C7744

Combretastatin A4

≥98% (HPLC), powder

• Synonym(e): 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
• Empirische Formel (Hill-System): C₁₈H₂₀O₅
• CAS-Nummer: 117048-59-6
• Molekulargewicht: 316.35
• MDL-Nummer: MFCD03453309
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329775149
• NACRES: NA.77

Eigenschaften

• Assay: ≥98% (HPLC)
• Form: powder
• Farbe: off-white
• Löslichkeit: DMSO: >10 mg/mL
• Lagertemp.: −20°C
• SMILES String: COc1ccc(\C=C/c2cc(OC)c(OC)c(OC)c2)cc1O
• 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-
• InChIKey: HVXBOLULGPECHP-WAYWQWQTSA-N

Beschreibung

Allgemeine Beschreibung

Combretastatin A4 belong to the class of colchicinoids compounds.

Anwendung

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

Biochem./physiol. Wirkung

Combretastatin A4 is a potent microtubule targeting agent (MTA).

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.

Sicherheitshinweise

• Piktogramme: GHS06,GHS05
• Signalwort: Danger
• H-Sätze: H301 + H311 + H331,H318
• P-Sätze: P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges