2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z
Combretastatin A-4
CAS: 117048-59-6
Molecular Formula: C18H20O5
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z - Names and Identifiers
| Name | Combretastatin A-4 |
| Synonyms | CA-4 CS-284 CRC 87-09 CombretastatinA4 Combretastatin A-4 Combretastatin A4 117048-59-6 (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)phenol 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]phenol 2-methoxy-5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z Combrestatin A4( 2-Methoxy-5-[2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol ) (Z)-2-Methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]phenol,3,4,5-Trimethoxy-3hydroxy-4methoxy-(Z)-stilbene,CS-A4 |
| CAS | 117048-59-6 |
| InChI | InChI=1/C18H20O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5+ |
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z - Physico-chemical Properties
| Molecular Formula | C18H20O5 |
| Molar Mass | 316.35 |
| Density | 1.184±0.06 g/cm3(Predicted) |
| Melting Point | 84.5-85.5°C |
| Boling Point | 490.3±45.0 °C(Predicted) |
| Flash Point | 250.3°C |
| Solubility | DMSO : 100 mg/mL (316.11 mM; Need ultrasonic);H2O : < 0.1 mg/mL (insoluble) |
| Vapor Presure | 3.09E-10mmHg at 25°C |
| Appearance | Powder |
| Color | off-white |
| Merck | 14,2494 |
| pKa | 9.65±0.10(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.607 |
| MDL | MFCD03453309 |
| In vitro study | Combretastatin A4 inhibits the growth of MDA-MB-231,A549,Hela,HL-60,SF295,HCT-8,MDA-MB435,PC3M,OVCAR-8,NCI-H358M, and lymphocytes with IC50 of 2.8,3.8,0.9,2.1, respectively, 6.2,5.3,7.9,4.7,0.37,8, and 3.2 nM. 1 μm Combretastatin A4 inhibited tubulin polymerization by 35% and 10 μm almost completely blocked tubulin polymerization. Combretastatin A4 showed a high relative binding capacity, reaching 78% of the colchicine binding capacity. |
| In vivo study | In NT2 and MDA-MB-231 breast tumor models, Combretastatin A4 (100 mg/kg, I. p.) A significant decrease in lipid R1 was induced and a decrease in pO2 was measured by electron paramagnetic resonance (EPR) oximetry. Combretastatin A4 (100 mg/kg, I. p.) significantly reduced K in male NMRI mice |
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R41 - Risk of serious damage to eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S39 - Wear eye / face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 |
| WGK Germany | 2 |
| HS Code | 29095000 |
| Hazard Class | 6.1 |
| Packing Group | Ⅲ |
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z - Reference
| Reference Show more | 1. Gao Yiting, Hemiti Xiao Heliti, Ma Cheng. Preliminary Study on Anti-proliferation Effect of Benzofuran Cobstatin Analogues on Breast Cancer and Cervical Cancer Cells [J]. Journal of Xinjiang Medical University, 2018, 041(012):1524-1530,1534. |
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, Z - Reference Information
| introduction | compretin A4 is an effective tubulin polymerization inhibitor with strong inhibitory activity on tumor cell growth. It can inhibit tumor growth of many cell lines, including IMR32 (neuroblastoma), Hs746T (gastric cancer), CFPAC-1 (pancreatic cancer) and MCF-7 (breast cancer), with IC50 values of 2.16, 5.20, 3.46, and 18.47 nM, respectively. CA4 inhibits tubulin polymerization with an IC50 value of 2.2 μM. |
| pharmacological effects | compretin A4 has the effects of inhibiting angiogenesis, inhibiting tumor growth and resisting cancer. |
| mechanism of action | CA4 targets tubulin in vivo, inhibits its polymerization, and further destroys tumor blood vessels, thus playing an anti-tumor effect, which is effective in various tumor models. CA4 has little effect on normal cells, selectively destroys the vascular endothelial cells of tumor tissue, closes the blood vessels of tumor tissue, and leads to tumor hypoxia and hypoxia. |
| Biological activity | Compretin A4 is a reagent targeting microtubule, which binds to β-tubulin, and Kd is 0.4 μM. Phase 3. |
| Target | Value |
| β-tubulin | 0.4 μM(Kd) |
Last Update：2024-04-09 21:21:28
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Multiple SpecificationsSpot supply
Product Name: Combretastatin A-4 Visit Supplier Webpage Request for quotationCAS: 117048-59-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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