Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:54 UTC
HMDB IDHMDB0015197
Secondary Accession Numbers
  • HMDB15197
Metabolite Identification
Common NameIsoproterenol
DescriptionIsoproterenol is only found in individuals that have used or taken this drug. It is an isopropyl analog of epinephrine; beta-sympathomimetic that acts on the heart, bronchi, skeletal muscle, alimentary tract, etc. It is used mainly as bronchodilator and heart stimulant. [PubChem]The pharmacologic effects of isoproterenol are at least in part attributable to stimulation through beta-adrenergic receptors of intracellular adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic AMP. Increased cyclic AMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from cells, especially from mast cells.
Structure
Data?1582753269
Synonyms
ValueSource
(+-)-IsoprenalineChEBI
(+-)-IsoproterenolChEBI
1-(3,4-Dihydroxyphenyl)-2-(isopropylamino)ethanolChEBI
1-(3,4-Dihydroxyphenyl)-2-isopropylaminoethanolChEBI
3,4-Dihydroxy-alpha-[(isopropylamino)methyl]benzyl alcoholChEBI
alpha-(Isopropylaminomethyl)protocatechuyl alcoholChEBI
IsoprenalinaChEBI
IsoprenalinumChEBI
Isopropyl noradrenalineChEBI
N-Isopropyl-beta-dihydroxyphenyl-beta-hydroxyethylamineChEBI
N-IsopropylnoradrenalineChEBI
N-IsopropylnorepinephrineChEBI
IsoprenalineKegg
3,4-Dihydroxy-a-[(isopropylamino)methyl]benzyl alcoholGenerator
3,4-Dihydroxy-α-[(isopropylamino)methyl]benzyl alcoholGenerator
a-(Isopropylaminomethyl)protocatechuyl alcoholGenerator
Α-(isopropylaminomethyl)protocatechuyl alcoholGenerator
N-Isopropyl-b-dihydroxyphenyl-b-hydroxyethylamineGenerator
N-Isopropyl-β-dihydroxyphenyl-β-hydroxyethylamineGenerator
Epinephrine isopropyl homologHMDB
IsoprenalinHMDB
IsopropydrinHMDB
IsopropyladrenalineHMDB
IsopropylarterenolHMDB
IsopropylnoradrenalineHMDB
IsopropylnorepinephrineHMDB
Isoproterenol chlorideHMDB
L-IsopropylnoradrenalineHMDB
L-IsoproterenolHMDB
EuspiranHMDB
IsuprelHMDB
IsadrinHMDB
4-(1-Hydroxy-2-((1-methylethyl)amino)ethyl)-1,2-benzenediolHMDB
NorisodrineHMDB
Hydrochloride, isoproterenolHMDB
IsadrineHMDB
Isoproterenol hydrochlorideHMDB
Isoproterenol sulfateHMDB
IzadrinHMDB
Noradrenaline, isopropylHMDB
NovodrinHMDB
Sulfate, isoproterenolHMDB
IsoproterenolChEBI
Chemical FormulaC11H17NO3
Average Molecular Weight211.2576
Monoisotopic Molecular Weight211.120843415
IUPAC Name4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol
Traditional Nameisoproterenol
CAS Registry Number7683-59-2
SMILES
CC(C)NCC(O)C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3
InChI KeyJWZZKOKVBUJMES-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentCatechols
Alternative Parents
Substituents
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Secondary amine
  • Secondary aliphatic amine
  • Aromatic alcohol
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point170.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.86 g/LNot Available
LogP1.4Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available149.44http://allccs.zhulab.cn/database/detail?ID=AllCCS00000810
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.86 g/LALOGPS
logP-0.27ALOGPS
logP0.24ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)9.81ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area72.72 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity58.4 m³·mol⁻¹ChemAxon
Polarizability23.04 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.67431661259
DarkChem[M-H]-147.71731661259
DeepCCS[M+H]+151.21730932474
DeepCCS[M-H]-148.85930932474
DeepCCS[M-2H]-182.86730932474
