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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:dextilidine
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Accession:CHEBI:77822 term browser browse the term
Definition:An ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate that has S configuration at the carbon bearing the phenyl group and R configuration at the carbon bearing the dimethylamino group. The opioid analgesic tilidine is the racemate comprising equimolar amounts of dextilidine and its enantiomer, ent-dextilidine. A prodrug, tilidine is converted by the liver to the active analgesic, nortilidine; virtually all of the opioid activity resides in the (1S,2R) isomer (i.e. the isomer derived from dextilidine).
Synonyms:exact_synonym: ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
 related_synonym: (+)-ethyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate;   (1S,2R)-(+)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate;   Formula=C17H23NO2;   InChI=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+/m1/s1;   InChIKey=WDEFBBTXULIOBB-WBVHZDCISA-N;   SMILES=CCOC(=O)[C@@]1(CCC=C[C@H]1N(C)C)c1ccccc1;   dextilidina;   dextilidinum
 xref: CAS:32447-90-8
 cyclic_relationship: is_enantiomer_of CHEBI:77821



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Term Annotations click to browse term
  CHEBI ontology 19863
    role 19835
      application 19677
        pro-agent 11550
          prodrug 11311
            dextilidine 0
              tilidine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19863
    subatomic particle 19861
      composite particle 19861
        hadron 19861
          baryon 19861
            nucleon 19861
              atomic nucleus 19861
                atom 19861
                  main group element atom 19807
                    main group molecular entity 19807
                      s-block molecular entity 19639
                        hydrogen molecular entity 19620
                          hydrides 19126
                            inorganic hydride 18134
                              pnictogen hydride 18123
                                nitrogen hydride 18032
                                  azane 17837
                                    ammonia 17836
                                      organic amino compound 17836
                                        amino acid 15968
                                          non-proteinogenic amino acid 3989
                                            beta-amino acid 205
                                              beta-amino acid ester 141
                                                ethyl 2-(methylamino)-1-phenylcyclohex-3-ene-1-carboxylate 0
                                                  ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate 0
                                                    dextilidine 0
                                                      tilidine 0
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