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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 1:277,537,585...277,538,985
Ensembl chr 1:277,537,585...277,538,985
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 chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
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 5:156,086,496...156,141,513
Ensembl chr 5:156,086,497...156,141,537
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:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
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 2:187,741,770...187,748,445
Ensembl chr 2:187,741,770...187,742,747
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
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 chr19:55,249,634...55,257,824
Ensembl chr19:55,249,616...55,257,876
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:14,578,330...14,610,049
Ensembl chr  X:14,578,264...14,612,547
JBrowse link
G Ddah2 dimethylarginine dimethylaminohydrolase 2 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 chr20:5,049,260...5,052,573
Ensembl chr20:5,049,496...5,052,585
JBrowse link
G Dhcr24 24-dehydrocholesterol reductase increases expression ISO Nebivolol results in increased expression of DHCR24 mRNA CTD PMID:17467819 NCBI chr 5:126,164,708...126,188,926
Ensembl chr 5:126,164,674...126,191,206
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 chr17:22,136,814...22,143,745
Ensembl chr17:22,137,324...22,143,324
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 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
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 6:99,163,953...99,214,711
Ensembl chr 6:99,164,357...99,214,251
JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases expression ISO Nebivolol results in decreased expression of ICAM1 mRNA CTD PMID:17310107 NCBI chr 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
JBrowse link
G Il1a interleukin 1 alpha decreases expression ISO Nebivolol results in decreased expression of IL1A mRNA CTD PMID:17467819 NCBI chr 3:121,824,712...121,836,122
Ensembl chr 3:121,825,412...121,836,086
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 chr12:25,497,104...25,506,300
Ensembl chr12:25,497,104...25,506,300
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 chr13:70,226,441...70,259,019
Ensembl chr13:70,226,647...70,257,576
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 increases expression ISO Nebivolol results in increased expression of NFE2L2 CTD PMID:23886954 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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 protein
[Nebivolol co-treated with Flutamide] results in increased expression of NOS3 protein
CTD PMID:17977009, PMID:19962728, PMID:23886954 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
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:104,909,328...104,932,508
Ensembl chr  X:104,909,326...104,932,508
JBrowse link
G Nppb natriuretic peptide B increases expression ISO Nebivolol results in increased expression of NPPB protein CTD PMID:18192850 NCBI chr 5:164,796,176...164,797,538
Ensembl chr 5:164,796,185...164,797,531
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 chr12:17,734,141...17,756,186
Ensembl chr12:17,734,133...17,755,285
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 7:121,215,458...121,233,092
Ensembl chr 7:121,214,628...121,232,741
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 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
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 chr14:63,095,291...63,190,688
Ensembl chr14:63,095,720...63,187,009
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO Nebivolol results in decreased expression of PTGS2 mRNA CTD PMID:17467819 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 chr12:13,090,316...13,111,841
Ensembl chr12:13,090,172...13,111,873
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 chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
JBrowse link
G Sele selectin E decreases expression ISO Nebivolol results in decreased expression of SELE mRNA CTD PMID:17310107 NCBI chr13:82,355,234...82,365,323
Ensembl chr13:82,355,471...82,365,341
JBrowse link
G Selp selectin P decreases expression ISO Nebivolol results in decreased expression of SELP mRNA CTD PMID:17310107 NCBI chr13:82,428,914...82,464,629
Ensembl chr13:82,429,063...82,464,628
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 1:213,613,502...213,636,061
Ensembl chr 1:213,613,513...213,635,546
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 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Tfam transcription factor A, mitochondrial increases expression ISO Nebivolol results in increased expression of TFAM CTD PMID:23886954 NCBI chr20:18,594,057...18,606,106
Ensembl chr20:18,594,037...18,606,151
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 chr10:86,657,285...86,684,935
Ensembl chr10:86,657,285...86,684,933
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 3:37,545,238...37,564,704
Ensembl chr 3:37,545,238...37,564,699
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 chr13:52,662,974...52,680,992
Ensembl chr13:52,662,996...52,680,990
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 1:80,170,608...80,185,882
Ensembl chr 1:80,170,619...80,185,882
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 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
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 8:130,283,453...130,313,431 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        refrigerant 17418
          ammonia 16940
            organic amino compound 16939
              secondary amino compound 6516
                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 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
                                  oxacycle 17185
                                    benzopyran 10135
                                      1-benzopyran 9851
                                        chromanes 3918
                                          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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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.