DeepCCS[M+Na]+157.55830932474
AllCCS[M+H]+149.632859911
AllCCS[M+H-H2O]+145.832859911
AllCCS[M+NH4]+153.232859911
AllCCS[M+Na]+154.232859911
AllCCS[M-H]-150.232859911
AllCCS[M+Na-2H]-151.032859911
AllCCS[M+HCOO]-151.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsoproterenolCC(C)NCC(O)C1=CC(O)=C(O)C=C13281.4Standard polar33892256
IsoproterenolCC(C)NCC(O)C1=CC(O)=C(O)C=C11764.1Standard non polar33892256
IsoproterenolCC(C)NCC(O)C1=CC(O)=C(O)C=C11960.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoproterenol,1TMS,isomer #1CC(C)NCC(O[Si](C)(C)C)C1=CC=C(O)C(O)=C11952.2Semi standard non polar33892256
Isoproterenol,1TMS,isomer #2CC(C)NCC(O)C1=CC=C(O)C(O[Si](C)(C)C)=C11936.5Semi standard non polar33892256
Isoproterenol,1TMS,isomer #3CC(C)NCC(O)C1=CC=C(O[Si](C)(C)C)C(O)=C11939.4Semi standard non polar33892256
Isoproterenol,1TMS,isomer #4CC(C)N(CC(O)C1=CC=C(O)C(O)=C1)[Si](C)(C)C2097.3Semi standard non polar33892256
Isoproterenol,2TMS,isomer #1CC(C)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C11831.7Semi standard non polar33892256
Isoproterenol,2TMS,isomer #2CC(C)NCC(O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C11834.0Semi standard non polar33892256
Isoproterenol,2TMS,isomer #3CC(C)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(O)=C1)[Si](C)(C)C2095.9Semi standard non polar33892256
Isoproterenol,2TMS,isomer #4CC(C)NCC(O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C11964.9Semi standard non polar33892256
Isoproterenol,2TMS,isomer #5CC(C)N(CC(O)C1=CC=C(O)C(O[Si](C)(C)C)=C1)[Si](C)(C)C2038.0Semi standard non polar33892256
Isoproterenol,2TMS,isomer #6CC(C)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(O)=C1)[Si](C)(C)C2044.5Semi standard non polar33892256
Isoproterenol,3TMS,isomer #1CC(C)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C11873.9Semi standard non polar33892256
Isoproterenol,3TMS,isomer #2CC(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1)[Si](C)(C)C2054.8Semi standard non polar33892256
Isoproterenol,3TMS,isomer #3CC(C)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1)[Si](C)(C)C2053.3Semi standard non polar33892256
Isoproterenol,3TMS,isomer #4CC(C)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C2084.3Semi standard non polar33892256
Isoproterenol,4TMS,isomer #1CC(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C2124.0Semi standard non polar33892256
Isoproterenol,4TMS,isomer #1CC(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C2097.7Standard non polar33892256
Isoproterenol,4TMS,isomer #1CC(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C2047.3Standard polar33892256
Isoproterenol,1TBDMS,isomer #1CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C12180.8Semi standard non polar33892256
Isoproterenol,1TBDMS,isomer #2CC(C)NCC(O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C12187.9Semi standard non polar33892256
Isoproterenol,1TBDMS,isomer #3CC(C)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C12196.1Semi standard non polar33892256
Isoproterenol,1TBDMS,isomer #4CC(C)N(CC(O)C1=CC=C(O)C(O)=C1)[Si](C)(C)C(C)(C)C2351.7Semi standard non polar33892256
Isoproterenol,2TBDMS,isomer #1CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C12336.5Semi standard non polar33892256
Isoproterenol,2TBDMS,isomer #2CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C12344.3Semi standard non polar33892256
Isoproterenol,2TBDMS,isomer #3CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1)[Si](C)(C)C(C)(C)C2596.5Semi standard non polar33892256
