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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:metergoline
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Accession:CHEBI:64216 term browser browse the term
Definition:An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.
Synonyms:exact_synonym: benzyl {[(8alpha)-1,6-dimethylergolin-8-yl]methyl}carbamate
 related_synonym: (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl ester;   (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester;   (+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester;   1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline;   1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergoline;   1-Methyl-N-carbobenzyloxydihydro-D-lysergamin;   D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline;   D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester;   Formula=C25H29N3O2;   InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1;   InChIKey=WZHJKEUHNJHDLS-QTGUNEKASA-N;   Metergolin;   SMILES=[H][C@@]12Cc3cn(C)c4cccc(c34)[C@@]1([H])C[C@@H](CNC(=O)OCc1ccccc1)CN2C;   metergolina;   metergolinum
 xref: CAS:17692-51-2;   Drug_Central:1723;   KEGG:D07218;   LINCS:LSM-3265
 xref_mesh: MESH:D008711
 xref: PMID:18996971;   PMID:19484723;   PMID:19509219;   PMID:19538518;   PMID:19539656;   PMID:19632276;   PMID:19945477;   PMID:20377624;   PMID:20451398;   PMID:20845263;   PMID:21354537;   PMID:21475142;   PMID:21600959;   PMID:21880033;   PMID:22218419;   PMID:24134630;   Reaxys:5362415;   Wikipedia:Metergoline


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metergoline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ddc dopa decarboxylase increases activity ISO Metergoline results in increased activity of DDC protein CTD PMID:16415089 NCBI chr14:86,378,685...86,469,189
Ensembl chr14:86,378,685...86,469,208 		JBrowse link
G Htr1b 5-hydroxytryptamine receptor 1B affects binding EXP Metergoline binds to HTR1B protein CTD PMID:11888550 NCBI chr 8:82,513,572...82,534,670
Ensembl chr 8:82,517,360...82,534,549 		JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A multiple interactions ISO [Metergoline 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 Htr7 5-hydroxytryptamine receptor 7 multiple interactions ISO [Metergoline binds to and results in decreased activity of HTR7 protein] inhibits the reaction [5-carboxamidotryptamine results in increased abundance of Cyclic AMP]; [Metergoline binds to and results in decreased activity of HTR7 protein] inhibits the reaction [Colforsin results in increased abundance of Cyclic AMP]; Metergoline 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
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19811
    role 19818
      application 19630
        pharmaceutical 19503
          drug 19471
            protective agent 18183
              geroprotector 17352
                metergoline 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    p-block element atom 19759
                      carbon group element atom 19708
                        carbon atom 19734
                          organic molecular entity 19705
                            heteroorganic entity 19459
                              organochalcogen compound 19222
                                organooxygen compound 19137
                                  carbon oxoacid 18597
                                    carbamic acid 17572
                                      carbamate ester 7512
                                        metergoline 4
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