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

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ChEBI Name 5-(2,2-diferuloylethen-1-yl)thalidomide
ChEBI ID CHEBI:74775
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H28N2O10
Net Charge 0
Average Mass 636.60420
Monoisotopic Mass 636.174
InChI InChI=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+
InChIKey RNAMRGODNOWOJL-ZVSIBQGLSA-N
SMILES COc1cc(\C=C\C(=O)C(=Cc2ccc3C(=O)N(C4CCC(=O)NC4=O)C(=O)c3c2)C(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O
Roles Classification
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 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 β-diketone (CHEBI:67265)
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)
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 Sources
5-{(4E)-5-(4-hydroxy-3-methoxyphenyl)-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-3-oxopenta-1,4-dien-1-yl}thalidomide ChEBI
5-{2,2-di[(1E)-1-(4-hydroxy-3-methoxyphenyl)-3-oxoprop-1-en-3-yl]ethenyl}thalidomide ChEBI
Citation Waiting for Citations Type Source
23784627 PubMed citation Europe PMC
Last Modified
22 July 2013