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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:2-hydroxy-5-\{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl\}benzamide
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Accession:CHEBI:167638 term browser browse the term
Definition:A member of the class of benzamides that is benzamide substituted by a hydroxy group at position 2 and by a 1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl group at position 5.
Synonyms:related_synonym: 2-hydroxy-5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)benzamide;   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(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1



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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 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202
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:30,293,597...30,340,961
Ensembl chr  X:30,293,589...30,340,977
JBrowse link
G Adrb1 adrenoceptor beta 1 decreases activity
multiple interactions
increases activity
affects binding
ISO
EXP
Labetalol results in decreased 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]
[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 ADRB1 protein
CTD PMID:2462161 PMID:2567112 PMID:11425575 PMID:11483288 PMID:12761341 NCBI chr 1:255,772,217...255,773,617
Ensembl chr 1:255,771,597...255,807,259
JBrowse link
G Adrb2 adrenoceptor beta 2 decreases activity
multiple interactions
affects binding
ISO
EXP
Labetalol results in decreased activity of ADRB2 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]
[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
CTD PMID:2462161 PMID:2567112 PMID:11425575 PMID:11483288 PMID:17925438 NCBI chr18:55,642,459...55,644,501
Ensembl chr18:55,502,903...55,644,512
JBrowse link
G Agt angiotensinogen decreases expression ISO Labetalol results in decreased expression of AGT protein CTD PMID:14627 NCBI chr19:52,529,139...52,549,618
Ensembl chr19:52,529,185...52,540,977
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 3:117,793,447...117,805,091
Ensembl chr 3:117,793,457...117,795,425
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Nppa natriuretic peptide A decreases activity ISO Labetalol results in decreased activity of NPPA protein CTD PMID:2524958 NCBI chr 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351
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 chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
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 chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489
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 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465
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 chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19740
    role 19713
      application 19546
        refrigerant 18119
          ammonia 17615
            organic amino compound 17615
              secondary amino compound 6744
                2-hydroxy-5-\{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl\}benzamide 13
                  (R,R)-labetalol + 13
                  (R,S)-labetolol + 13
                  (S,R)-labetolol + 13
                  (S,S)-labetalol + 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19740
    subatomic particle 19738
      composite particle 19738
        hadron 19738
          baryon 19738
            nucleon 19738
              atomic nucleus 19738
                atom 19738
                  main group element atom 19686
                    p-block element atom 19686
                      carbon group element atom 19631
                        carbon atom 19627
                          organic molecular entity 19627
                            organic group 18846
                              organic divalent group 18832
                                organodiyl group 18832
                                  carbonyl group 18798
                                    carbonyl compound 18798
                                      carboxylic acid 18518
                                        carboacyl group 17656
                                          univalent carboacyl group 17656
                                            carbamoyl group 17497
                                              carboxamide 17497
                                                monocarboxylic acid amide 15562
                                                  arenecarboxamide 7310
                                                    benzamides 7310
                                                      salicylamides 309
                                                        2-hydroxy-5-\{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl\}benzamide 13
                                                          (R,R)-labetalol + 13
                                                          (R,S)-labetolol + 13
                                                          (S,R)-labetolol + 13
                                                          (S,S)-labetalol + 13
paths to the root