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]
Accession: CHEBI:64019
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
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
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