Combretastatin A-4

Combretastatin A-4

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Names
IUPAC name 2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol
Other names Combretastatin A4 CA-4
Identifiers
CAS Number	117048-59-6 N
ChEMBL	ChEMBL67 Y
ChemSpider	4508364 Y
Jmol 3D model	Interactive image
PubChem	5351344
InChI 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- Y Key: HVXBOLULGPECHP-WAYWQWQTSA-N Y
SMILES COC1=C(C=C(C=C1)C=CC2=CC(=C(C(=C2)OC)OC)OC)O
Properties
Chemical formula	C18H20O5
Molar mass	316.34 g/mol
Melting point	116 °C (241 °F; 389 K)
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Combretastatin A-4 is a combretastatin and a stilbenoid. It can be isolated from Combretum caffrum, the Eastern Cape South African bushwillow tree or in Combretum leprosum, the mofumbo, a species found in Brazil.

Derivatives

Combretastatin A-4 is the active component of combretastatin A-4 phosphate, a prodrug designed to damage the vasculature (blood vessels) of cancer tumors causing central necrosis. A large number of synthetic derivatives have been reported, including beta-lactam based compounds.

See also

• Ombrabulin, a combretastatin A-4 derivative in clinical trials for treatment of cancer