Isoproterenol,2TBDMS,isomer #4CC(C)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C12466.9Semi standard non polar33892256
Isoproterenol,2TBDMS,isomer #5CC(C)N(CC(O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C2562.2Semi standard non polar33892256
Isoproterenol,2TBDMS,isomer #6CC(C)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)[Si](C)(C)C(C)(C)C2584.3Semi standard non polar33892256
Isoproterenol,3TBDMS,isomer #1CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C12593.4Semi standard non polar33892256
Isoproterenol,3TBDMS,isomer #2CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)[Si](C)(C)C(C)(C)C2770.3Semi standard non polar33892256
Isoproterenol,3TBDMS,isomer #3CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C2761.8Semi standard non polar33892256
Isoproterenol,3TBDMS,isomer #4CC(C)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C2826.9Semi standard non polar33892256
Isoproterenol,4TBDMS,isomer #1CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C2992.4Semi standard non polar33892256
Isoproterenol,4TBDMS,isomer #1CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C2847.5Standard non polar33892256
Isoproterenol,4TBDMS,isomer #1CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C2501.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-05gr-9700000000-1d8ddbb3b9ecf4bd4e412017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (3 TMS) - 70eV, Positivesplash10-001i-4193300000-51704909fccedbd3a27f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoproterenol GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 10V, Positive-QTOFsplash10-01ox-0940000000-a69543d0053d7699ab892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 20V, Positive-QTOFsplash10-0udu-0900000000-6d817d647f12c2387c5b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 40V, Positive-QTOFsplash10-0zg3-7900000000-4048df303bf76bdeb1692016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 10V, Negative-QTOFsplash10-03di-1390000000-f9a4d1db36e6a6829da62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 20V, Negative-QTOFsplash10-08fu-4940000000-b4ce8517db087019ae022016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 40V, Negative-QTOFsplash10-0a4i-8900000000-70b5626c51c5c776cac02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 10V, Positive-QTOFsplash10-0006-0920000000-cf36ef242942ec87ce212021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 20V, Positive-QTOFsplash10-0udi-4900000000-5b84f5f51437a459c6292021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 40V, Positive-QTOFsplash10-0k9j-8900000000-1d0384f1f487a005b30c2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 10V, Negative-QTOFsplash10-03di-0090000000-840d7dbcf79278e91a762021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 20V, Negative-QTOFsplash10-01w0-0910000000-545a4d1a8047f492d8742021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoproterenol 40V, Negative-QTOFsplash10-0a4u-5900000000-5b03f3b94e0d996de5792021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01064 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01064 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01064
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3647
KEGG Compound IDC07056
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIsoprenaline
METLIN IDNot Available
PubChem Compound3779
PDB IDNot Available
ChEBI ID64317
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in MAP kinase activity
Specific function:
