234200

Combretastatin A-4

A synthetic Combretum caffrum-derived cell-permeable stilbenoid phenol that competes with colchicine tubulin binding and interferes with tubulin polymerization as well as cellular microtubule assembly

• Synonym(s): Combretastatin A-4, Combretastatin A4, CA4, Tubulin Polymerization Inhibitor XVIII, NSC 817373, 2-Methoxy-5-((1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl)-phenol, CA-4
• Empirical Formula (Hill Notation): C₁₈H₂₀O₅
• CAS Number: 117048-59-6
• Molecular Weight: 316.35
• MDL number: MFCD03453309
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/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+
• InChI key: HVXBOLULGPECHP-AATRIKPKSA-N

Description

General description

A synthetic Combretum caffrum-derived cell-permeable stilbenoid phenol that competes with colchicine (Cat No. 234115) tubulin binding (by 96.4% at equal molar concentration; Ki = 1.1 µM) and interferes with tubulin polymerization (IC₅₀ = 2-3 µM) as well as cellular microtubule assembly. In addition to its antimitotic and in vitro cancer growth inhibition activity (IC₅₀ = 7 nM in L1210 cultures), CA4 also acts as an antivascular agent and effectively induces tumor cell necrosis in vivo by targeting endothelial cytoskeleton.

A synthetic Combretum caffrum-derived cell-permeable stilbenoid phenol that competes with colchicine (Cat. No. 234115) tubulin binding (by 96.4% at equal molar concentration; Ki = 1.1 µM) and interferes with tubulin polymerization (IC₅₀ = 2-3 µM) as well as cellular microtubule assembly. In addition to its antimitotic and in vitro cancer growth inhibition activity (IC₅₀ = 7 nM in L1210 cultures), CA4 also acts as an antivascular agent and effectively induces tumor cell necrosis in vivo by targeting endothelial cytoskeleton.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Tron, G.C., et al. 2006. J. Med. Chem.49, 3033.
Griggs, J., et al. 2001. Lancet Oncol.2, 82.
Pettit, G.R., et al. 1989. Experientia45, 209.
Lin, C.M., et al. 1988. Mol. Pharmacol.34, 200.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06,GHS05
• signalword: Danger
• hcodes: H301 + H311 + H331,H318
• pcodes: P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable