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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:53:29 UTC
Update Date2022-03-07 02:57:14 UTC
HMDB IDHMDB0042020
Secondary Accession Numbers
  • HMDB42020
Metabolite Identification
Common NameTalinolol
DescriptionTalinolol, also known as talinolol acetate or cordanum, belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group. Based on a literature review very few articles have been published on Talinolol.
Structure
Data?1563863722
Synonyms
ValueSource
Talinolol monohydrochlorideHMDB
Talinolol oxalate (2:1)HMDB
Talinolol, (+-)-isomerHMDB
Talinolol acetateHMDB
Talinolol nitrateHMDB
CordanumHMDB
Talinolol mononitrateHMDB
Talinolol oxalateHMDB
Talinolol sulfate (2:1)HMDB
Talinolol tartrate (2:1), L-(+)-isomerHMDB
Talinolol tartrate, L-(+)-isomerHMDB
1-(4-Cyclohexylureidophenoxy)-2-hydroxy-3-tert-butylaminopropaneHMDB
Talinolol benzoateHMDB
Talinolol hydrochlorideHMDB
Talinolol monoacetateHMDB
Talinolol monosalicylateHMDB
Talinolol salicylateHMDB
Talinolol sulfateHMDB
Chemical FormulaC20H33N3O3
Average Molecular Weight363.4943
Monoisotopic Molecular Weight363.252191937
IUPAC NameN-{4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-N'-cyclohexylcarbamimidic acid
Traditional Name(+-)-talinolol
CAS Registry Number57460-41-0
SMILES
CC(C)(C)NCC(O)COC1=CC=C(NC(O)=NC2CCCCC2)C=C1
InChI Identifier
InChI=1S/C20H33N3O3/c1-20(2,3)21-13-17(24)14-26-18-11-9-16(10-12-18)23-19(25)22-15-7-5-4-6-8-15/h9-12,15,17,21,24H,4-8,13-14H2,1-3H3,(H2,22,23,25)
InChI KeyMXFWWQICDIZSOA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassN-phenylureas
Direct ParentN-phenylureas
Alternative Parents
Substituents
  • N-phenylurea
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • 1,2-aminoalcohol
  • Urea
  • Secondary alcohol
  • Carbonic acid derivative
  • Secondary aliphatic amine
  • Ether
  • Secondary amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Amine
  • Organic oxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.059 g/LALOGPS
logP3.29ALOGPS
logP2.3ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)8.62ChemAxon
pKa (Strongest Basic)9.79ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area86.11 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity104.99 m³·mol⁻¹ChemAxon
Polarizability42.25 ųChemAxon
Number of Rings2ChemAxon
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]+190.75431661259
DarkChem[M-H]-186.75131661259
DeepCCS[M+H]+189.91730932474
DeepCCS[M-H]-187.55930932474
DeepCCS[M-2H]-220.90730932474
DeepCCS[M+Na]+196.13430932474
AllCCS[M+H]+191.932859911
AllCCS[M+H-H2O]+189.632859911
AllCCS[M+NH4]+194.132859911
AllCCS[M+Na]+194.732859911
AllCCS[M-H]-185.332859911
AllCCS[M+Na-2H]-186.332859911
AllCCS[M+HCOO]-187.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TalinololCC(C)(C)NCC(O)COC1=CC=C(NC(O)=NC2CCCCC2)C=C13656.6Standard polar33892256
TalinololCC(C)(C)NCC(O)COC1=CC=C(NC(O)=NC2CCCCC2)C=C12893.9Standard non polar33892256
TalinololCC(C)(C)NCC(O)COC1=CC=C(NC(O)=NC2CCCCC2)C=C13122.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Talinolol,1TMS,isomer #1CC(C)(C)NCC(COC1=CC=C(NC(O)=NC2CCCCC2)C=C1)O[Si](C)(C)C3129.0Semi standard non polar33892256
Talinolol,1TMS,isomer #2CC(C)(C)NCC(O)COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C)C=C13091.0Semi standard non polar33892256
Talinolol,1TMS,isomer #3CC(C)(C)N(CC(O)COC1=CC=C(NC(O)=NC2CCCCC2)C=C1)[Si](C)(C)C3264.6Semi standard non polar33892256
Talinolol,1TMS,isomer #4CC(C)(C)NCC(O)COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C)C=C13080.5Semi standard non polar33892256
Talinolol,2TMS,isomer #1CC(C)(C)NCC(COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C)C=C1)O[Si](C)(C)C3003.2Semi standard non polar33892256
Talinolol,2TMS,isomer #2CC(C)(C)N(CC(COC1=CC=C(NC(O)=NC2CCCCC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C3277.3Semi standard non polar33892256
Talinolol,2TMS,isomer #3CC(C)(C)NCC(COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C)C=C1)O[Si](C)(C)C2987.3Semi standard non polar33892256
Talinolol,2TMS,isomer #4CC(C)(C)N(CC(O)COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C)C=C1)[Si](C)(C)C3187.0Semi standard non polar33892256
Talinolol,2TMS,isomer #5CC(C)(C)NCC(O)COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C12954.3Semi standard non polar33892256
Talinolol,2TMS,isomer #6CC(C)(C)N(CC(O)COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C)C=C1)[Si](C)(C)C3173.9Semi standard non polar33892256
Talinolol,3TMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C3188.6Semi standard non polar33892256
Talinolol,3TMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C2783.1Standard non polar33892256
Talinolol,3TMS,isomer #2CC(C)(C)NCC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C2872.8Semi standard non polar33892256
Talinolol,3TMS,isomer #2CC(C)(C)NCC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C2736.5Standard non polar33892256
Talinolol,3TMS,isomer #3CC(C)(C)N(CC(COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C3181.7Semi standard non polar33892256
Talinolol,3TMS,isomer #3CC(C)(C)N(CC(COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C2927.3Standard non polar33892256