Acts as a transcriptional repressor. Binds to a [GC]AAA[GC] consensus sequence. Repress the expression of interferon gamma-induced genes. Seems to bind to the promoter of CCL5, DMP1, IFIH1, IFITM1, IRF7, IRF9, LAMP3, OAS1, OAS2, OAS3 and STAT1. Transcriptional activity is independent of kinase activity
Gene Name:
MAPK1
Uniprot ID:
P28482
Molecular weight:
41389.3
References
  1. Vaniotis G, Del Duca D, Trieu P, Rohlicek CV, Hebert TE, Allen BG: Nuclear beta-adrenergic receptors modulate gene expression in adult rat heart. Cell Signal. 2011 Jan;23(1):89-98. doi: 10.1016/j.cellsig.2010.08.007. Epub 2010 Aug 21. [PubMed:20732414 ]
  2. Oudit GY, Crackower MA, Eriksson U, Sarao R, Kozieradzki I, Sasaki T, Irie-Sasaki J, Gidrewicz D, Rybin VO, Wada T, Steinberg SF, Backx PH, Penninger JM: Phosphoinositide 3-kinase gamma-deficient mice are protected from isoproterenol-induced heart failure. Circulation. 2003 Oct 28;108(17):2147-52. Epub 2003 Sep 8. [PubMed:12963636 ]
  3. Azzi M, Charest PG, Angers S, Rousseau G, Kohout T, Bouvier M, Pineyro G: Beta-arrestin-mediated activation of MAPK by inverse agonists reveals distinct active conformations for G protein-coupled receptors. Proc Natl Acad Sci U S A. 2003 Sep 30;100(20):11406-11. Epub 2003 Sep 17. [PubMed:13679574 ]
  4. Adissu HA, Schuller HM: Antagonistic growth regulation of cell lines derived from human lung adenocarcinomas of Clara cell and aveolar type II cell lineage: Implications for chemoprevention. Int J Oncol. 2004 Jun;24(6):1467-72. [PubMed:15138589 ]
  5. Dubey RK, Jackson EK, Gillespie DG, Zacharia LC, Imthurn B: Catecholamines block the antimitogenic effect of estradiol on human coronary artery smooth muscle cells. J Clin Endocrinol Metab. 2004 Aug;89(8):3922-31. [PubMed:15292328 ]
  6. Yeh CK, Ghosh PM, Dang H, Liu Q, Lin AL, Zhang BX, Katz MS: beta-Adrenergic-responsive activation of extracellular signal-regulated protein kinases in salivary cells: role of epidermal growth factor receptor and cAMP. Am J Physiol Cell Physiol. 2005 Jun;288(6):C1357-66. Epub 2005 Feb 2. [PubMed:15689414 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP1A1
Uniprot ID:
P04798
Molecular weight:
58164.815
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity
Gene Name:
ADRB1
Uniprot ID:
P08588
Molecular weight:
51322.1
References
  1. Sato M, Gong H, Terracciano CM, Ranu H, Harding SE: Loss of beta-adrenoceptor response in myocytes overexpressing the Na+/Ca(2+)-exchanger. J Mol Cell Cardiol. 2004 Jan;36(1):43-8. [PubMed:14734046 ]
  2. Jurgens CW, Rau KE, Knudson CA, King JD, Carr PA, Porter JE, Doze VA: Beta1 adrenergic receptor-mediated enhancement of hippocampal CA3 network activity. J Pharmacol Exp Ther. 2005 Aug;314(2):552-60. Epub 2005 May 20. [PubMed:15908512 ]
  3. Kobayashi H, Narita Y, Nishida M, Kurose H: Beta-arrestin2 enhances beta2-adrenergic receptor-mediated nuclear translocation of ERK. Cell Signal. 2005 Oct;17(10):1248-53. Epub 2005 Feb 12. [PubMed:16038799 ]
  4. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  5. Ahlquist RP: Present state of alpha- and beta-adrenergic drugs I. The adrenergic receptor. Am Heart J. 1976 Nov;92(5):661-4. [PubMed:10722 ]
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:
ADRB2
Uniprot ID:
P07550
Molecular weight:
46458.3
References
  1. Abraham G, Kottke C, Dhein S, Ungemach FR: Pharmacological and biochemical characterization of the beta-adrenergic signal transduction pathway in different segments of the respiratory tract. Biochem Pharmacol. 2003 Sep 15;66(6):1067-81. [PubMed:12963495 ]
