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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:cisapride
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Accession:CHEBI:3720 term browser browse the term
Definition:The amide resulting from formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-amine. It has been used (as its monohydrate or as its tartrate) for the treatment of gastro-oesophageal reflux disease and for non-ulcer dyspepsia, but its propensity to cause cardiac arrhythmias resulted in its complete withdrawal from many countries, including the U.K., and restrictions on its use elsewhere.
Synonyms:exact_synonym: 4-amino-5-chloro-N-{cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl}-2-methoxybenzamide
 related_synonym: 4-Amino-5-chloro-N-{1-[3-(4-fluoro-phenoxy)-propyl]-3-methoxy-piperidin-4-yl}-2-methoxy-benzamide;   4-amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide;   Formula=C23H29ClFN3O4;   InChI=1S/C23H29ClFN3O4/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29)/t20-,22+/m1/s1;   InChIKey=DCSUBABJRXZOMT-IRLDBZIGSA-N;   SMILES=CO[C@H]1CN(CCCOc2ccc(F)cc2)CC[C@H]1NC(=O)c1cc(Cl)c(N)cc1OC;   cis-4-amino-5-chloro-N-(1-(3-(p-fluorophenoxy)propyl)-3-methoxy-4-piperidyl)-o-anisamide;   cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide;   cis-4-amino-5-chloro-N-{1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-o-anisamide;   cisaprida;   cisapridum
 alt_id: CHEBI:143545;   CHEBI:151790;   CHEBI:221485;   CHEBI:657397;   CHEBI:657741
 xref: CAS:81098-60-4;   DrugBank:DB00604;   KEGG:C06910;   KEGG:D00274;   LINCS:LSM-2133
 xref_mesh: MESH:D020117
 xref: PMID:10891117;   PMID:12190308;   PMID:19110341;   PMID:19663444;   PMID:1995885;   PMID:2139471;   Patent:EP76530;   Patent:US4962115


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cisapride term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 decreases activity ISO Cisapride results in decreased activity of ABCB11 protein CTD PMID:23956101 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730
JBrowse link
G Acp5 acid phosphatase 5, tartrate resistant multiple interactions ISO Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of ACP5 mRNA] CTD PMID:31150804 NCBI chr 8:20,663,984...20,670,604
Ensembl chr 8:20,663,985...20,667,929
JBrowse link
G Ctsk cathepsin K multiple interactions ISO Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of CTSK mRNA] CTD PMID:31150804 NCBI chr 2:183,058,586...183,069,551
Ensembl chr 2:183,058,569...183,069,550
JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 decreases activity ISO Cisapride results in decreased activity of CYP2C9 protein CTD PMID:15306208 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
affects metabolic processing
affects chemical synthesis
decreases activity
ISO Cisapride inhibits the reaction [CYP3A4 protein results in increased oxidation of 7-benzyloxy-4-trifluoromethylcoumarin]
CYP3A4 protein affects the metabolism of Cisapride
CYP3A4 protein affects the chemical synthesis of Cisapride metabolite
Cisapride results in decreased activity of CYP3A4 protein
CTD PMID:11717173 PMID:15306208 PMID:19299527 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Dcstamp dendrocyte expressed seven transmembrane protein multiple interactions ISO Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of DCSTAMP mRNA] CTD PMID:31150804 NCBI chr 7:70,807,455...70,822,067
Ensembl chr 7:70,807,581...70,822,078
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of FOS mRNA] CTD PMID:31150804 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions
affects binding
affects localization
decreases activity
ISO beta-Cyclodextrins analog inhibits the reaction [Cisapride results in decreased activity of KCNH2 protein]; Cisapride binds to and results in decreased activity of KCNH2 protein; Cisapride inhibits the reaction [KCNH2 protein results in increased transport of Thallium]
Cisapride binds to KCNH2 protein
Cisapride affects the localization of KCNH2 protein mutant form
CTD PMID:9395068 PMID:10531299 PMID:11005845 PMID:11741928 PMID:12388285 More... NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Nfatc1 nuclear factor of activated T-cells 1 multiple interactions ISO Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of NFATC1 mRNA] CTD PMID:31150804 NCBI chr18:74,046,421...74,156,041
Ensembl chr18:74,046,904...74,156,028
JBrowse link
G Scn5a sodium voltage-gated channel alpha subunit 5 increases localization ISO Cisapride results in increased localization of SCN5A protein mutant form CTD PMID:16301357 NCBI chr 8:119,220,905...119,318,816
Ensembl chr 8:119,220,905...119,318,769
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Cisapride 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 Tnfsf11 TNF superfamily member 11 multiple interactions ISO Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of ACP5 mRNA]; Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of CTSK mRNA]; Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of DCSTAMP mRNA]; Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of FOS mRNA]; Cisapride inhibits the reaction [TNFSF11 protein results in increased expression of NFATC1 mRNA] CTD PMID:31150804 NCBI chr15:53,674,990...53,705,171
Ensembl chr15:53,673,877...53,705,445
JBrowse link

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  CHEBI ontology 19812
    role 19761
      application 19471
        pharmaceutical 19319
          drug 19319
            anti-ulcer drug 788
              cisapride 12
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 group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        carboacyl group 17482
                                          univalent carboacyl group 17482
                                            carbamoyl group 17298
                                              carboxamide 17298
                                                monocarboxylic acid amide 15014
                                                  arenecarboxamide 7265
                                                    benzamides 7265
                                                      cisapride 12
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