Talinolol,3TMS,isomer #4CC(C)(C)N(CC(O)COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C3080.2Semi standard non polar33892256
Talinolol,3TMS,isomer #4CC(C)(C)N(CC(O)COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C2888.5Standard non polar33892256
Talinolol,4TMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C3129.8Semi standard non polar33892256
Talinolol,4TMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C2866.4Standard non polar33892256
Talinolol,1TBDMS,isomer #1CC(C)(C)NCC(COC1=CC=C(NC(O)=NC2CCCCC2)C=C1)O[Si](C)(C)C(C)(C)C3344.4Semi standard non polar33892256
Talinolol,1TBDMS,isomer #2CC(C)(C)NCC(O)COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)C=C13317.4Semi standard non polar33892256
Talinolol,1TBDMS,isomer #3CC(C)(C)N(CC(O)COC1=CC=C(NC(O)=NC2CCCCC2)C=C1)[Si](C)(C)C(C)(C)C3498.7Semi standard non polar33892256
Talinolol,1TBDMS,isomer #4CC(C)(C)NCC(O)COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C13304.4Semi standard non polar33892256
Talinolol,2TBDMS,isomer #1CC(C)(C)NCC(COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3410.7Semi standard non polar33892256
Talinolol,2TBDMS,isomer #2CC(C)(C)N(CC(COC1=CC=C(NC(O)=NC2CCCCC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3727.5Semi standard non polar33892256
Talinolol,2TBDMS,isomer #3CC(C)(C)NCC(COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3424.3Semi standard non polar33892256
Talinolol,2TBDMS,isomer #4CC(C)(C)N(CC(O)COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3646.9Semi standard non polar33892256
Talinolol,2TBDMS,isomer #5CC(C)(C)NCC(O)COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C13370.9Semi standard non polar33892256
Talinolol,2TBDMS,isomer #6CC(C)(C)N(CC(O)COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3652.0Semi standard non polar33892256
Talinolol,3TBDMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3844.3Semi standard non polar33892256
Talinolol,3TBDMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(NC(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3272.4Standard non polar33892256
Talinolol,3TBDMS,isomer #2CC(C)(C)NCC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3441.0Semi standard non polar33892256
Talinolol,3TBDMS,isomer #2CC(C)(C)NCC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3204.8Standard non polar33892256
Talinolol,3TBDMS,isomer #3CC(C)(C)N(CC(COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3844.1Semi standard non polar33892256
Talinolol,3TBDMS,isomer #3CC(C)(C)N(CC(COC1=CC=C(N(C(O)=NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3421.1Standard non polar33892256
Talinolol,3TBDMS,isomer #4CC(C)(C)N(CC(O)COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3749.0Semi standard non polar33892256
Talinolol,3TBDMS,isomer #4CC(C)(C)N(CC(O)COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3340.4Standard non polar33892256
Talinolol,4TBDMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3931.7Semi standard non polar33892256
Talinolol,4TBDMS,isomer #1CC(C)(C)N(CC(COC1=CC=C(N(C(=NC2CCCCC2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3455.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Talinolol GC-MS (Non-derivatized) - 70eV, Positivesplash10-05ai-8392000000-83257417c492bcc028372017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Talinolol GC-MS (2 TMS) - 70eV, Positivesplash10-0006-7113900000-a6077c88de0d3e3bdd612017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Talinolol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 10V, Positive-QTOFsplash10-03ds-7359000000-fa4e7f40cdd9d31c529d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 20V, Positive-QTOFsplash10-0012-9331000000-ff64a5bb6dd4e7c4e45f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 40V, Positive-QTOFsplash10-05g1-9100000000-4ff309b0d87ee718cd032016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 10V, Negative-QTOFsplash10-03ej-6395000000-c1e8876010d999b8c42a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 20V, Negative-QTOFsplash10-0532-8980000000-87c16685681ca293ab782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 40V, Negative-QTOFsplash10-052b-9800000000-e511492383e670cf941f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 10V, Positive-QTOFsplash10-03di-0019000000-35ebc583929674e96e9c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 20V, Positive-QTOFsplash10-0a4l-3097000000-56f249cfe9e89fe3f18a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 40V, Positive-QTOFsplash10-0a59-9110000000-9d15e72acd624a5e2b672021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 10V, Negative-QTOFsplash10-03di-0019000000-e429dd470d6e204273602021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 20V, Negative-QTOFsplash10-03xs-5597000000-a8f8f30fdfdc6b6863bf2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Talinolol 40V, Negative-QTOFsplash10-000f-7920000000-4d5dac648968e2e95d962021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11770
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID62014
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTalinolol
METLIN IDNot Available
PubChem Compound68770
PDB IDNot Available
ChEBI IDNot Available
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