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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:47499 term browser browse the term
Definition:A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.
Synonyms:exact_synonym: 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
 related_synonym: 10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine;   3-(5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE;   5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine;   Antideprin;   Formula=C19H24N2;   Imipramin;   InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3;   InChIKey=BCGWQEUPMDMJNV-UHFFFAOYSA-N;   Irmin;   Melipramine;   N-(gamma-dimethylaminopropyl)iminodibenzyl;   SMILES=CN(C)CCCN1c2ccccc2CCc2ccccc12;   imipraminum;   imizine
 alt_id: CHEBI:47498;   CHEBI:5881
 xref: Beilstein:256892;   CAS:50-49-7;   DrugBank:DB00458;   Drug_Central:1427;   Gmelin:1572523;   HMDB:HMDB0001848;   KEGG:C07049;   KEGG:D08070;   LINCS:LSM-2852
 xref_mesh: MESH:D007099
 xref: PDBeChem:IXX;   PMID:20825390;   Patent:US2554736;   Reaxys:256892;   Wikipedia:Imipramine

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imipramine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G FMO1 flavin containing dimethylaniline monoxygenase 1 increases oxidation EXP FMO1 protein results in increased oxidation of Imipramine CTD PMID:6439199 NCBI chr 9:63,860,957...63,895,086
Ensembl chr 9:63,812,103...63,895,077
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 879
    role 859
      biological role 859
        pharmacological role 384
          neurotransmitter agent 146
            adrenergic agent 28
              adrenergic uptake inhibitor 2
                imipramine 1
                  clomipramine 0
                  imipramine hydrochloride 0
                  trimipramine + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 879
    subatomic particle 864
      composite particle 864
        hadron 864
          baryon 864
            nucleon 864
              atomic nucleus 864
                atom 864
                  main group element atom 854
                    p-block element atom 851
                      carbon group element atom 827
                        carbon atom 826
                          organic molecular entity 826
                            organic molecule 738
                              organic cyclic compound 647
                                organic heterocyclic compound 362
                                  organic heteropolycyclic compound 251
                                    organic heterotricyclic compound 32
                                      mancude organic heterotricyclic parent 3
                                        5H-dibenzo[b,f]azepine 1
                                          imipramine 1
                                            clomipramine 0
                                            imipramine hydrochloride 0
                                            trimipramine + 0
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