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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:tacrine
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Accession:CHEBI:45980 term browser browse the term
Definition:A member of the class of acridines that is 1,2,3,4-tetrahydroacridine substituted by an amino group at position 9. It is used in the treatment of Alzheimer's disease.
Synonyms:related_synonym: 1,2,3,4-tetrahydro-9-acridinamine;   1,2,3,4-tetrahydro-9-aminoacridine;   1,2,3,4-tetrahydroacridin-9-amine;   5-amino-6,7,8,9-tetrahydroacridine;   9-amino-1,2,3,4-tetrahydroacridine;   Formula=C13H14N2;   InChI=1S/C13H14N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1,3,5,7H,2,4,6,8H2,(H2,14,15);   InChIKey=YLJREFDVOIBQDA-UHFFFAOYSA-N;   SMILES=Nc1c2CCCCc2nc2ccccc12;   tetrahydroaminacrine
 alt_id: CHEBI:45978;   CHEBI:9389
 xref: Beilstein:147610;   CAS:321-64-2;   DrugBank:DB00382;   Drug_Central:2551;   KEGG:C01453;   KEGG:D08555;   LINCS:LSM-5871
 xref_mesh: MESH:D013619
 xref: PDBeChem:THA;   PMID:10817586;   PMID:24560791;   PMID:7866482;   Reaxys:147610;   Wikipedia:Tacrine


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tacrine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Tacrine results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202
JBrowse link
G Ache acetylcholinesterase decreases activity
multiple interactions
ISO
EXP
Tacrine results in decreased activity of ACHE protein
Tacrine inhibits the reaction [Scopolamine results in increased expression of ACHE protein]
ALB protein affects the reaction [Tacrine results in decreased activity of ACHE protein]
Tacrine analog results in decreased activity of ACHE protein; Tacrine results in decreased activity of ACHE protein
CTD PMID:2606156 PMID:9228650 PMID:12589378 PMID:15990178 PMID:18571635 More... NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Adcyap1r1 ADCYAP receptor type I increases expression EXP Tacrine results in increased expression of ADCYAP1R1 mRNA CTD PMID:12832660 NCBI chr 4:84,593,558...84,642,700
Ensembl chr 4:84,593,892...84,642,700
JBrowse link
G Alb albumin multiple interactions ISO ALB protein affects the reaction [Tacrine results in decreased activity of ACHE protein] CTD PMID:26902639 NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO
EXP
Tacrine inhibits the reaction [Staurosporine results in increased expression of BAX protein]
Tacrine inhibits the reaction [Hydrogen Peroxide results in increased expression of BAX mRNA]; Tacrine inhibits the reaction [Hydrogen Peroxide results in increased expression of BAX protein]
CTD PMID:12414117 PMID:12579951 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bche butyrylcholinesterase decreases activity ISO Tacrine results in decreased activity of BCHE protein CTD PMID:9228650 PMID:18656440 PMID:29992664 NCBI chr 2:158,308,674...158,401,148
Ensembl chr 2:158,307,584...158,401,148
JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression ISO Tacrine results in increased expression of BCL2 protein CTD PMID:12579951 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions ISO [Tacrine co-treated with Scopolamine] results in increased expression of BDNF protein; Tacrine inhibits the reaction [Scopolamine results in decreased expression of BDNF protein] CTD PMID:26408985 PMID:31077737 NCBI chr 3:96,165,042...96,215,621
Ensembl chr 3:96,165,042...96,215,615
JBrowse link
G Cat catalase multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in decreased activity of CAT protein] CTD PMID:31077737 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccl5 C-C motif chemokine ligand 5 decreases expression EXP Tacrine results in decreased expression of CCL5 mRNA CTD PMID:12832660 NCBI chr10:68,322,826...68,327,365
Ensembl chr10:68,322,829...68,327,377
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO Tacrine results in increased expression of CDKN1A protein CTD PMID:27358234 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Ces1d carboxylesterase 1D decreases activity
affects binding
ISO Tacrine analog results in decreased activity of CES1 protein
Tacrine binds to CES1 protein
CTD PMID:12725862 NCBI chr19:13,873,490...13,912,035 JBrowse link
G Ces2h carboxylesterase 2H decreases activity ISO Tacrine results in decreased activity of CES2 protein CTD PMID:23123248 NCBI chr19:32,974,242...32,988,842
Ensembl chr19:32,974,242...32,988,830
JBrowse link
G Chat choline O-acetyltransferase increases expression ISO Tacrine results in increased expression of CHAT protein CTD PMID:15990178 NCBI chr16:7,657,362...7,717,093
Ensembl chr16:7,657,362...7,717,093
JBrowse link
G Chrm1 cholinergic receptor, muscarinic 1 multiple interactions EXP
ISO
Tacrine inhibits the reaction [telenzepine binds to CHRM1 protein]
Tacrine affects the reaction [muscarinic toxin 7 binds to CHRM1 protein]
CTD PMID:2606156 PMID:16439611 NCBI chr 1:205,567,046...205,583,001
Ensembl chr 1:205,567,220...205,582,356
JBrowse link
G Chrm2 cholinergic receptor, muscarinic 2 multiple interactions EXP Tacrine inhibits the reaction [otenzepad binds to CHRM2 protein] CTD PMID:2606156 NCBI chr 4:65,015,408...65,149,104
Ensembl chr 4:65,014,144...65,149,103
JBrowse link
G Chrna4 cholinergic receptor nicotinic alpha 4 subunit multiple interactions
increases expression
ISO Tacrine promotes the reaction [Acetylcholine affects the activity of [CHRNA4 protein binds to CHRNB2 protein]]
Tacrine results in increased expression of CHRNA4 protein
Mecamylamine inhibits the reaction [Tacrine results in increased expression of CHRNA4 protein]
CTD PMID:8930989 PMID:15733544 NCBI chr 3:168,136,246...168,157,839
Ensembl chr 3:168,136,266...168,156,957
JBrowse link
G Chrnb2 cholinergic receptor nicotinic beta 2 subunit multiple interactions
increases expression
ISO Tacrine promotes the reaction [Acetylcholine affects the activity of [CHRNA4 protein binds to CHRNB2 protein]]
Tacrine results in increased expression of CHRNB2 protein
Mecamylamine inhibits the reaction [Tacrine results in increased expression of CHRNB2 protein]
CTD PMID:8930989 PMID:15733544 NCBI chr 2:175,181,402...175,189,619
Ensembl chr 2:175,181,402...175,189,619
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in decreased phosphorylation of CREB1 protein] CTD PMID:31077737 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Cspp1 centrosome and spindle pole associated protein 1 increases expression EXP Tacrine results in increased expression of CSPP1 mRNA CTD PMID:12832660 NCBI chr 5:9,077,161...9,192,402
Ensembl chr 5:9,077,161...9,193,377
JBrowse link
G Cwf19l2 CWF19 like cell cycle control factor 2 increases expression EXP Tacrine results in increased expression of CWF19L2 mRNA CTD PMID:12832660 NCBI chr 6:290,148...356,636
Ensembl chr 6:281,685...356,604
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression
affects metabolic processing
multiple interactions
EXP
ISO
Tacrine analog results in increased expression of CYP1A1 protein; Tacrine results in increased expression of CYP1A1 mRNA; Tacrine results in increased expression of CYP1A1 protein
CYP1A1 protein affects the metabolism of Tacrine
Tacrine inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein]
CTD PMID:12832660 PMID:15258105 PMID:18493746 PMID:20533758 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions
increases metabolic processing
decreases activity
affects metabolic processing
ISO
EXP
Chloroquine inhibits the reaction [CYP1A2 protein results in increased metabolism of Tacrine]; Cimetidine inhibits the reaction [CYP1A2 protein results in increased metabolism of Tacrine]; Enoxacin inhibits the reaction [CYP1A2 protein results in increased metabolism of Tacrine]; NADP promotes the reaction [Cimetidine inhibits the reaction [CYP1A2 protein results in increased metabolism of Tacrine]]; NADP promotes the reaction [Enoxacin inhibits the reaction [CYP1A2 protein results in increased metabolism of Tacrine]]; Tacrine inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A2 protein]
Tacrine results in decreased activity of CYP1A2 protein
CYP1A2 protein affects the metabolism of Tacrine
CTD PMID:7946932 PMID:15258105 PMID:18493746 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 increases expression EXP Tacrine analog results in increased expression of CYP2B1 protein; Tacrine results in increased expression of CYP2B1 protein CTD PMID:20533758 NCBI chr 1:81,518,387...81,544,999
Ensembl chr 1:81,518,408...81,542,052
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases expression
increases response to substance
EXP
ISO
Tacrine analog results in increased expression of CYP3A2 protein; Tacrine results in increased expression of CYP3A2 protein
CYP3A4 protein results in increased susceptibility to Tacrine
CTD PMID:20533758 PMID:21540358 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO Tacrine results in increased expression of DDIT3 protein CTD PMID:27358234 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
JBrowse link
G Dlg2 discs large MAGUK scaffold protein 2 increases expression EXP Tacrine results in increased expression of DLG2 mRNA CTD PMID:12832660 NCBI chr 1:144,451,653...146,503,949
Ensembl chr 1:144,451,472...146,499,475
JBrowse link
G Dnah8 dynein, axonemal, heavy chain 8 increases expression EXP Tacrine results in increased expression of DNAH8 mRNA CTD PMID:12832660 NCBI chr20:8,692,939...8,946,780
Ensembl chr20:8,692,963...8,946,772
