CHEBI:74947 - 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione
ChEBI ID CHEBI:74947
ChEBI ASCII Name 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione
Definition A dicarboximide that is isoindole-1,3(2H)-dione in which the hydrogen attached to the nitrogen is substituted by a 2,6-dioxopiperidin-3-yl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C13H10N2O4
Net Charge 0
Average Mass 258.22950
Monoisotopic Mass 258.064
InChI InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)
InChIKey UEJJHQNACJXSKW-UHFFFAOYSA-N
SMILES O=C1CCC(N2C(=O)c3ccccc3C2=O)C(=O)N1
ChEBI Ontology
Outgoing 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione (CHEBI:74947) is a phthalimides (CHEBI:82851)
2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione (CHEBI:74947) is a piperidones (CHEBI:48589)
Incoming (R)-thalidomide (CHEBI:61917) is a 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione (CHEBI:74947)
(S)-thalidomide (CHEBI:61918) is a 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione (CHEBI:74947)
IUPAC Name
2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione
Last Modified
02 February 2018
General Comment
2017-01-06 Note that this is the entry for material with unspecified stereochemistry. There are separate entries for the individual enantiomers [(R)-thalidomide and (S)-thalidomide] and for the racemate (thalidomide).