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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:labetalol
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Accession:CHEBI:6343 term browser browse the term
Definition:A secondary amino compound formally derived from ammonia by replacing two of the hydrogens by 2-(3-carbamoyl-4-hydroxyphenyl)-2-hydroxyethyl and 4-phenylbutan-2-yl groups. It is an adrenergic antagonist used to treat high blood pressure.
Synonyms:exact_synonym: 2-hydroxy-5-{1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl}benzamide
 related_synonym: 3-Carboxamido-4-hydroxy-alpha-((1-methyl-3-phenylpropylamino)methyl)benzyl alcohol;   5-(1-Hydroxy-2-(1-methyl-3-phenylpropylamino)ethyl)salicylamide;   Formula=C19H24N2O3;   InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24);   InChIKey=SGUAFYQXFOLMHL-UHFFFAOYSA-N;   SMILES=CC(CCc1ccccc1)NCC(O)c1ccc(O)c(c1)C(N)=O;   kabetalol;   labetalolum
 xref: Beilstein:2948416;   CAS:36894-69-6;   DrugBank:DB00598;   Drug_Central:1531;   HMDB:HMDB0014736;   KEGG:C07063;   KEGG:D08106;   LINCS:LSM-1282
 xref_mesh: MESH:D007741
 xref: PMID:21908132;   PMID:22300487;   PMID:22528277;   PMID:23055089;   PMID:28166217;   Patent:DE2032642;   Patent:US4012444;   Reaxys:2948416;   Wikipedia:Labetalol


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labetalol 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 Labetalol 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 Ace2 angiotensin I converting enzyme 2 increases activity ISO Labetalol results in increased activity of ACE2 protein CTD PMID:21859683 NCBI chr  X:32,050,734...32,095,860
Ensembl chr  X:32,049,931...32,096,016
JBrowse link
G Adrb1 adrenoceptor beta 1 decreases activity
affects binding
increases activity
multiple interactions
ISO
EXP
Labetalol results in decreased activity of ADRB1 protein
Labetalol binds to ADRB1 protein
Labetalol results in increased activity of ADRB1 protein
[Labetalol co-treated with ADRB1] results in increased abundance of Cyclic AMP; CGP 20712A inhibits the reaction [[Labetalol co-treated with ADRB1] results in increased abundance of Cyclic AMP]; CGP 20712A inhibits the reaction [Labetalol results in increased activity of ADRB1 protein]
Labetalol binds to and results in decreased activity of ADRB1 protein; Labetalol inhibits the reaction [CGP 12177 binds to ADRB1 protein]; Labetalol inhibits the reaction [Dihydroalprenolol binds to ADRB1 protein]
CTD PMID:2462161, PMID:2567112, PMID:11425575, PMID:11483288, PMID:12761341 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 decreases activity
affects binding
multiple interactions
ISO
EXP
Labetalol results in decreased activity of ADRB2 protein
Labetalol binds to ADRB2 protein
[Labetalol binds to ADRB2 protein] which results in increased abundance of Cyclic AMP; [Labetalol binds to ADRB2 protein] which results in increased phosphorylation of MAPK1 protein; [Labetalol binds to ADRB2 protein] which results in increased phosphorylation of MAPK3 protein
Labetalol binds to and results in decreased activity of ADRB2 protein; Labetalol inhibits the reaction [CGP 12177 binds to ADRB2 protein]; Labetalol inhibits the reaction [Dihydroalprenolol binds to ADRB2 protein]
CTD PMID:2462161, PMID:2567112, PMID:11425575, PMID:11483288, PMID:17925438 NCBI chr18:57,513,792...57,515,834
Ensembl chr18:57,513,793...57,515,834
JBrowse link
G Agt angiotensinogen decreases expression ISO Labetalol results in decreased expression of AGT protein CTD PMID:14627 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
JBrowse link
G Avp arginine vasopressin multiple interactions ISO [Labetalol co-treated with Isoflurane] results in increased expression of AVP protein CTD PMID:1897344 NCBI chr 3:123,117,482...123,119,460
Ensembl chr 3:123,117,492...123,119,460
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO [Labetalol binds to ADRB2 protein] which results in increased phosphorylation of MAPK1 protein CTD PMID:17925438 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 [Labetalol binds to ADRB2 protein] which results in increased phosphorylation of MAPK3 protein CTD PMID:17925438 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Nppa natriuretic peptide A decreases activity ISO Labetalol results in decreased activity of NPPA protein CTD PMID:2524958 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705
JBrowse link
G Prl prolactin multiple interactions
increases expression
ISO carbidopa, levodopa drug combination inhibits the reaction [Labetalol results in increased expression of PRL protein] CTD PMID:7105431 NCBI chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
JBrowse link
G Ren renin multiple interactions
decreases activity
ISO [Labetalol co-treated with Isoflurane] results in increased expression of REN protein
Labetalol results in decreased activity of REN protein
CTD PMID:1897344, PMID:2524958, PMID:7013770, PMID:7988622 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions ISO [Uridine Diphosphate Glucuronic Acid co-treated with UGT1A1 protein] results in increased glucuronidation of Labetalol CTD PMID:18098064 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 multiple interactions ISO [Uridine Diphosphate Glucuronic Acid co-treated with UGT2B7 protein] results in increased glucuronidation of Labetalol; Fluconazole inhibits the reaction [[Uridine Diphosphate Glucuronic Acid co-treated with UGT2B7 protein] results in increased glucuronidation of Labetalol] CTD PMID:18098064 NCBI chr14:22,597,103...22,619,968 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
                labetalol 13
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 group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        carboacyl group 17348
                                          univalent carboacyl group 17348
                                            carbamoyl group 17134
                                              carboxamide 17134
                                                monocarboxylic acid amide 14553
                                                  arenecarboxamide 6508
                                                    benzamides 6508
                                                      labetalol 13
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