COMBRETASTATIN A-4
Synonym(s):1-(3,4,5-Trimethoxyphenyl)-2-(3′-hydroxy-4′-methoxyphenyl) ethane 3,4,5-trimethoxy-3′-hydroxy-4′-methoxystilbene;2-Methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol;CA4;Combretastatin A-4 - CAS 117048-59-6 - Calbiochem;Combretastatin A4, CA4, Tubulin Polymerization Inhibitor XVIII, NSC 817373, 2-Methoxy-5-((1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl)-phenol, CA-4
- CAS NO.:117048-59-6
- Empirical Formula: C18H20O5
- Molecular Weight: 316.35
- MDL number: MFCD03453309
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-20 11:41:24
What is COMBRETASTATIN A-4?
Description
Combrestatin A4 (CA4) is a potent inhibitor of tubulin polymerization and displays strong inhibitory activity on tumor cell growth. Combrestatin A4 was shown to inhibit tumor growth in several cell lines including IMR32 (neuroblastoma), Hs746T (gastric carcinoma), CFPAC-
Chemical properties
Crystalline Powder
The Uses of COMBRETASTATIN A-4
Combretastatin is a small organic molecule found in the bark of the African bush willow tree Combretum caffrum. Combretastatin-A4 Prodrug Induces Mitotic Catastrophe in Chronic Lymphocytic Leukemia Cell Line Independent of Caspase Activation and Poly(ADP-ribose) Polymerase Cleavage. A potent cytotoxic agent which strongly inhibits the polymerization of tubulin by binding to the colchicine site.
The Uses of COMBRETASTATIN A-4
Combretastatin A4 has been used:
- as an anti-tubulin agent to determine the effects of isocitrate dehydrogenases (IDH1 and IDH2) proteins in G2/M phase
- to evaluate the anti-proliferative and pro-apoptotic properties of biphenyl CA4 derivatives in both 2D and 3D cancerous and non-cancerous cell models
- as a microtubule inhibitor to study its effects on motility of Ascaris suum L3 larvae
What are the applications of Application
Combrestatin A4 is a potent inhibitor of tubulin polymerization
Definition
ChEBI: Combretastatin A4 is a stilbenoid.
General Description
Combretastatin A4 belong to the class of colchicinoids compounds.
Biological Activity
Antitumor, antiangiogenic and antimetastatic agent, in vitro and in vivo . Acts by inhibiting tubulin polymerization (IC 50 = 2-3 μ M).
Biochem/physiol Actions
Combretastatin A4 is a vascular disrupting agent (VDA) that targets tumor vasculature to inhibit angiogenesis. It inhibits tubulin polymerization at the colchicine-binding site of beta-tubulin. It has antitumor activity by inhibiting AKT function in human gastric cells. The inhibited AKT activation causes decreased cell proliferation, cell cycle arrest, and reduced in vitro migration/invasiveness and in vivo metastatic ability. Combretastatin A4 is a natural stilbenoid phenol.
Anticancer Research
It is a stilbenoid compound and the active among all combretastatins isolated fromthe bark of Combretum caffrum and is used for colon, lung, and leukemia cancertherapy (Shoeb 2006).
Properties of COMBRETASTATIN A-4
Melting point: | 84.5-85.5°C |
Boiling point: | 490.3±45.0 °C(Predicted) |
Density | 1.184±0.06 g/cm3(Predicted) |
storage temp. | -20°C |
solubility | DMSO: >10mg/mL |
form | powder |
pka | 9.65±0.10(Predicted) |
color | off-white |
Merck | 14,2494 |
Safety information for COMBRETASTATIN A-4
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H318:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for COMBRETASTATIN A-4
Abamectin manufacturer
ALS INDIA LIFE SCIENCES
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