EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:77821 - ent-dextilidine

ChEBI IDCHEBI:77821
ChEBI Nameent-dextilidine
Stars
ASCII Nameent-dextilidine
DefinitionAn ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate that has R configuration at the carbon bearing the phenyl group and S configuration at the carbon bearing the dimethylamino group. It is the enantiomer of dextilidine; the opioid analgesic tilidine is the racemate comprising equimolar amounts of dextilidine and ent-dextilidine.
Last Modified20 March 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC17H23NO2
Net Charge0
Average Mass273.376
Monoisotopic Mass273.17288
SMILESCCOC(=O)[C@@]1(c2ccccc2)CCC=C[C@@H]1N(C)C
InChIInChI=1S/C17H23NO2/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3/h5-8,10-12,15H,4,9,13H2,1-3H3/t15-,17+/m0/s1
InChIKeyWDEFBBTXULIOBB-DOTOQJQBSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
ent-dextilidine (CHEBI:77821) is a ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate (CHEBI:77817)
ent-dextilidine (CHEBI:77821) is enantiomer of dextilidine (CHEBI:77822)
Incoming Relation(s)
tilidine (CHEBI:77823) has part ent-dextilidine (CHEBI:77821)
dextilidine (CHEBI:77822) is enantiomer of ent-dextilidine (CHEBI:77821)
IUPAC Name 
ethyl (1R,2S)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
Synonym  Source
(−)-ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylateChEBI