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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:(R)-donepezil hydrochloride
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Accession:CHEBI:145504 term browser browse the term
Definition:A hydrochloride resulting from the reaction of equimolar amounts of (R)-donepezil and hydrogen chloride.
Synonyms:exact_synonym: (2R)-1-benzyl-4-[(5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)methyl]piperidinium chloride;   (2R)-2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxyindan-1-one hydrochloride
 related_synonym: Formula=C24H30NO3.Cl;   InChI=1S/C24H29NO3.ClH/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18;/h3-7,14-15,17,20H,8-13,16H2,1-2H3;1H/t20-;/m1./s1;   InChIKey=XWAIAVWHZJNZQQ-VEIFNGETSA-N;   SMILES=C1(=C(C=C2C(=C1)C[C@](C2=O)(CC3CC[NH+](CC3)CC4=CC=CC=C4)[H])OC)OC.[Cl-]


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donepezil hydrochloride term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase decreases activity
affects binding
multiple interactions
affects activity		 ISO
EXP		 Donepezil results in decreased activity of ACHE protein
Donepezil binds to ACHE protein
Donepezil inhibits the reaction [Celecoxib results in increased activity of ACHE protein]; Donepezil inhibits the reaction [Streptozocin results in increased activity of ACHE protein]
ALB protein affects the reaction [Donepezil results in decreased activity of ACHE protein]; Donepezil binds to and results in decreased activity of ACHE protein; Donepezil inhibits the reaction [asoxime chloride inhibits the reaction [Sarin results in decreased activity of ACHE protein]]; Donepezil inhibits the reaction [Obidoxime Chloride metabolite results in decreased activity of ACHE protein]; Donepezil promotes the reaction [Obidoxime Chloride inhibits the reaction [Sarin results in decreased activity of ACHE protein]]
Donepezil affects the activity of ACHE protein
AFDX 384 affects the reaction [Donepezil affects the activity of ACHE protein]; Donepezil inhibits the reaction [Streptozocin results in increased activity of ACHE protein]		 CTD PMID:9228650 PMID:12111444 PMID:12589378 PMID:14535624 PMID:15135892 More... NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651 		JBrowse link
G Alb albumin multiple interactions ISO ALB protein affects the reaction [Donepezil 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 App amyloid beta precursor protein increases abundance
decreases response to substance
multiple interactions		 ISO
EXP		 Donepezil results in increased abundance of APP protein
Donepezil results in decreased susceptibility to APP protein
Donepezil inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in increased expression of APP protein alternative form]; Donepezil inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in increased expression of APP protein]; Donepezil inhibits the reaction [APP protein modified form results in increased expression of TNF protein]
Donepezil inhibits the reaction [APP protein modified form affects the localization of RELA protein]; Donepezil inhibits the reaction [APP protein modified form results in increased expression of NOS2 protein]; Donepezil inhibits the reaction [APP protein modified form results in increased expression of PTGS2 protein]; Donepezil inhibits the reaction [APP protein modified form results in increased expression of TNF protein]; Donepezil inhibits the reaction [Streptozocin results in increased expression of APP protein]		 CTD PMID:18061284 PMID:18571635 PMID:24189446 PMID:28734741 PMID:30481507 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561 		JBrowse link
G Arg1 arginase 1 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of ARG1 mRNA]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of ARG1 protein]] CTD PMID:26114860 NCBI chr 1:20,475,878...20,488,422
Ensembl chr 1:20,475,968...20,488,422 		JBrowse link
G Bace1 beta-secretase 1 multiple interactions ISO Donepezil inhibits the reaction [Streptozocin results in increased expression of BACE1 protein] CTD PMID:30481507 NCBI chr 8:46,142,060...46,166,268
Ensembl chr 8:46,142,116...46,165,876 		JBrowse link
G Bche butyrylcholinesterase decreases activity ISO
EXP		 Donepezil results in decreased activity of BCHE protein CTD PMID:16036213 PMID:18656440 PMID:19345205 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 multiple interactions EXP Donepezil inhibits the reaction [Hydrogen Peroxide results in decreased expression of BCL2 protein] CTD PMID:19345205 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions		 ISO
EXP		 Donepezil results in increased activity of CASP3 protein
Donepezil inhibits the reaction [Hydrogen Peroxide results in decreased expression of CASP3 protein]		 CTD PMID:19345205 PMID:20522977 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 increases activity ISO Donepezil results in increased activity of CASP8 protein CTD PMID:20522977 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 increases activity ISO Donepezil results in increased activity of CASP9 protein CTD PMID:20522977 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase multiple interactions ISO Donepezil inhibits the reaction [Streptozocin results in decreased activity of CAT protein] CTD PMID:30481507 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Egr1 early growth response 1 multiple interactions
affects expression		 ISO Donepezil inhibits the reaction [Scopolamine results in decreased expression of EGR1 protein]
EGR1 protein affects the reaction [Donepezil affects the expression of ICAM1 protein]
Donepezil affects the expression of EGR1 mRNA; Donepezil affects the expression of EGR1 protein		 CTD PMID:29133030 PMID:32174113 NCBI chr18:26,463,333...26,465,531
Ensembl chr18:26,462,981...26,466,766 		JBrowse link
G F3 coagulation factor III, tissue factor affects expression ISO Donepezil affects the expression of F3 mRNA; Donepezil affects the expression of F3 protein CTD PMID:32174113 NCBI chr 2:209,827,061...209,838,666
Ensembl chr 2:209,826,959...209,838,668 		JBrowse link
G Fiz1 FLT3-interacting zinc finger 1 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of FIZ1 mRNA]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of FIZ1 protein]] CTD PMID:26114860 NCBI chr 1:68,822,741...68,835,723
Ensembl chr 1:68,829,130...68,835,723 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO Donepezil inhibits the reaction [Scopolamine results in decreased expression of FOS protein] CTD PMID:29133030 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions
affects expression		 ISO EGR1 protein affects the reaction [Donepezil affects the expression of ICAM1 protein]
Donepezil affects the expression of ICAM1 mRNA; Donepezil affects the expression of ICAM1 protein		 CTD PMID:32174113 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Il10 interleukin 10 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of IL10]] CTD PMID:26114860 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313 		JBrowse link
G Il13 interleukin 13 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of IL13]] CTD PMID:26114860 NCBI chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL1B mRNA]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL1B protein]; Donepezil inhibits the reaction [Streptozocin results in increased expression of IL1B protein]; Donepezil inhibits the reaction [Valproic Acid results in increased expression of IL1B protein] CTD PMID:26114860 PMID:30481507 PMID:31369746 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il4 interleukin 4 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of ARG1 mRNA]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of ARG1 protein]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of CHIL3 mRNA]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of CHIL3 protein]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of FIZ1 mRNA]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of FIZ1 protein]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of IL10]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of IL13]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of TGFB2]]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased phosphorylation of STAT6 protein]] CTD PMID:26114860 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750 		JBrowse link
G Il6 interleukin 6 multiple interactions
affects expression
affects secretion		 ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL6 mRNA]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL6 protein]; Donepezil inhibits the reaction [Streptozocin results in increased expression of IL6 protein]; Donepezil inhibits the reaction [Valproic Acid results in increased expression of IL6 protein]
Donepezil affects the expression of IL6 mRNA
Donepezil affects the secretion of IL6 protein		 CTD PMID:26114860 PMID:30481507 PMID:31369746 PMID:32174113 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO Donepezil inhibits the reaction [Scopolamine results in decreased expression of JUN protein] CTD PMID:29133030 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions EXP Donepezil inhibits the reaction [Streptozocin results in decreased phosphorylation of MAPK1 protein] CTD PMID:23562514 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP Donepezil inhibits the reaction [Streptozocin results in decreased phosphorylation of MAPK3 protein] CTD PMID:23562514 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions EXP Donepezil inhibits the reaction [Hydrogen Peroxide results in decreased phosphorylation of MAPK8 protein] CTD PMID:19345205 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions EXP Donepezil inhibits the reaction [Hydrogen Peroxide results in decreased phosphorylation of MAPK9 protein] CTD PMID:19345205 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression
multiple interactions		 ISO Donepezil results in decreased expression of MMP9 protein
Donepezil results in decreased expression of and results in decreased activity of MMP9 protein		 CTD PMID:21750701 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120 		JBrowse link
G Mpo myeloperoxidase multiple interactions ISO Donepezil inhibits the reaction [Streptozocin results in increased activity of MPO protein] CTD PMID:23060470 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO Donepezil inhibits the reaction [APP protein modified form results in increased expression of NOS2 protein]; Donepezil inhibits the reaction [Valproic Acid results in increased expression of NOS2 protein] CTD PMID:24189446 PMID:31369746 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Nppb natriuretic peptide B decreases expression ISO Donepezil results in decreased expression of NPPB protein CTD PMID:19879468 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168 		JBrowse link
G Olr1 oxidized low density lipoprotein receptor 1 affects expression ISO Donepezil affects the expression of OLR1 mRNA; Donepezil affects the expression of OLR1 protein CTD PMID:32174113 NCBI chr 4:162,926,436...162,949,057
Ensembl chr 4:162,926,439...162,948,523 		JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 decreases expression
multiple interactions
