Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-06 15:16:52 UTC |
---|
Update Date | 2022-03-07 02:52:02 UTC |
---|
HMDB ID | HMDB0015594 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Nebivolol |
---|
Description | Nebivolol is only found in individuals that have used or taken this drug. It is a highly cardioselective vasodilatory beta1 receptor blocker used in treatment of hypertension. In most countries, this medication is available only by prescription. [Wikipedia ]Nebivolol is a selective β1-receptor antagonist. Activation of β1-receptors by epinephrine increases the heart rate and the blood pressure, and the heart consumes more oxygen. Nebivolol blocks these receptors which reverses the effects of epinephrine, lowering the heart rate and blood pressure. In addition, beta blockers prevent the release of renin, which is a hormone produced by the kidneys which leads to constriction of blood vessels. At high enough concentrations, this drug may also bind beta 2 receptors. |
---|
Structure | OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2 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 |
---|
Synonyms | Value | Source |
---|
1,1'-[Bis(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)]-2,2'-iminodiethanol | ChEBI | 1,1'-Bis(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2,2'-iminodiethanol | ChEBI | alpha,Alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol) | ChEBI | a,Alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol) | Generator | Α,alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol) | Generator | Lobivon | MeSH, HMDB | Nebilet | MeSH, HMDB | Bystolic | MeSH, HMDB | Silostar | MeSH, HMDB | alpha,Alpha'-(iminobis(methylene))bis(6-fluoro-3,4-dihydro)-2H-1-benzopyran-2-methanol | MeSH, HMDB | Nebivolol hydrochloride | MeSH, HMDB | Hydrochloride, nebivolol | MeSH, HMDB |
|
---|
Chemical Formula | C22H25F2NO4 |
---|
Average Molecular Weight | 405.435 |
---|
Monoisotopic Molecular Weight | 405.175164703 |
---|
IUPAC Name | 1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethan-1-ol |
---|
Traditional Name | nebivolol |
---|
CAS Registry Number | 99200-09-6 |
---|
SMILES | OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2 |
---|
InChI Identifier | 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 |
---|
InChI Key | KOHIRBRYDXPAMZ-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organoheterocyclic compounds |
---|
Class | Benzopyrans |
---|
Sub Class | 1-benzopyrans |
---|
Direct Parent | 1-benzopyrans |
---|
Alternative Parents | |
---|
Substituents | - 1-benzopyran
- Alkyl aryl ether
- Aralkylamine
- Aryl fluoride
- Aryl halide
- Benzenoid
- 1,2-aminoalcohol
- Secondary alcohol
- Oxacycle
- Secondary amine
- Secondary aliphatic amine
- Ether
- Hydrocarbon derivative
- Organofluoride
- Organohalogen compound
- Organonitrogen compound
- Organooxygen compound
- Alcohol
- Organic oxygen compound
- Amine
- Organopnictogen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.04 g/L | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Nebivolol,1TMS,isomer #1 | C[Si](C)(C)OC(CNCC(O)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1 | 3165.7 | Semi standard non polar | 33892256 | Nebivolol,1TMS,isomer #2 | C[Si](C)(C)N(CC(O)C1CCC2=CC(F)=CC=C2O1)CC(O)C1CCC2=CC(F)=CC=C2O1 | 3213.9 | Semi standard non polar | 33892256 | Nebivolol,2TMS,isomer #1 | C[Si](C)(C)OC(CNCC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1 | 3122.5 | Semi standard non polar | 33892256 | Nebivolol,2TMS,isomer #2 | C[Si](C)(C)OC(CN(CC(O)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3200.0 | Semi standard non polar | 33892256 | Nebivolol,3TMS,isomer #1 | C[Si](C)(C)OC(CN(CC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3183.4 | Semi standard non polar | 33892256 | Nebivolol,3TMS,isomer #1 | C[Si](C)(C)OC(CN(CC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3329.2 | Standard non polar | 33892256 | Nebivolol,3TMS,isomer #1 | C[Si](C)(C)OC(CN(CC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3721.7 | Standard polar | 33892256 | Nebivolol,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(CNCC(O)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1 | 3394.5 | Semi standard non polar | 33892256 | Nebivolol,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N(CC(O)C1CCC2=CC(F)=CC=C2O1)CC(O)C1CCC2=CC(F)=CC=C2O1 | 3481.5 | Semi standard non polar | 33892256 | Nebivolol,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(CNCC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1 | 3572.4 | Semi standard non polar | 33892256 | Nebivolol,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(CN(CC(O)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3676.2 | Semi standard non polar | 33892256 | Nebivolol,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(CN(CC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3849.5 | Semi standard non polar | 33892256 | Nebivolol,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(CN(CC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3921.9 | Standard non polar | 33892256 | Nebivolol,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(CN(CC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1 | 3894.6 | Standard polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive | splash10-0fl0-5961000000-db2c9843ee0cc7cd22d4 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Nebivolol GC-MS (2 TMS) - 70eV, Positive | splash10-0uyi-5938020000-00d8599d082d3d916116 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 10V, Positive-QTOF | splash10-0a4i-0422900000-3a76b3b1c885bee2c157 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 20V, Positive-QTOF | splash10-004i-0920000000-11009825045a0e91f879 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 40V, Positive-QTOF | splash10-002f-7900000000-89e04031c6d9dd83e8d9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 10V, Negative-QTOF | splash10-0udi-0110900000-47f58423e59e787b770f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 20V, Negative-QTOF | splash10-0w29-0981500000-2d7231867b467c291df3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 40V, Negative-QTOF | splash10-00di-0901000000-d5b818ab1077956bf711 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 10V, Positive-QTOF | splash10-052r-0019500000-56ad16915cb134a20326 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 20V, Positive-QTOF | splash10-0f79-0983100000-6b2434dec2b7d46416b3 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 40V, Positive-QTOF | splash10-0zmi-2951000000-26ef603038764485eb8e | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 10V, Negative-QTOF | splash10-0udi-0001900000-0ee3540a0db5557266e4 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 20V, Negative-QTOF | splash10-0udi-2782900000-779d8fdfb894ef489226 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Nebivolol 40V, Negative-QTOF | splash10-0unj-0911000000-7a81d0684fb81815d37c | 2021-10-11 | Wishart Lab | View Spectrum |
|
---|