JBrowse link
G Dync1li2 dynein, cytoplasmic 1 light intermediate chain 2 increases expression EXP Tacrine results in increased expression of DYNC1LI2 mRNA CTD PMID:12832660 NCBI chr19:531,783...554,670
Ensembl chr19:531,812...554,670
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression
multiple interactions
EXP Tacrine results in increased expression of FOS protein
zonisamide inhibits the reaction [Tacrine results in increased expression of FOS protein]
CTD PMID:18693129 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gabra4 gamma-aminobutyric acid type A receptor subunit alpha 4 increases expression EXP Tacrine results in increased expression of GABRA4 mRNA CTD PMID:12832660 NCBI chr14:36,590,782...36,667,724
Ensembl chr14:36,590,782...36,665,844
JBrowse link
G Gata3 GATA binding protein 3 increases expression EXP Tacrine results in increased expression of GATA3 mRNA CTD PMID:12832660 NCBI chr17:68,643,760...68,666,000
Ensembl chr17:68,643,873...68,665,391
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in decreased activity of GSR protein] CTD PMID:26408985 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Gstm2 glutathione S-transferase mu 2 increases expression EXP Tacrine results in increased expression of GSTM2 mRNA CTD PMID:12832660 NCBI chr 2:195,624,015...195,628,774 JBrowse link
G Hgf hepatocyte growth factor increases expression EXP Tacrine results in increased expression of HGF mRNA CTD PMID:12832660 NCBI chr 4:18,673,736...18,745,582
Ensembl chr 4:18,677,101...18,745,409
JBrowse link
G Hmox1 heme oxygenase 1 increases expression EXP Tacrine analog results in increased expression of HMOX1 protein; Tacrine results in increased expression of HMOX1 protein CTD PMID:20533758 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hrh1 histamine receptor H 1 multiple interactions EXP Tacrine inhibits the reaction [Pyrilamine binds to HRH1 protein] CTD PMID:2606156 NCBI chr 4:147,564,781...147,649,353
Ensembl chr 4:147,645,995...147,647,455
JBrowse link
G Ibsp integrin-binding sialoprotein increases expression EXP Tacrine results in increased expression of IBSP mRNA CTD PMID:12832660 NCBI chr14:5,439,825...5,452,570
Ensembl chr14:5,439,829...5,452,693
JBrowse link
G Il10 interleukin 10 multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in decreased expression of IL10 protein] CTD PMID:31077737 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in increased expression of IL1B protein] CTD PMID:31077737 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in increased expression of IL6 protein] CTD PMID:31077737 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Itgam integrin subunit alpha M increases expression EXP Tacrine results in increased expression of ITGAM mRNA CTD PMID:12832660 NCBI chr 1:182,659,047...182,709,495
Ensembl chr 1:182,659,000...182,709,503
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Tacrine results in decreased activity of KCNH2 protein CTD PMID:24052561 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Kcnn2 potassium calcium-activated channel subfamily N member 2 decreases activity EXP Tacrine results in decreased activity of KCNN2 protein CTD PMID:10915830 NCBI chr18:37,817,966...38,258,347
Ensembl chr18:37,817,957...38,258,347
JBrowse link
G Klk1c9 kallikrein 1-related peptidase C9 increases expression EXP Tacrine results in increased expression of KLK1C9 mRNA CTD PMID:12832660 NCBI chr 1:94,597,359...94,601,245
Ensembl chr 1:94,597,359...94,601,245
JBrowse link
G Lepr leptin receptor increases expression EXP Tacrine results in increased expression of LEPR mRNA CTD PMID:12832660 NCBI chr 5:116,294,409...116,477,904
Ensembl chr 5:116,289,823...116,475,908
JBrowse link
G Mybpc1 myosin binding protein C1 decreases expression EXP Tacrine results in decreased expression of MYBPC1 mRNA CTD PMID:12832660 NCBI chr 7:22,930,350...23,015,981
Ensembl chr 7:22,930,350...23,015,957
JBrowse link
G Neurod1 neuronal differentiation 1 increases expression EXP Tacrine results in increased expression of NEUROD1 mRNA CTD PMID:12832660 NCBI chr 3:64,360,222...64,363,526
Ensembl chr 3:64,359,395...64,363,649
JBrowse link
G Nos1 nitric oxide synthase 1 increases expression EXP Tacrine results in increased expression of NOS1 mRNA CTD PMID:9500967 NCBI chr12:38,615,111...38,795,492
Ensembl chr12:38,626,714...38,710,945
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in increased expression of NOS2 protein] CTD PMID:31077737 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Npy5r neuropeptide Y receptor Y5 increases expression EXP Tacrine results in increased expression of NPY5R mRNA CTD PMID:12832660 NCBI chr16:23,055,427...23,063,384
Ensembl chr16:23,055,427...23,063,382
