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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 ISO Cyproheptadine results in increased expression of CASP3 protein CTD PMID:33675893 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062
JBrowse link
G CYP1A1 cytochrome P450 family 1 subfamily A member 1 decreases activity EXP Cyproheptadine results in decreased activity of CYP1A1 protein CTD PMID:33814510 NCBI chr15:74,719,542...74,725,528
Ensembl chr15:74,719,542...74,725,536
JBrowse link
G GH1 growth hormone 1 increases expression EXP Cyproheptadine results in increased expression of GH1 protein CTD PMID:642945 NCBI chr17:63,917,203...63,918,839
Ensembl chr17:63,917,200...63,918,839
JBrowse link
G HSF1 heat shock transcription factor 1 increases activity EXP Cyproheptadine results in increased activity of HSF1 protein CTD PMID:34170685 NCBI chr 8:144,291,604...144,314,720
Ensembl chr 8:144,291,591...144,314,720
JBrowse link
G HTR2A 5-hydroxytryptamine receptor 2A multiple interactions EXP Cyproheptadine binds to and results in decreased activity of HTR2A protein CTD PMID:17031071 NCBI chr13:46,831,546...46,898,082
Ensembl chr13:46,831,546...46,897,076
JBrowse link
G HTR7 5-hydroxytryptamine receptor 7 affects binding
multiple interactions
EXP Cyproheptadine binds to HTR7 protein
Cyproheptadine inhibits the reaction [Risperidone binds to and results in decreased activity of HTR7 protein]
CTD PMID:20827463 NCBI chr10:90,740,823...90,858,039
Ensembl chr10:90,740,823...90,858,039
JBrowse link
G IL6 interleukin 6 decreases expression ISO Cyproheptadine results in decreased expression of IL6 protein CTD PMID:33675893 NCBI chr 7:22,727,200...22,731,998
Ensembl chr 7:22,725,884...22,732,002
JBrowse link
G KCNN2 potassium calcium-activated channel subfamily N member 2 decreases activity ISO Cyproheptadine results in decreased activity of KCNN2 protein CTD PMID:10915830 NCBI chr 5:114,055,978...114,496,496
Ensembl chr 5:114,055,926...114,496,500
JBrowse link
G NFKB1 nuclear factor kappa B subunit 1 decreases expression ISO Cyproheptadine results in decreased expression of NFKB1 protein CTD PMID:33675893 NCBI chr 4:102,501,359...102,617,302
Ensembl chr 4:102,501,330...102,617,302
JBrowse link
G POMC proopiomelanocortin decreases secretion EXP Cyproheptadine results in decreased secretion of POMC protein CTD PMID:642945 NCBI chr 2:25,160,860...25,168,580
Ensembl chr 2:25,160,853...25,168,903
JBrowse link
G PRL prolactin decreases secretion EXP Cyproheptadine results in decreased secretion of PRL protein CTD PMID:642945 NCBI chr 6:22,287,246...22,302,835
Ensembl chr 6:22,287,244...22,302,826
JBrowse link
G SIRT1 sirtuin 1 increases expression ISO Cyproheptadine results in increased expression of SIRT1 protein CTD PMID:33675893 NCBI chr10:67,884,656...67,918,390
Ensembl chr10:67,884,656...67,918,390
JBrowse link
G SLC22A2 solute carrier family 22 member 2 multiple interactions EXP Cyproheptadine inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 6:160,216,755...160,258,821
Ensembl chr 6:160,171,061...160,277,638
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 chr 5:132,369,710...132,395,612
Ensembl chr 5:132,369,710...132,395,613
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26502
    role 26316
      application 25588
        pharmaceutical 24999
          drug 25002
            anti-allergic agent 4284
              cyproheptadine 14
                cyproheptadine hydrochloride (anhydrous) + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 26502
    subatomic particle 26470
      composite particle 26478
        hadron 26478
          baryon 26478
            nucleon 26470
              atomic nucleus 26478
                atom 26478
                  main group element atom 26206
                    main group molecular entity 26206
                      s-block molecular entity 25445
                        hydrogen molecular entity 24851
                          hydrides 23077
                            inorganic hydride 20535
                              pnictogen hydride 20495
                                nitrogen hydride 20261
                                  azane 20007
                                    ammonia 19988
                                      organic amino compound 19988
                                        tertiary amino compound 10461
                                          tertiary amine 651
                                            cyproheptadine 14
                                              cyproheptadine hydrochloride (anhydrous) + 0
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