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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 4:26,106,895...26,164,440
Ensembl chr 4:25,151,953...25,209,202
JBrowse link
G Ace2 angiotensin converting enzyme 2 increases activity ISO Labetalol results in increased activity of ACE2 protein CTD PMID:21859683 NCBI chr  X:33,925,458...33,972,851
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 1:265,777,103...265,780,114
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 chr18:57,912,760...57,914,802
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 chr19:69,426,540...69,447,017
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 3:138,246,544...138,248,522
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 chr11:97,462,025...97,529,193
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 1:190,797,189...190,803,411
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 5:163,712,184...163,713,493
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 chr17:38,287,355...38,298,234
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 chr13:47,348,312...47,359,539
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 9:96,249,143...96,256,264
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 chr14:21,251,535...21,274,451
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 20856
    role 20816
      application 20617
        NMR chemical shift reference compound 18453
          ammonia 18260
            organic amino compound 18260
              secondary amino compound 8153
                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 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            heteroorganic entity 20215
                              organochalcogen compound 19902
                                organooxygen compound 19804
                                  carbon oxoacid 19150
                                    carboxylic acid 19147
                                      carboacyl group 18082
                                        univalent carboacyl group 18082
                                          carbamoyl group 17918
                                            carboxamide 17918
                                              monocarboxylic acid amide 15949
                                                arenecarboxamide 8283
                                                  benzamides 8283
                                                    salicylamides 929
                                                      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