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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:64203 term browser browse the term
Definition:A dibenzothiepine that is 10,11-dihydrodibenzo[b,f]thiepine bearing additional methylthio and 4-methylpiperazin-1-yl substituents at positions 8 and 10 respectively. Potent 5-HT2 antagonist, also active as 5-HT1 antagonist. Differentiates 5-HT1D sub-types. Also displays affinity for rodent 5-HT5B, 5-HT5A, 5-HT7 and 5-HT6 receptors (pK1 values are 6.6, 7.0, 8.4 and 8.7 respectively).
Synonyms:exact_synonym: 1-methyl-4-[8-(methylsulfanyl)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazine
 related_synonym: (+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,f)thiepin;   (+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin;   1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine;   1-methyl-4-[8-(methylthio)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazine;   Formula=C20H24N2S2;   InChI=1S/C20H24N2S2/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20/h3-8,14,18H,9-13H2,1-2H3;   InChIKey=RLJFTICUTYVZDG-UHFFFAOYSA-N;   Methiothepine;   SMILES=CSc1ccc2Sc3ccccc3CC(N3CCN(C)CC3)c2c1;   metitepina;   metitepine;   metitepinum
 xref: CAS:20229-30-5;   LINCS:LSM-4320
 xref_mesh: MESH:D008719
 xref: PMID:18996971;   PMID:19837141;   PMID:19995401;   PMID:20171242;   PMID:20233210;   PMID:20331882;   PMID:20547148;   PMID:21062995;   PMID:21403818;   PMID:21514998;   PMID:21964383;   Patent:NL6608618;   Patent:US3379729;   Patent:US4444778;   Patent:US6331536;   Reaxys:626221;   Wikipedia:Metitepine
 cyclic_relationship: is_conjugate_base_of CHEBI:64204

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methiothepin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adra1a adrenoceptor alpha 1A multiple interactions EXP Methiothepin binds to and results in decreased activity of ADRA1A protein CTD PMID:16545797 NCBI chr15:40,830,125...40,935,902
Ensembl chr15:40,832,534...40,927,500
JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A multiple interactions ISO
Methiothepin binds to and results in decreased activity of HTR1A protein CTD PMID:2207497 PMID:15482641 NCBI chr 2:36,694,174...36,695,442
Ensembl chr 2:36,694,174...36,695,442
JBrowse link
G Htr1b 5-hydroxytryptamine receptor 1B affects binding EXP Methiothepin binds to HTR1B protein CTD PMID:11888550 NCBI chr 8:82,513,572...82,534,892
Ensembl chr 8:82,517,360...82,534,549
JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A multiple interactions ISO [Methiothepin binds to and results in decreased activity of HTR2A protein] which results in decreased susceptibility to Cocaine CTD PMID:10764922 NCBI chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928
JBrowse link
G Htr5b 5-hydroxytryptamine (serotonin) receptor 5B multiple interactions EXP methiothepin binds to protein 5-Htr5b; inhibits the reaction[5-carboxamidotryptamine binds to 5-Htr5b] RGD PMID:8224165 RGD:2303647 NCBI chr13:32,686,911...32,699,835
Ensembl chr13:32,687,042...32,699,835
JBrowse link
G Htr7 5-hydroxytryptamine receptor 7 multiple interactions ISO [Methiothepin binds to and results in decreased activity of HTR7 protein] inhibits the reaction [Colforsin results in increased abundance of Cyclic AMP]; [Methiothepin binds to and results in decreased activity of HTR7 protein] which results in decreased abundance of Cyclic AMP; Methiothepin binds to and results in decreased activity of HTR7 protein CTD PMID:14578406 PMID:18996971 PMID:19509219 NCBI chr 1:233,636,442...233,761,063
Ensembl chr 1:233,636,452...233,760,626
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Methiothepin results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link

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            serotonergic drug 3980
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  CHEBI ontology 19812
    subatomic particle 19811
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        hadron 19811
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              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    main group molecular entity 19708
                      s-block molecular entity 19493
                        hydrogen molecular entity 19488
                          hydrides 18845
                            inorganic hydride 17691
                              pnictogen hydride 17672
                                nitrogen hydride 17545
                                  azane 17279
                                    ammonia 17278
                                      organic amino compound 17278
                                        tertiary amino compound 8677
                                          N-alkylpiperazine 3107
                                            methiothepin 7
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