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CHEBI:74775 - 5-(2,2-diferuloylethen-1-yl)thalidomide

ChEBI IDCHEBI:74775
ChEBI Name5-(2,2-diferuloylethen-1-yl)thalidomide
Stars
DefinitionA dicarboximide that is thalidomide substituted at position 5 by an ethenyl group, which in turn is substituted by two feruloyl groups 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 Modified22 July 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC35H28N2O10
Net Charge0
Average Mass636.613
Monoisotopic Mass636.17440
SMILESCOc1cc(/C=C/C(=O)C(=Cc2ccc3c(c2)C(=O)N(C2CCC(=O)NC2=O)C3=O)C(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O
InChIInChI=1S/C35H28N2O10/c1-46-30-17-19(6-12-28(30)40)4-10-26(38)24(27(39)11-5-20-7-13-29(41)31(18-20)47-2)16-21-3-8-22-23(15-21)35(45)37(34(22)44)25-9-14-32(42)36-33(25)43/h3-8,10-13,15-18,25,40-41H,9,14H2,1-2H3,(H,36,42,43)/b10-4+,11-5+
InChIKeyRNAMRGODNOWOJL-ZVSIBQGLSA-N
Roles Classification
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) has functional parent curcumin (CHEBI:3962)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) has functional parent thalidomide (CHEBI:9513)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) has role antineoplastic agent (CHEBI:35610)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a aromatic ether (CHEBI:35618)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a dicarboximide (CHEBI:35356)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a enone (CHEBI:51689)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a isoindoles (CHEBI:24897)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a piperidones (CHEBI:48589)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a polyphenol (CHEBI:26195)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) is a β-diketone (CHEBI:67265)
IUPAC Name 
2-(2,6-dioxopiperidin-3-yl)-5-{(4E)-5-(4-hydroxy-3-methoxyphenyl)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-3-oxopenta-1,4-dien-1-yl}-1H-isoindole-1,3(2H)-dione
Synonyms  Source
5-{(4E)-5-(4-hydroxy-3-methoxyphenyl)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-3-oxopenta-1,4-dien-1-yl}thalidomideChEBI
5-{2,2-di[(1E)-1-(4-hydroxy-3-methoxyphenyl)-3-oxoprop-1-en-3-yl]ethenyl}thalidomideChEBI
Citations