EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:747874 - {4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate

Default Structure
ChEBI IDCHEBI:747874
ChEBI Name{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate
Stars
ASCII Name{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate
DefinitionA stilbenoid that is trans-stilbene in which the phenyl groups are substituted at positions 3 and 5 by fluoro groups and at position 4' by a (phosphonooxy)methoxy group. It is a metabolically stable and water soluble derivative of trans-resveratrol. It functions as a prodrug and in tumour-associated tissues the compound is cleaved by alkaline phosphatase to release the active 4'-hydroxy-3,5-difluoro-trans-stilbene.
Last Modified17 June 2026
SubmitterMaster Ishant Kiran Borse
DownloadsMolfile
FormulaC15H13F2O5P
Net Charge0
Average Mass342.234
Monoisotopic Mass342.04687
SMILESO=P(O)(O)OCOc1ccc(/C=C/c2cc(F)cc(F)c2)cc1
InChIInChI=1S/C15H13F2O5P/c16-13-7-12(8-14(17)9-13)2-1-11-3-5-15(6-4-11)21-10-22-23(18,19)20/h1-9H,10H2,(H2,18,19,20)/b2-1+
InChIKeyRIVVKGWQXPJDQG-OWOJBTEDSA-N
Roles Classification
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate (CHEBI:747874) has role antineoplastic agent (CHEBI:35610)
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate (CHEBI:747874) has role prodrug (CHEBI:50266)
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate (CHEBI:747874) is a aromatic ether (CHEBI:35618)
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate (CHEBI:747874) is a difluorobenzene (CHEBI:38582)
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate (CHEBI:747874) is a organic phosphate (CHEBI:25703)
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate (CHEBI:747874) is a stilbenoid (CHEBI:26776)
IUPAC Name 
{4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenoxy}methyl dihydrogen phosphate