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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:2,2'-iminobis[1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol]
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Accession:CHEBI:64019 term browser browse the term
Definition:A member of the class of chromanes that is 2,2'-iminodiethanol in which one hydrogen attached to each hydroxy-bearing carbon is replaced by a 6-fluorochroman-2-yl group.
Synonyms:related_synonym: 1,1'-bis(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2,2'-iminodiethanol;   Formula=C22H25F2NO4;   InChI=1S/C22H25F2NO4/c23-15-3-7-19-13(9-15)1-5-21(28-19)17(26)11-25-12-18(27)22-6-2-14-10-16(24)4-8-20(14)29-22/h3-4,7-10,17-18,21-22,25-27H,1-2,5-6,11-12H2;   InChIKey=KOHIRBRYDXPAMZ-UHFFFAOYSA-N;   SMILES=OC(CNCC(O)C1CCc2cc(F)ccc2O1)C1CCc2cc(F)ccc2O1;   alpha,alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol);   alpha,alpha'-(iminodimethylene)bis-(6-fluoro-2-chromanmethanol)
 xref: CAS:99200-09-6
 xref_mesh: MESH:C052753
 xref: Reaxys:8729344



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nebivolol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adrb1 adrenoceptor beta 1 multiple interactions
affects binding
ISO
EXP
Nebivolol inhibits the reaction [CGP 12177 binds to ADRB1 protein]; Nebivolol inhibits the reaction [cyanopindolol binds to ADRB1 protein]
Nebivolol binds to ADRB1 protein
Nebivolol inhibits the reaction [CGP 12177 binds to ADRB1 protein]; Nebivolol inhibits the reaction [Dihydroalprenolol binds to ADRB1 protein]
CTD PMID:2462161 PMID:12535855 NCBI chr 1:255,771,962...255,774,973
Ensembl chr 1:255,771,597...255,807,259
JBrowse link
G Agt angiotensinogen multiple interactions EXP Nebivolol inhibits the reaction [AGT protein affects the localization of NCF2 protein]; Nebivolol inhibits the reaction [AGT protein results in decreased expression of VASP protein]; Nebivolol inhibits the reaction [AGT protein results in increased expression of CYBA mRNA]; Nebivolol inhibits the reaction [AGT protein results in increased expression of CYBB mRNA]; Nebivolol inhibits the reaction [AGT protein results in increased expression of NCF1 mRNA]; Nebivolol inhibits the reaction [AGT protein results in increased expression of NCF2 protein]; Nebivolol inhibits the reaction [AGT protein results in increased expression of NOX1 protein]; Nebivolol inhibits the reaction [AGT protein results in increased expression of RAC1 protein] CTD PMID:16940222 NCBI chr19:52,529,139...52,549,618
Ensembl chr19:52,529,185...52,540,977
JBrowse link
G Alpl alkaline phosphatase, biomineralization associated multiple interactions EXP Nebivolol promotes the reaction [Alendronate inhibits the reaction [Methylprednisolone results in increased secretion of ALPL protein]] CTD PMID:30291735 NCBI chr 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446
JBrowse link
G Ar androgen receptor increases expression
multiple interactions
EXP
ISO
Nebivolol results in increased expression of AR protein
Nebivolol binds to and results in decreased activity of AR protein
CTD PMID:19962728 PMID:25752796 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Bglap bone gamma-carboxyglutamate protein multiple interactions EXP [Nebivolol co-treated with Alendronate] inhibits the reaction [Methylprednisolone results in decreased secretion of BGLAP protein] CTD PMID:30291735 NCBI chr 2:173,838,518...173,839,495
Ensembl chr 2:173,838,518...173,839,495
JBrowse link
G Cat catalase multiple interactions EXP Nebivolol promotes the reaction [Alendronate inhibits the reaction [Methylprednisolone results in decreased activity of CAT protein]] CTD PMID:30291735 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression
decreases secretion
ISO Nebivolol results in decreased expression of CCL2 mRNA
Nebivolol results in decreased secretion of CCL2 protein
CTD PMID:17310107 PMID:17467819 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cyba cytochrome b-245 alpha chain multiple interactions EXP Nebivolol inhibits the reaction [AGT protein results in increased expression of CYBA mRNA] CTD PMID:16940222 NCBI chr19:50,487,598...50,495,669
Ensembl chr19:50,487,597...50,495,721
JBrowse link
G Cybb cytochrome b-245 beta chain multiple interactions EXP Nebivolol inhibits the reaction [AGT protein results in increased expression of CYBB mRNA] CTD PMID:16940222 NCBI chr  X:13,358,101...13,392,570
Ensembl chr  X:13,359,430...13,392,586
JBrowse link
