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Version: 17.06d (Release date: 2017-06-26)
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Fosbretabulin Disodium (Code C2503)

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Terms & Properties

Preferred Name: Fosbretabulin Disodium

Definition: The disodium salt of a water-soluble phosphate derivative of a natural stilbenoid phenol derived from the African bush willow (Combretum caffrum) with potential vascular disrupting and antineoplastic activities. Upon administration, the prodrug fosbretabulin is dephosphorylated to its active metabolite, the microtubule-depolymerizing agent combretastatin A4, which binds to tubulin dimers and prevents microtubule polymerization, resulting in mitotic arrest and apoptosis in endothelial cells. In addition, this agent disrupts the engagement of the endothelial cell-specific junctional molecule vascular endothelial-cadherin (VE-cadherin) and so the activity of the VE-cadherin/beta-catenin/Akt signaling pathway, which may result in the inhibition of endothelial cell migration and capillary tube formation. As a result of fosbretabulin's dual mechanism of action, the tumor vasculature collapses, resulting in reduced tumor blood flow and ischemic necrosis of tumor tissue.

Display Name: Fosbretabulin Disodium

Label: Fosbretabulin Disodium

NCI Thesaurus Code: C2503 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: C0962508  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
2-methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl Disodium Phosphate
Combretastatin A4 Disodium Phosphate
Fosbretabulin Disodium
Phenol, 2-methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-, Dihydrogen Phosphate, Disodium Salt

External Source Codes: 
CAS Registry Number 222030-63-9 (see NLM ChemIDplus info)
FDA UNII Code 702RHR475O
PDQ Closed Trial Search ID 43316
PDQ Open Trial Search ID 43316 (check for NCI PDQ open clinical trial info)
UMLS CUI C0962508

Other Properties:
     Name Value (qualifiers indented underneath)
Chemical_Formula C18H19O8P.2Na
code C2503
Contributing_Source CTRP
Contributing_Source FDA
Legacy_Concept_Name Combretastatin_A4_Phosphate
Semantic_Type Organic Chemical
Semantic_Type Pharmacologic Substance

Additional Concept Data: 
Defined Fully by Roles: No  


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