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CHEBI:74774 - 5-[2-(feruloyl)ethen-1-yl]thalidomide

ChEBI IDCHEBI:74774
ChEBI Name5-[2-(feruloyl)ethen-1-yl]thalidomide
Stars
DefinitionA dicarboximide that is thalidomide substituted at position 5 by an ethenyl group, which in turn is substituted by a feruloyl group at position 2. The compound is a hybrid based on the structures of thalidomide and curcumin and has been found to exhibit cytotoxicity against human multiple myeloma cells.
Last Modified24 July 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC25H20N2O7
Net Charge0
Average Mass460.442
Monoisotopic Mass460.12705
SMILESCOc1cc(/C=C/C(=O)/C=C/c2ccc3c(c2)C(=O)N(C2CCC(=O)NC2=O)C3=O)ccc1O
InChIInChI=1S/C25H20N2O7/c1-34-21-13-15(5-10-20(21)29)3-7-16(28)6-2-14-4-8-17-18(12-14)25(33)27(24(17)32)19-9-11-22(30)26-23(19)31/h2-8,10,12-13,19,29H,9,11H2,1H3,(H,26,30,31)/b6-2+,7-3+
InChIKeyHEMJTXBCAXHSBV-YPCIICBESA-N
Roles Classification
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) has functional parent thalidomide (CHEBI:9513)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) has role antineoplastic agent (CHEBI:35610)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) is a aromatic ether (CHEBI:35618)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) is a dicarboximide (CHEBI:35356)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) is a enone (CHEBI:51689)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) is a isoindoles (CHEBI:24897)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) is a phenols (CHEBI:33853)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) is a piperidones (CHEBI:48589)
IUPAC Name 
2-(2,6-dioxopiperidin-3-yl)-5-[(1E,4E)-5-(4-hydroxy-3-methoxyphenyl)-3-oxopenta-1,4-dien-1-yl]-1H-isoindole-1,3(2H)-dione
Synonym  Source
5-[(1E,4E)-5-(4-hydroxy-3-methoxyphenyl)-3-oxopenta-1,4-dien-1-yl]thalidomideChEBI
Citations