Combretastatin A-1
Modify Date: 2024-01-02 10:35:31
Combretastatin A-1 structure
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Common Name | Combretastatin A-1 | ||
|---|---|---|---|---|
| CAS Number | 109971-63-3 | Molecular Weight | 332.348 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 528.4±50.0 °C at 760 mmHg | |
| Molecular Formula | C18H20O6 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 273.3±30.1 °C | |
Use of Combretastatin A-1Combretastatin A-1 is a microtubule polymerization inhibitor that binds to the colchicine-binding site of tubulin. Combretastatin A-1 inhibits the Wnt/β-catenin pathway through tubulin depolymerization mediated AKT deactivation. Combretastatin A-1 exhibits anti-tumor and anti-vascular effects[1][2][3]. |
| Name | combretastatin a1 |
|---|---|
| Synonym | More Synonyms |
| Description | Combretastatin A-1 is a microtubule polymerization inhibitor that binds to the colchicine-binding site of tubulin. Combretastatin A-1 inhibits the Wnt/β-catenin pathway through tubulin depolymerization mediated AKT deactivation. Combretastatin A-1 exhibits anti-tumor and anti-vascular effects[1][2][3]. |
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| Related Catalog | |
| Target |
Microtubule/Tubulin[1] |
| In Vitro | Combretastatin A-1 (72 h) inhibits the growth of various tumor cell lines in vitro, including HepG2, SMMC-7721, Hepa 1-6, LM-3, Bel-7402, Huh7, BGC-803, MDA-MB-231, MCF-7, A375, NCI-1975, CT-26, HT-29, A549 cells (IC50=9.2, 12.8, 32.9, 33.8, 38.4, 728.2, 12.2, 17.6, 46.0, 61.0, 256.3, 1075.0, 2082.0, 2247.0 nM, respectively)[2]. Combretastatin A-1 (1-10 nM; 24 h) induces apoptosis by microtubule depolymerization-induced AKT inactivation and the removal of GSK-3β inhibition in HepG2 cells[2]. Combretastatin A-1 (1-50 nM; 6 h) decreases the mitochondrial membrane potential (MMP) of HepG2 cells. Combretastatin A-1 shows dose-dependently ROS accumulation in HepG2 cells[2]. Western Blot Analysis[2] Cell Line: HepG2 cells Concentration: 1, 5, 10 nM Incubation Time: 24 hours Result: Significantly decreased Mcl-1 expression, but the Bcl-2 level was unchanged. Reduced p-GSK 3β (Ser9) without altering total GSK-3β protein levels, indicating an activation of GSK-3β. Reduced AKT phosphorylation on Ser473 without an obvious change in the total AKT protein levels. |
| In Vivo | Combretastatin A-1 (1-4 mg/kg; i.v. every other day for 4 weeks) significantly reduces the tumor volume in HepG2 subcutaneous xenograft model[2]. Combretastatin A-1 (2 mg/kg; every other day for 21 days) shows enhanced apoptosis in orthotopic hepatocellular carcinoma mouse model[2]. Animal Model: Male athymic BALB/c nu/nu mice (16-18 g; 4-6 weeks old) were inoculated with HepG2 cells[2] Dosage: 1, 2, 4 mg/kg Administration: I.v. every other day for 4 weeks Result: Resulted in a significant tumor volume reduction at the dose of 2 mg/kg or 4 mg/kg. |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 528.4±50.0 °C at 760 mmHg |
| Molecular Formula | C18H20O6 |
| Molecular Weight | 332.348 |
| Flash Point | 273.3±30.1 °C |
| Exact Mass | 332.125977 |
| PSA | 77.38000 |
| LogP | 3.84 |
| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
| Index of Refraction | 1.627 |
| Hazard Codes | Xi |
|---|---|
| HS Code | 2909499000 |
| HS Code | 2909499000 |
|---|---|
| Summary | 2909499000. ether-alcohols and their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0% |
| combretastatin A1 Z |
| Combretastatin A-1 |
| 3-methoxy-6-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzene-1,2-diol |
| (Z)-3',4,4',5'-Tetramethoxystilbene-2,3-diol |
| (Z)-3,4,4',5-Tetramethoxy-2',3'-dihydroxystilbene |
| Combretastatin A1( 3-Methoxy-6-[2-(3,4,5-trimethoxy-phenyl)-vinyl]-benzene-1,2-diol ) |
| (Z)-3-Methoxy-6-(3,4,5-Trimethoxystyryl)Benzene-1,2-Diol |
| 1,2-Benzenediol, 3-methoxy-6-(2-(3,4,5-trimethoxyphenyl)ethenyl)-, (Z)- |
| (Z)-1-[3',4',5'-trimethoxyphenyl]-2-[2'',3''-dihydroxy-4''-methoxyphenyl]ethene |
| 3-Methoxy-6-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]-1,2-benzenediol |
| combretastatin A-2 |
| 1,2-Benzenediol, 3-methoxy-6-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]- |
| 3-Methoxy-6-[(Z)-3,4,5-trimethoxystyryl]-1,2-benzenediol |
| 3-Methoxy-6-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]benzene-1,2-diol |