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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...82,534,892
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 19800
    role 19751
      application 19498
        pharmaceutical 19356
          drug 19356
            protective agent 17739
              geroprotector 16520
                metergoline 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic ester 15883
                                        carbamate ester 7449
                                          metergoline 4
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