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
decreases activity
ISO Tacrine inhibits the reaction [NQO1 protein results in increased reduction of 2,6-Dichloroindophenol]
Tacrine results in decreased activity of NQO1 protein
CTD PMID:29281794 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Nqo2 N-ribosyldihydronicotinamide:quinone reductase 2 decreases activity
multiple interactions
ISO Tacrine results in decreased activity of NQO2 protein
Tacrine inhibits the reaction [NQO2 protein results in increased reduction of 2,6-Dichloroindophenol]; Tacrine inhibits the reaction [NQO2 protein results in increased reduction of amodiaquine quinoneimine]; Tacrine inhibits the reaction [NQO2 protein results in increased reduction of N-acetyl-4-benzoquinoneimine]; Tacrine inhibits the reaction [NQO2 protein results in increased reduction of thiazolyl blue]
CTD PMID:29281794 NCBI chr17:30,909,482...30,938,725
Ensembl chr17:30,909,187...30,938,320
JBrowse link
G Ntrk2 neurotrophic receptor tyrosine kinase 2 multiple interactions ISO [Tacrine co-treated with Scopolamine] results in increased phosphorylation of NTRK2 protein CTD PMID:31077737 NCBI chr17:5,558,992...5,870,299
Ensembl chr17:5,559,043...5,869,136
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression
multiple interactions
EXP
ISO
Tacrine results in increased expression of PTGS2 protein
Tacrine inhibits the reaction [Scopolamine results in increased expression of PTGS2 protein]
CTD PMID:9500967 PMID:31077737 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Scn1a sodium voltage-gated channel alpha subunit 1 increases expression EXP Tacrine results in increased expression of SCN1A mRNA CTD PMID:12832660 NCBI chr 3:50,952,790...51,071,804
Ensembl chr 3:50,952,791...51,071,699
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Tacrine inhibits the reaction [SLC22A2 protein polymorphism results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium]; Tacrine inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Slc47a1 solute carrier family 47 member 1 multiple interactions ISO Tacrine inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]; Tacrine inhibits the reaction [SLC47A1 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 PMID:22419765 NCBI chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637
JBrowse link
G Slc47a2 solute carrier family 47 member 2 multiple interactions ISO Tacrine inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904
JBrowse link
G Slc6a1 solute carrier family 6 member 1 increases expression EXP Tacrine results in increased expression of SLC6A1 mRNA CTD PMID:12832660 NCBI chr 4:147,448,961...147,482,295
Ensembl chr 4:147,466,965...147,482,293
JBrowse link
G Snca synuclein alpha decreases expression EXP Tacrine results in decreased expression of SNCA mRNA CTD PMID:12832660 NCBI chr 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262
JBrowse link
G Syn2 synapsin II increases expression EXP Tacrine results in increased expression of SYN2 mRNA CTD PMID:12832660 NCBI chr 4:148,178,846...148,347,010
Ensembl chr 4:148,186,270...148,344,192
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Tacrine inhibits the reaction [Scopolamine results in increased expression of TNF protein] CTD PMID:31077737 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tnfsf4 TNF superfamily member 4 increases expression EXP Tacrine results in increased expression of TNFSF4 mRNA CTD PMID:12832660 NCBI chr13:73,723,329...73,746,809
Ensembl chr13:73,723,329...73,746,788
JBrowse link
G Tp53 tumor protein p53 multiple interactions EXP Tacrine inhibits the reaction [Hydrogen Peroxide results in increased expression of TP53 mRNA]; Tacrine inhibits the reaction [Hydrogen Peroxide results in increased expression of TP53 protein] CTD PMID:12414117 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      application 19471
        refrigerant 17691
          ammonia 17278
            organic amino compound 17278
              aromatic amine 13701
                tacrine 65
                  bis(7)-tacrine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic molecule 19560
                              organic cyclic compound 19351
                                organic heterocyclic compound 18582
                                  organic heteropolycyclic compound 18059
                                    organic heterotricyclic compound 14650
                                      dibenzopyridine 154
                                        acridines 121
                                          tacrine 65
                                            bis(7)-tacrine 0
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