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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 chr14:90,592,304...90,682,830
Ensembl chr14:90,592,304...90,682,806 		JBrowse link
G Htr1b 5-hydroxytryptamine receptor 1B affects binding EXP Metergoline binds to HTR1B protein CTD PMID:11888550 NCBI chr 8:91,395,405...91,414,815
Ensembl chr 8:91,052,432...91,418,583 		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 chr15:56,360,647...56,428,703
Ensembl chr15:56,359,596...56,431,619 		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 1:243,049,064...243,173,636
Ensembl chr 1:243,049,081...243,173,230 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      application 20621
        pharmaceutical 20416
          drug 20416
            protective agent 18636
              geroprotector 17747
                metergoline 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbon oxoacid 19155
                                    carbamic acid 17943
                                      carbamate ester 7537
                                        metergoline 4
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