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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 4:22,133,984...22,192,687
Ensembl chr 4:22,133,521...22,425,515
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 chr15:43,296,997...43,398,314
Ensembl chr15:43,298,794...43,392,451
JBrowse link
G Calca calcitonin-related polypeptide alpha affects activity EXP Methysergide affects the activity of CALCA protein CTD PMID:10075105 NCBI chr 1:184,184,018...184,188,922
Ensembl chr 1:184,184,020...184,188,911
JBrowse link
G Htr1b 5-hydroxytryptamine receptor 1B affects binding EXP Methysergide binds to HTR1B protein CTD PMID:11888550 NCBI chr 8:89,113,984...89,130,830
Ensembl chr 8:89,129,453...89,130,991
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        pharmacological role 18821
          neurotransmitter agent 16435
            serotonergic drug 3964
              serotonergic antagonist 2273
                methysergide 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic acid 18108
                                        carboacyl group 17369
                                          univalent carboacyl group 17369
                                            carbamoyl group 17156
                                              carboxamide 17156
                                                monocarboxylic acid amide 14573
                                                  methysergide 4
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