  2. Jones SM, Hiller FC, Jacobi SE, Foreman SK, Pittman LM, Cornett LE: Enhanced beta2-adrenergic receptor (beta2AR) signaling by adeno-associated viral (AAV)-mediated gene transfer. BMC Pharmacol. 2003 Dec 4;3:15. [PubMed:14656380 ]
  3. Teixeira CE, Baracat JS, Zanesco A, Antunes E, De Nucci G: Atypical beta-adrenoceptor subtypes mediate relaxations of rabbit corpus cavernosum. J Pharmacol Exp Ther. 2004 May;309(2):587-93. Epub 2004 Jan 29. [PubMed:14752060 ]
  4. Odley A, Hahn HS, Lynch RA, Marreez Y, Osinska H, Robbins J, Dorn GW 2nd: Regulation of cardiac contractility by Rab4-modulated beta2-adrenergic receptor recycling. Proc Natl Acad Sci U S A. 2004 May 4;101(18):7082-7. Epub 2004 Apr 22. [PubMed:15105445 ]
  5. Uezono Y, Kaibara M, Murasaki O, Taniyama K: Involvement of G protein betagamma-subunits in diverse signaling induced by G(i/o)-coupled receptors: study using the Xenopus oocyte expression system. Am J Physiol Cell Physiol. 2004 Oct;287(4):C885-94. Epub 2004 May 19. [PubMed:15151902 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  7. Ahlquist RP: Present state of alpha- and beta-adrenergic drugs I. The adrenergic receptor. Am Heart J. 1976 Nov;92(5):661-4. [PubMed:10722 ]
General function:
Involved in phosphoinositide 3-kinase regulator activity
Specific function:
Binds to activated (phosphorylated) protein-Tyr kinases, through its SH2 domain, and acts as an adapter, mediating the association of the p110 catalytic unit to the plasma membrane. Necessary for the insulin-stimulated increase in glucose uptake and glycogen synthesis in insulin-sensitive tissues
Gene Name:
PIK3R1
Uniprot ID:
P27986
Molecular weight:
83597.7
References
  1. Slomiany BL, Slomiany A: Salivary phospholipid secretion in response to beta-adrenergic stimulation is mediated by Src kinase-dependent epidermal growth factor receptor transactivation. Biochem Biophys Res Commun. 2004 May 21;318(1):247-52. [PubMed:15110780 ]
  2. Slomiany BL, Slomiany A: Secretion of gastric mucus phospholipids in response to beta-adrenergic G protein-coupled receptor activation is mediated by SRC kinase-dependent epidermal growth factor receptor transactivation. J Physiol Pharmacol. 2004 Sep;55(3):627-38. [PubMed:15381832 ]
  3. Slomiany BL, Slomiany A: Src-kinase-dependent epidermal growth factor receptor transactivation in salivary mucin secretion in response to beta-adrenergic G-protein-coupled receptor activation. Inflammopharmacology. 2004;12(3):233-45. [PubMed:15527548 ]
  4. Machida K, Inoue H, Matsumoto K, Tsuda M, Fukuyama S, Koto H, Aizawa H, Kureishi Y, Hara N, Nakanishi Y: Activation of PI3K-Akt pathway mediates antiapoptotic effects of beta-adrenergic agonist in airway eosinophils. Am J Physiol Lung Cell Mol Physiol. 2005 May;288(5):L860-7. Epub 2004 Dec 23. [PubMed:15618457 ]
  5. Slomiany BL, Slomiany A: Gastric mucin secretion in response to beta-adrenergic G protein-coupled receptor activation is mediated by SRC kinase-dependent epidermal growth factor receptor transactivation. J Physiol Pharmacol. 2005 Jun;56(2):247-58. [PubMed:15985706 ]
General function:
Involved in phosphoinositide 3-kinase regulator activity
Specific function:
Binds to activated (phosphorylated) protein-tyrosine kinases through its SH2 domain and regulates their kinase activity. During insulin stimulation, it also binds to IRS-1
Gene Name:
PIK3R3
Uniprot ID:
Q92569
Molecular weight:
54462.1
References
  1. Slomiany BL, Slomiany A: Salivary phospholipid secretion in response to beta-adrenergic stimulation is mediated by Src kinase-dependent epidermal growth factor receptor transactivation. Biochem Biophys Res Commun. 2004 May 21;318(1):247-52. [PubMed:15110780 ]