G Ddah2 DDAH family member 2, ADMA-independent multiple interactions
increases activity
increases expression
ISO Dactinomycin inhibits the reaction [Nebivolol results in increased expression of DDAH2 mRNA]
Nebivolol results in increased activity of DDAH2 protein
Nebivolol results in increased expression of DDAH2 mRNA; Nebivolol results in increased expression of DDAH2 protein
CTD PMID:17977009 NCBI chr20:3,761,460...3,764,718
Ensembl chr20:3,761,465...3,764,511
JBrowse link
G Dhcr24 24-dehydrocholesterol reductase increases expression ISO Nebivolol results in increased expression of DHCR24 mRNA CTD PMID:17467819 NCBI chr 5:121,344,552...121,371,124
Ensembl chr 5:121,344,575...121,371,137
JBrowse link
G Edn1 endothelin 1 decreases secretion
decreases expression
ISO Nebivolol results in decreased secretion of EDN1 protein
Nebivolol results in decreased expression of EDN1 mRNA
CTD PMID:11078433 NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO Nebivolol binds to and results in decreased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 affects activity
multiple interactions
ISO Nebivolol affects the activity of ESR2 protein
Nebivolol binds to and results in decreased activity of ESR2 protein
CTD PMID:19330906 PMID:25752796 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases expression ISO Nebivolol results in decreased expression of ICAM1 mRNA CTD PMID:17310107 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il1a interleukin 1 alpha decreases expression ISO Nebivolol results in decreased expression of IL1A mRNA CTD PMID:17467819 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
JBrowse link
G Ncf1 neutrophil cytosolic factor 1 multiple interactions EXP Nebivolol inhibits the reaction [AGT protein results in increased expression of NCF1 mRNA] CTD PMID:16940222 NCBI chr12:22,485,382...22,494,647
Ensembl chr12:22,485,451...22,494,646
JBrowse link
G Ncf2 neutrophil cytosolic factor 2 multiple interactions EXP Nebivolol inhibits the reaction [AGT protein affects the localization of NCF2 protein]; Nebivolol inhibits the reaction [AGT protein results in increased expression of NCF2 protein] CTD PMID:16940222 NCBI chr13:64,955,622...64,986,144
Ensembl chr13:64,955,503...64,986,277
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 increases expression ISO Nebivolol results in increased expression of NFE2L2 CTD PMID:23886954 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nos3 nitric oxide synthase 3 increases activity
increases expression
multiple interactions
ISO
EXP
Nebivolol results in increased activity of NOS3 protein
Nebivolol results in increased expression of NOS3
[Nebivolol co-treated with Flutamide] results in increased expression of NOS3 protein
Nebivolol results in increased expression of NOS3 protein
CTD PMID:17977009 PMID:19962728 PMID:23886954 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
JBrowse link
G Nox1 NADPH oxidase 1 multiple interactions EXP Nebivolol inhibits the reaction [AGT protein results in increased expression of NOX1 protein] CTD PMID:16940222 NCBI chr  X:97,279,058...97,332,291
Ensembl chr  X:97,279,056...97,302,236
JBrowse link
G Nppb natriuretic peptide B increases expression ISO Nebivolol results in increased expression of NPPB protein CTD PMID:18192850 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168
JBrowse link
G Pdgfa platelet derived growth factor subunit A decreases expression ISO Nebivolol results in decreased expression of PDGFA mRNA CTD PMID:17467819 NCBI chr12:15,645,549...15,667,056
Ensembl chr12:15,645,541...15,666,497
JBrowse link
G Pdgfb platelet derived growth factor subunit B decreases expression ISO Nebivolol results in decreased expression of PDGFB mRNA CTD PMID:17310107 NCBI chr 7:111,539,444...111,557,984
Ensembl chr 7:111,540,345...111,557,984
JBrowse link
G Pgr progesterone receptor multiple interactions ISO Nebivolol binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:6,072,673...6,131,552
Ensembl chr 8:6,072,673...6,131,344
JBrowse link
G Ppargc1a PPARG coactivator 1 alpha multiple interactions
increases expression
ISO 3-(2-ethylphenoxy)-1-(1,2,3,4-tetrahydronaphth-1-ylamino)-2-propanol oxalate inhibits the reaction [Nebivolol results in increased expression of PPARGC1A protein] CTD PMID:23886954 NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO Nebivolol results in decreased expression of PTGS2 mRNA CTD PMID:17467819 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rac1 Rac family small GTPase 1 multiple interactions EXP Nebivolol inhibits the reaction [AGT protein results in increased expression of RAC1 protein] CTD PMID:16940222 NCBI chr12:11,037,028...11,057,251
