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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:cyproheptadine
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Accession:CHEBI:4046 term browser browse the term
Definition:The product resulting from the formal oxidative coupling of position 5 of 5H-dibenzo[a,d]cycloheptene with position 4 of 1-methylpiperidine resulting in the formation of a double bond between the two fragments. It is a sedating antihistamine with antimuscarinic and calcium-channel blocking actions. It is used (particularly as the hydrochloride sesquihydrate) for the relief of allergic conditions including rhinitis, conjunctivitis due to inhalant allergens and foods, urticaria and angioedema, and in pruritic skin disorders. Unlike other antihistamines, it is also a seratonin receptor antagonist, making it useful in conditions such as vascular headache and anorexia.
Synonyms:exact_synonym: 4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine
 related_synonym: 1-Methyl-4-(5H-dibenzo(a,d)cycloheptenylidene)piperidine;   1-methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine;   4-(5-dibenzo(a,d)cyclohepten-5-ylidine)-1-methylpiperidine;   4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidine;   4-Dibenzo[a,d]cyclohepten-5-ylidene-1-methyl-piperidine;   5-(1-methylpiperidylidene-4)-5H-dibenzo(a,d)cyclopheptene;   Formula=C21H21N;   InChI=1S/C21H21N/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21/h2-11H,12-15H2,1H3;   InChIKey=JJCFRYNCJDLXIK-UHFFFAOYSA-N;   SMILES=CN1CCC(CC1)=C1c2ccccc2C=Cc2ccccc12;   ciproheptadina;   cyproheptadinum
 alt_id: CHEBI:111005;   CHEBI:605605
 xref: Beilstein:1348386;   CAS:129-03-3;   DrugBank:DB00434;   Drug_Central:765;   KEGG:C06935;   KEGG:D07765;   LINCS:LSM-5419
 xref_mesh: MESH:D003533
 xref: PMID:10843226;   Patent:US3014911;   Wikipedia:Cyproheptadine



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cyproheptadine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Casp3 caspase 3 increases expression EXP Cyproheptadine results in increased expression of CASP3 protein CTD PMID:33675893 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO Cyproheptadine results in decreased activity of CYP1A1 protein CTD PMID:33814510 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Gh1 growth hormone 1 increases expression ISO Cyproheptadine results in increased expression of GH1 protein CTD PMID:642945 NCBI chr10:91,228,102...91,230,079
Ensembl chr10:91,228,103...91,230,078
JBrowse link
G Hsf1 heat shock transcription factor 1 increases activity ISO Cyproheptadine results in increased activity of HSF1 protein CTD PMID:34170685 NCBI chr 7:108,196,040...108,223,011
Ensembl chr 7:108,196,056...108,223,011
JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A multiple interactions ISO Cyproheptadine binds to and results in decreased activity of HTR2A protein CTD PMID:17031071 NCBI chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928
JBrowse link
G Htr7 5-hydroxytryptamine receptor 7 affects binding
multiple interactions
ISO Cyproheptadine binds to HTR7 protein
Cyproheptadine inhibits the reaction [Risperidone binds to and results in decreased activity of HTR7 protein]
CTD PMID:20827463 NCBI chr 1:233,636,442...233,761,063
Ensembl chr 1:233,636,452...233,760,626
JBrowse link
G Il6 interleukin 6 decreases expression EXP Cyproheptadine results in decreased expression of IL6 protein CTD PMID:33675893 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Kcnn2 potassium calcium-activated channel subfamily N member 2 decreases activity EXP Cyproheptadine 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 Nfkb1 nuclear factor kappa B subunit 1 decreases expression EXP Cyproheptadine results in decreased expression of NFKB1 protein CTD PMID:33675893 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Pomc proopiomelanocortin decreases secretion ISO Cyproheptadine results in decreased secretion of POMC protein CTD PMID:642945 NCBI chr 6:26,939,844...26,945,666
Ensembl chr 6:26,939,837...26,945,664
JBrowse link
G Prl prolactin decreases secretion ISO Cyproheptadine results in decreased secretion of PRL protein CTD PMID:642945 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
JBrowse link
G Sirt1 sirtuin 1 increases expression EXP Cyproheptadine results in increased expression of SIRT1 protein CTD PMID:33675893 NCBI chr20:25,307,225...25,329,273
Ensembl chr20:25,306,917...25,329,260
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Cyproheptadine 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 Slc22a5 solute carrier family 22 member 5 multiple interactions ISO Cyproheptadine affects the reaction [SLC22A5 gene mutant form affects the transport of and affects the abundance of Pyrilamine] CTD PMID:19821448 NCBI chr10:38,008,303...38,035,474
Ensembl chr10:38,008,311...38,035,309
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19811
    role 19818
      application 19630
        pharmaceutical 19503
          drug 19471
            anti-allergic agent 3937
              cyproheptadine 14
                cyproheptadine hydrochloride (anhydrous) + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    main group molecular entity 19759
                      s-block molecular entity 19628
                        hydrogen molecular entity 19614
                          hydrides 19087
                            inorganic hydride 18091
                              pnictogen hydride 18080
                                nitrogen hydride 17987
                                  azane 17796
                                    ammonia 17795
                                      organic amino compound 17795
                                        tertiary amino compound 10124
                                          tertiary amine 640
                                            cyproheptadine 14
                                              cyproheptadine hydrochloride (anhydrous) + 0
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