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
Accession: CHEBI:4046
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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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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