  2. Slomiany BL, Slomiany A: Secretion of gastric mucus phospholipids in response to beta-adrenergic G protein-coupled receptor activation is mediated by SRC kinase-dependent epidermal growth factor receptor transactivation. J Physiol Pharmacol. 2004 Sep;55(3):627-38. [PubMed:15381832 ]
  3. Slomiany BL, Slomiany A: Src-kinase-dependent epidermal growth factor receptor transactivation in salivary mucin secretion in response to beta-adrenergic G-protein-coupled receptor activation. Inflammopharmacology. 2004;12(3):233-45. [PubMed:15527548 ]
  4. Machida K, Inoue H, Matsumoto K, Tsuda M, Fukuyama S, Koto H, Aizawa H, Kureishi Y, Hara N, Nakanishi Y: Activation of PI3K-Akt pathway mediates antiapoptotic effects of beta-adrenergic agonist in airway eosinophils. Am J Physiol Lung Cell Mol Physiol. 2005 May;288(5):L860-7. Epub 2004 Dec 23. [PubMed:15618457 ]
  5. Slomiany BL, Slomiany A: Gastric mucin secretion in response to beta-adrenergic G protein-coupled receptor activation is mediated by SRC kinase-dependent epidermal growth factor receptor transactivation. J Physiol Pharmacol. 2005 Jun;56(2):247-58. [PubMed:15985706 ]
General function:
Involved in phosphoinositide 3-kinase regulator activity
Specific function:
Binds to activated (phosphorylated) protein-tyrosine kinases, through its SH2 domain, and acts as an adapter, mediating the association of the p110 catalytic unit to the plasma membrane
Gene Name:
PIK3R2
Uniprot ID:
O00459
Molecular weight:
81623.7
References
  1. Slomiany BL, Slomiany A: Salivary phospholipid secretion in response to beta-adrenergic stimulation is mediated by Src kinase-dependent epidermal growth factor receptor transactivation. Biochem Biophys Res Commun. 2004 May 21;318(1):247-52. [PubMed:15110780 ]
  2. Slomiany BL, Slomiany A: Secretion of gastric mucus phospholipids in response to beta-adrenergic G protein-coupled receptor activation is mediated by SRC kinase-dependent epidermal growth factor receptor transactivation. J Physiol Pharmacol. 2004 Sep;55(3):627-38. [PubMed:15381832 ]
  3. Slomiany BL, Slomiany A: Src-kinase-dependent epidermal growth factor receptor transactivation in salivary mucin secretion in response to beta-adrenergic G-protein-coupled receptor activation. Inflammopharmacology. 2004;12(3):233-45. [PubMed:15527548 ]
  4. Machida K, Inoue H, Matsumoto K, Tsuda M, Fukuyama S, Koto H, Aizawa H, Kureishi Y, Hara N, Nakanishi Y: Activation of PI3K-Akt pathway mediates antiapoptotic effects of beta-adrenergic agonist in airway eosinophils. Am J Physiol Lung Cell Mol Physiol. 2005 May;288(5):L860-7. Epub 2004 Dec 23. [PubMed:15618457 ]
  5. Slomiany BL, Slomiany A: Gastric mucin secretion in response to beta-adrenergic G protein-coupled receptor activation is mediated by SRC kinase-dependent epidermal growth factor receptor transactivation. J Physiol Pharmacol. 2005 Jun;56(2):247-58. [PubMed:15985706 ]
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. Beta-3 is involved in the regulation of lipolysis and thermogenesis
Gene Name:
ADRB3
Uniprot ID:
P13945
Molecular weight:
43518.6
References
  1. Ahlquist RP: Present state of alpha- and beta-adrenergic drugs I. The adrenergic receptor. Am Heart J. 1976 Nov;92(5):661-4. [PubMed:10722 ]
  2. Schiffelers SL, Blaak EE, Saris WH, van Baak MA: In vivo beta3-adrenergic stimulation of human thermogenesis and lipid use. Clin Pharmacol Ther. 2000 May;67(5):558-66. [PubMed:10824635 ]