SML1131

Fosbretabulin disodium

≥98% (HPLC)

• Synonym(e): 2-Methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl disodium phosphate, CA4P, Combretastatin A4 phosphate disodium
• Empirische Formel (Hill-System): C₁₈H₁₉O₈P · 2Na
• CAS-Nummer: 168555-66-6
• Molekulargewicht: 440.29
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825668
• MDL number: MFCD00943911

Eigenschaften

• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: H₂O: 5 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [O-]P(OC1=CC(/C=C\C2=CC(OC)=C(OC)C(OC)=C2)=CC=C1OC)([O-])=O.[Na+].[Na+]
• InChI: 1S/C18H21O8P.2Na/c1-22-14-8-7-12(9-15(14)26-27(19,20)21)5-6-13-10-16(23-2)18(25-4)17(11-13)24-3;;/h5-11H,1-4H3,(H2,19,20,21);;/q;2*+1/p-2/b6-5-;;
• InChI key: VXNQMUVMEIGUJW-XNOMRPDFSA-L
• Gene Information: human ... TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688)

Beschreibung

Biochem/physiol Actions

Fosbretabulin disodium (Combretastatin A4 phosphate, CA4P) is a potent vascular-disrupting agent (VDA). Fosbretabulin disodium is a prodrug that is converted to combretastatin A (Sigma Cat No. C7744) inside the endothelial cells that line blood vessels, where it binds to tubulin dimers and prevents microtubule polymerization, resulting in mitotic arrest and apoptosis in endothelial cells. Fosbretabulin disodium is a potent anti-cancer agent that exhibits antivascular effects on tumor vasculature, inducing a rapid reduction in tumor blood flow and a concomitant increase of cellular necrosis. Some of its activity is believed to involve interference with vascular endothelial-cadherin signaling in addition to its microtubule-disrupting activity.

Fosbretabulin disodium is a vascular disrupting agent; prodrug that is converted to combretastatin A inside the endothelial cells.

Features and Benefits

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Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable