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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:methysergide
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Accession:CHEBI:584020 term browser browse the term
Definition:A synthetic ergot alkaloid, structurally related to the oxytocic agent methylergonovine and to the potent hallucinogen LSD and used prophylactically to reduce the frequency and intensity of severe vascular headaches.
Synonyms:exact_synonym: (8R)-N-[1-hydroxymethyl(propyl)]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide
 related_synonym: (+)-9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8beta-carboxamide;   (+)-N-(1-(Hydroxymethyl)propyl)-1-methyl-D-lysergamide;   1-Methyl-D-lysergic acid butanolamide;   1-Methyl-dextro-lysergic acid (+)-1-hydroxy-2-butylamide;   1-Methyllysergic acid butanolamide;   1-Methylmethylergonovine;   9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8-carboxamide;   Formula=C21H27N3O2;   InChI=1S/C21H27N3O2/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,15?,19-/m1/s1;   InChIKey=KPJZHOPZRAFDTN-NQUBZZJWSA-N;   N-(1-(Hydroxymethyl)propyl)-1-methyl-dextro-(+)-lysergamide;   SMILES=[H][C@@]12Cc3cn(C)c4cccc(C1=C[C@H](CN2C)C(=O)NC(CC)CO)c34;   methysergidum;   metisergida
 alt_id: CHEBI:6893
 xref: Beilstein:765986;   CAS:361-37-5;   DrugBank:DB00247;   KEGG:C07199;   KEGG:D02357
 xref_mesh: MESH:D008784
 xref: Patent:GB854569;   Patent:US3113133


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methysergide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Methysergide results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202
JBrowse link
G Adra1a adrenoceptor alpha 1A multiple interactions EXP Methysergide promotes the reaction [Phenylephrine binds to and results in increased 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 Calca calcitonin-related polypeptide alpha affects activity EXP Methysergide affects the activity of CALCA protein CTD PMID:10075105 NCBI chr 1:168,878,212...168,883,176
Ensembl chr 1:168,878,214...168,883,105
JBrowse link
G Htr1b 5-hydroxytryptamine receptor 1B affects binding EXP Methysergide 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 Htr5b 5-hydroxytryptamine (serotonin) receptor 5B multiple interactions EXP methysergide 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

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Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        pharmacological role 18847
          neurotransmitter agent 16456
            serotonergic drug 3977
              serotonergic antagonist 2287
                methysergide 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                monocarboxylic acid amide 15008
                                                  methysergide 5
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