Ensembl chr12:11,036,698...11,057,251
JBrowse link
G Ren renin multiple interactions EXP Nebivolol inhibits the reaction [Nitric Oxide deficiency results in increased expression of REN protein] CTD PMID:12806161 NCBI chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489
JBrowse link
G Sele selectin E decreases expression ISO Nebivolol results in decreased expression of SELE mRNA CTD PMID:17310107 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741
JBrowse link
G Selp selectin P decreases expression ISO Nebivolol results in decreased expression of SELP mRNA CTD PMID:17310107 NCBI chr13:76,476,229...76,511,846
Ensembl chr13:76,476,295...76,511,845
JBrowse link
G Sirt3 sirtuin 3 multiple interactions
increases expression
ISO 3-(2-ethylphenoxy)-1-(1,2,3,4-tetrahydronaphth-1-ylamino)-2-propanol oxalate inhibits the reaction [Nebivolol results in increased expression of SIRT3 protein] CTD PMID:23886954 NCBI chr 1:195,942,066...195,964,472
Ensembl chr 1:195,942,073...195,964,808
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions
affects expression
ISO
EXP
3-(2-ethylphenoxy)-1-(1,2,3,4-tetrahydronaphth-1-ylamino)-2-propanol oxalate inhibits the reaction [Nebivolol affects the expression of SOD2 protein]
Nebivolol inhibits the reaction [Daunorubicin results in decreased secretion of SOD2 protein]
CTD PMID:18194856 PMID:23886954 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Tfam transcription factor A, mitochondrial increases expression ISO Nebivolol results in increased expression of TFAM CTD PMID:23886954 NCBI chr20:17,356,243...17,368,293
Ensembl chr20:17,356,197...17,368,292
JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions ISO Nebivolol binds to and results in decreased activity of THRA protein CTD PMID:25752796 NCBI chr10:83,701,885...83,729,408
Ensembl chr10:83,700,755...83,729,936
JBrowse link
G Tnfaip6 TNF alpha induced protein 6 decreases expression ISO Nebivolol results in decreased expression of TNFAIP6 mRNA CTD PMID:17467819 NCBI chr 3:36,502,250...36,521,652
Ensembl chr 3:36,502,188...36,521,649
JBrowse link
G Tnnt2 troponin T2, cardiac type multiple interactions EXP Nebivolol inhibits the reaction [Daunorubicin results in increased expression of TNNT2 protein] CTD PMID:18194856 NCBI chr13:47,267,325...47,285,390
Ensembl chr13:47,267,204...47,285,388
JBrowse link
G Vasp vasodilator-stimulated phosphoprotein multiple interactions EXP Nebivolol inhibits the reaction [AGT protein results in decreased expression of VASP protein]; Nebivolol inhibits the reaction [Phorbol Esters results in decreased phosphorylation of VASP protein] CTD PMID:16940222 NCBI chr 1:78,910,009...78,925,791
Ensembl chr 1:78,910,011...78,925,061
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 decreases expression ISO Nebivolol results in decreased expression of VCAM1 mRNA CTD PMID:17310107 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link
G Vipr1 vasoactive intestinal peptide receptor 1 increases expression ISO Nebivolol results in increased expression of VIPR1 mRNA CTD PMID:17467819 NCBI chr 8:121,303,739...121,339,587
Ensembl chr 8:121,310,248...121,339,585
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      application 19695
        NMR chemical shift reference compound 18071
          ammonia 17871
            organic amino compound 17871
              secondary amino compound 6954
                2,2'-iminobis[1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol] 40
                  (R,S,S,S)-nebivolol + 40
                  (S,R,R,R)-nebivolol + 40
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            organic molecule 19706
                              organic cyclic compound 19495
                                organic heterocyclic compound 18874
                                  oxacycle 17906
                                    benzopyran 11972
                                      1-benzopyran 11726
                                        chromanes 4025
                                          2,2'-iminobis[1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol] 40
                                            (R,S,S,S)-nebivolol + 40
                                            (S,R,R,R)-nebivolol + 40
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