoxystilbene; a natural analogue of resveratrol with enhanced anticancer potency.[J]. Investigational New Drugs, 2015, 33 3: 775-786. DOI: 10.1007/s10637-015-0222-x
[3] JUSTIN J. HEYNEKAMP. Substituted trans-Stilbenes, Including Analogues of the Natural Product Resveratrol, Inhibit the Human Tumor Necrosis Factor Alpha-Induced Activation of Transcription Factor Nuclear Factor KappaB[J]. Journal of Medicinal Chemistry, 2006, 49 24: 7182-7189. DOI: 10.1021/jm060630x
[4] MIRELLA BELLERI. Antiangiogenic and vascular-targeting activity of the microtubule-destabilizing trans-resveratrol derivative 3,5,4’-trimethoxystilbene.[J]. Molecular Pharmacology, 2005, 67 5: 1451-1459. DOI: 10.1124/mol.104.009043 |
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