affects expression		 ISO Donepezil results in decreased expression of PTGS1 mRNA
[Rivastigmine co-treated with Donepezil] results in decreased expression of PTGS1 mRNA; [Rivastigmine co-treated with Donepezil] results in decreased expression of PTGS1 protein; [Sodium Fluoride co-treated with Donepezil] results in increased expression of PTGS1 mRNA; [Sodium Fluoride co-treated with Donepezil] results in increased expression of PTGS1 protein; [Sodium Fluoride co-treated with Rivastigmine co-treated with Donepezil] results in increased expression of PTGS1 mRNA; [Sodium Fluoride co-treated with Rivastigmine co-treated with Donepezil] results in increased expression of PTGS1 protein
Donepezil affects the expression of PTGS1 protein		 CTD PMID:29777723 NCBI chr 3:19,584,015...19,605,589
Ensembl chr 3:19,584,015...19,605,586 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
decreases expression		 ISO [Donepezil co-treated with Rivastigmine] results in decreased expression of PTGS2 protein; [Rivastigmine co-treated with Donepezil] results in decreased expression of PTGS2 mRNA
Donepezil inhibits the reaction [APP protein modified form results in increased expression of PTGS2 protein]; Donepezil inhibits the reaction [Valproic Acid results in increased expression of PTGS2 protein]
Donepezil results in decreased expression of PTGS2 mRNA; Donepezil results in decreased expression of PTGS2 protein		 CTD PMID:24189446 PMID:29777723 PMID:31369746 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Donepezil inhibits the reaction [APP protein modified form affects the localization of RELA protein]; Donepezil inhibits the reaction [Valproic Acid results in increased expression of RELA protein] CTD PMID:24189446 PMID:31369746 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Donepezil 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 Sod1 superoxide dismutase 1 multiple interactions EXP Donepezil inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in decreased expression of SOD1 mRNA] CTD PMID:28734741 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Sod3 superoxide dismutase 3 multiple interactions EXP Donepezil inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in decreased expression of SOD3 mRNA] CTD PMID:28734741 NCBI chr14:58,610,104...58,615,845
Ensembl chr14:58,609,958...58,615,990 		JBrowse link
G Stat6 signal transducer and activator of transcription 6 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased phosphorylation of STAT6 protein]] CTD PMID:26114860 NCBI chr 7:63,480,229...63,497,551
Ensembl chr 7:63,479,642...63,498,495 		JBrowse link
G Tgfb2 transforming growth factor, beta 2 multiple interactions ISO Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium inhibits the reaction [IL4 protein results in increased expression of TGFB2]] CTD PMID:26114860 NCBI chr13:98,160,075...98,261,771
Ensembl chr13:98,160,087...98,261,405 		JBrowse link
G Tnf tumor necrosis factor multiple interactions
affects expression
affects secretion		 ISO
EXP		 Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of TNF mRNA]; Donepezil inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of TNF protein]; Donepezil inhibits the reaction [APP protein modified form results in increased expression of TNF protein]; Donepezil inhibits the reaction [Streptozocin results in increased expression of TNF protein]; Donepezil inhibits the reaction [Valproic Acid results in increased expression of TNF protein]
Donepezil affects the expression of TNF mRNA
Donepezil affects the secretion of TNF protein		 CTD PMID:24189446 PMID:26114860 PMID:30481507 PMID:31369746 PMID:32174113 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tp53 tumor protein p53 multiple interactions EXP Donepezil inhibits the reaction [Hydrogen Peroxide results in increased expression of TP53 protein] CTD PMID:19345205 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Xiap X-linked inhibitor of apoptosis multiple interactions EXP Donepezil inhibits the reaction [Hydrogen Peroxide results in decreased expression of XIAP protein] CTD PMID:19345205 NCBI chr  X:120,890,537...120,938,413
Ensembl chr  X:120,897,907...120,934,700 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20050
    chemical entity 20049
      molecular entity 20047
        ion 16332
          organic ion 9186
            organic cation 8124
              piperidinium ion 42
                (R)-donepezil(1+) 42
                  (R)-donepezil hydrochloride 42
                    donepezil hydrochloride 42
Path 2
Term Annotations click to browse term
  CHEBI ontology 20050
    subatomic particle 20048
      composite particle 20048
        hadron 20048
          baryon 20048
            nucleon 20048
              atomic nucleus 20048
                atom 20048
                  main group element atom 19948
                    main group molecular entity 19948
                      s-block molecular entity 19735
                        hydrogen molecular entity 19727
                          hydrides 19093
                            inorganic hydride 17893
                              pnictogen hydride 17876
                                nitrogen hydride 17767
                                  ammonium 8240
                                    ammonium ion derivative 8236
                                      piperidinium ion 42
                                        (R)-donepezil(1+) 42
                                          (R)-donepezil hydrochloride 42
                                            donepezil hydrochloride 42
paths to the root