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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 3:74,424,620...74,520,646
Ensembl chr 3:74,424,979...74,520,581
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 8:28,939,984...28,946,639
Ensembl chr 8:28,939,985...28,943,929
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 2:185,747,548...185,758,512
Ensembl chr 2:185,747,165...185,765,582
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
decreases activity
affects chemical synthesis
affects metabolic processing
ISO Cisapride inhibits the reaction [CYP3A4 protein results in increased oxidation of 7-benzyloxy-4-trifluoromethylcoumarin]
Cisapride results in decreased activity of CYP3A4 protein
CYP3A4 protein affects the chemical synthesis of Cisapride metabolite
CYP3A4 protein affects the metabolism of Cisapride
CTD PMID:11717173 PMID:15306208 PMID:19299527 NCBI chr12:14,321,771...14,343,886
Ensembl chr12:14,321,771...14,343,857
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 7:72,692,364...72,706,983
Ensembl chr 7:72,671,477...72,707,009
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 6:110,852,188...110,855,054
Ensembl chr 6:110,852,190...110,855,598
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 4:11,719,357...11,751,424
Ensembl chr 4:11,692,980...11,751,421
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 chr18:76,321,386...76,430,997
Ensembl chr18:76,321,386...76,430,990
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 8:128,098,613...128,196,515
Ensembl chr 8:128,098,613...128,196,470
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 1:50,668,817...50,711,019
Ensembl chr 1:50,668,817...50,711,019
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 chr15:60,083,008...60,114,479
Ensembl chr15:60,083,008...60,114,479
JBrowse link

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  CHEBI ontology 20849
    role 20820
      application 20622
        pharmaceutical 20416
          drug 20416
            anti-ulcer drug 1254
              cisapride 11
Path 2
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  CHEBI ontology 20849
    subatomic particle 20847
      composite particle 20860
        hadron 20847
          baryon 20860
            nucleon 20847
              atomic nucleus 20847
                atom 20860
                  main group element atom 20781
                    p-block element atom 20768
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20207
                              organochalcogen compound 19905
                                organooxygen compound 19807
                                  carbon oxoacid 19157
                                    carboxylic acid 19154
                                      carboacyl group 18089
                                        univalent carboacyl group 18071
                                          carbamoyl group 17906
                                            carboxamide 17925
                                              monocarboxylic acid amide 15956
                                                arenecarboxamide 8280
                                                  benzamides 8285
                                                    cisapride 11
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