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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:(S)-timolol (anhydrous)
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Accession:CHEBI:9599 term browser browse the term
Definition:The (S)-(-) (more active) enantiomer of timolol. A beta-adrenergic antagonist, both the hemihydrate and the maleate salt are used in the mangement of glaucoma, hypertension, angina pectoris and myocardial infarction, and for the prevention of migraine.
Synonyms:exact_synonym: (2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
 related_synonym: (-)-3-morpholino-4-(3-tert-butylamino-2-hydroxypropoxy)-1,2,5-thiadiazole;   (2S)-1-((1,1-dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-2-propanol;   (S)-1-(1,1-(dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-2-propanol;   (S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol;   (S)-1-tert-Butylamino-3-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propan-2-ol;   (S)-timolol;   1-(tert-butylamino)-3-[4-(1,4-oxazinan-4-yl)-1,2,5-thiadiazol-3-yloxy]-(2S)-propan-2-ol;   Formula=C13H24N4O3S;   InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3/t10-/m0/s1;   InChIKey=BLJRIMJGRPQVNF-JTQLQIEISA-N;   S-(-)-3-(3-tert-butylamino-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazole;   SMILES=CC(C)(C)NC[C@H](O)COc1nsnc1N1CCOCC1;   Timolol
 alt_id: CHEBI:108311;   CHEBI:108531
 xref: Beilstein:1084707;   CAS:26839-75-8;   DrugBank:DB00373;   Drug_Central:4061;   KEGG:C07141;   KEGG:D08600;   LINCS:LSM-2176
 xref_mesh: MESH:D013999
 xref: PDBeChem:TIM;   PMID:10891117;   PMID:11300874;   PMID:11728183;   PMID:11784135;   PMID:14971904;   PMID:15027870;   PMID:15857133;   PMID:1635066;   PMID:2002467;   PMID:2579237;   PMID:2872332;   PMID:2892933;   PMID:2903243;   PMID:6094812;   PMID:6109024;   PMID:6113285;   PMID:6126588;   PMID:6134834;   PMID:8568799;   PMID:9288160;   Patent:DE1925956;   Patent:DE2915955;   Patent:US3655663;   Patent:US3657237;   Reaxys:1084707;   Wikipedia:Timolol
 cyclic_relationship: is_enantiomer_of CHEBI:39466


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(S)-timolol (anhydrous) term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adrb1 adrenoceptor beta 1 multiple interactions ISO Timolol binds to and results in decreased activity of ADRB1 protein; Timolol inhibits the reaction [[CGP 12177 binds to ADRB1 protein] which results in increased abundance of Cyclic AMP] CTD PMID:11436944, PMID:15060759 NCBI chr 1:277,537,585...277,538,985
Ensembl chr 1:277,537,585...277,538,985
JBrowse link
G Adrb2 adrenoceptor beta 2 multiple interactions ISO [Timolol binds to ADRB2 protein] which results in decreased abundance of Cyclic AMP; Timolol binds to and results in decreased activity of ADRB2 protein CTD PMID:11436944, PMID:17925438 NCBI chr18:57,513,792...57,515,834
Ensembl chr18:57,513,793...57,515,834
JBrowse link
G Aoc1 amine oxidase, copper containing 1 multiple interactions EXP Timolol inhibits the reaction [Epinephrine results in increased activity of AOC1 protein] CTD PMID:2860926 NCBI chr 4:78,496,043...78,515,582
Ensembl chr 4:78,496,043...78,515,584
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 affects response to substance ISO CYP2D6 gene SNP affects the susceptibility to Timolol CTD PMID:19284319, PMID:20925579 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO [Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK1 protein; RGS3 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK1 protein]; RGS4 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK1 protein] CTD PMID:18977218 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO [Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK3 protein; RGS3 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK3 protein]; RGS4 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK3 protein] CTD PMID:18977218 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Rgs3 regulator of G-protein signaling 3 multiple interactions ISO RGS3 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK1 protein]; RGS3 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK3 protein] CTD PMID:18977218 NCBI chr 5:78,429,017...78,567,281
Ensembl chr 5:78,428,669...78,567,288
JBrowse link
G Rgs4 regulator of G-protein signaling 4 multiple interactions ISO RGS4 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK1 protein]; RGS4 protein affects the reaction [[Timolol co-treated with Phenylephrine] results in increased phosphorylation of and results in increased activity of MAPK3 protein] CTD PMID:18977218 NCBI chr13:88,054,817...88,061,108
Ensembl chr13:88,054,817...88,061,108
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pharmaceutical 19275
          drug 19275
            cardiovascular drug 7613
              antihypertensive agent 1676
                (S)-timolol (anhydrous) 8
                  (S)-timolol hemihydrate 0
                  (S)-timolol maleate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  organic heteromonocyclic compound 16445
                                    mancude organic heteromonocyclic parent 4625
                                      thiadiazole 74
                                        1,2,5-thiadiazole 8
                                          timolol 8
                                            (S)-timolol (anhydrous) 8
                                              (S)-timolol hemihydrate 0
                                              (S)-timolol maleate 0
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