EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:61917 - (R)-thalidomide

ChEBI IDCHEBI:61917
ChEBI Name(R)-thalidomide
Stars
ASCII Name(R)-thalidomide
DefinitionA 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione that has R-configuration at the chiral centre.
Last Modified14 May 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC13H10N2O4
Net Charge0
Average Mass258.233
Monoisotopic Mass258.06406
SMILESO=C1CC[C@@H](N2C(=O)c3ccccc3C2=O)C(=O)N1
InChIInChI=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)/t9-/m1/s1
InChIKeyUEJJHQNACJXSKW-SECBINFHSA-N
Roles Classification
Application:
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
ChEBI Ontology
Outgoing Relation(s)
(R)-thalidomide (CHEBI:61917) has role sedative (CHEBI:35717)
(R)-thalidomide (CHEBI:61917) is a 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione (CHEBI:74947)
(R)-thalidomide (CHEBI:61917) is enantiomer of (S)-thalidomide (CHEBI:61918)
Incoming Relation(s)
thalidomide (CHEBI:9513) has part (R)-thalidomide (CHEBI:61917)
(S)-thalidomide (CHEBI:61918) is enantiomer of (R)-thalidomide (CHEBI:61917)
IUPAC Name 
2-[(3R)-2,6-dioxopiperidin-3-yl]-1H-isoindole-1,3(2H)-dione
Synonyms  Source
(+)-thalidomideChemIDplus
R-(+)-thalidomideChemIDplus
(R)-(+)-thalidomideChEBI
d-thalidomideChemIDplus
D-thalidomideChemIDplus
Registry NumbersSources
Reaxys:5756815Reaxys
CAS:2614-06-4ChemIDplus