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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:00:39 UTC
Update Date2021-09-14 15:47:12 UTC
HMDB IDHMDB0013973
Secondary Accession Numbers
  • HMDB13973
Metabolite Identification
Common Name5-Hydroxymethyl tolterodine
Description5-Hydroxymethyl tolterodine is only found in individuals that have used or taken tolterodine. 5-Hydroxymethyl tolterodine is a metabolite of tolterodine. 5-Hydroxymethyl tolterodine belongs to the family of Diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Structure
Data?1582753159
Synonyms
ValueSource
(R)-N,N-Diisopropyl-3-(2-hydroxy-5-hydroxymethylphenyl)-3-phenylpropanamineHMDB
5-Hydroxymethyl tolterodineMeSH
Chemical FormulaC22H31NO2
Average Molecular Weight341.487
Monoisotopic Molecular Weight341.235479241
IUPAC Name2-[(1R)-3-[bis(propan-2-yl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenol
Traditional Name2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol
CAS Registry NumberNot Available
SMILES
CC(C)N(CC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(CO)=C1)C(C)C
InChI Identifier
InChI=1S/C22H31NO2/c1-16(2)23(17(3)4)13-12-20(19-8-6-5-7-9-19)21-14-18(15-24)10-11-22(21)25/h5-11,14,16-17,20,24-25H,12-13,15H2,1-4H3/t20-/m1/s1
InChI KeyDUXZAXCGJSBGDW-HXUWFJFHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Benzyl alcohol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Tertiary amine
  • Tertiary aliphatic amine
  • Amine
  • Alcohol
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

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 Solubility0.029 g/LALOGPS
logP10(4.59) g/LALOGPS
logP10(3.43) g/LChemAxon
logS10(-4.1) g/LALOGPS
pKa (Strongest Acidic)9.58ChemAxon
pKa (Strongest Basic)10.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area43.7 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity105.73 m³·mol⁻¹ChemAxon
Polarizability40.18 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]+181.52831661259
DarkChem[M-H]-182.44531661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Hydroxymethyl tolterodineCC(C)N(CC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(CO)=C1)C(C)C3646.0Standard polar33892256
5-Hydroxymethyl tolterodineCC(C)N(CC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(CO)=C1)C(C)C2464.0Standard non polar33892256
5-Hydroxymethyl tolterodineCC(C)N(CC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(CO)=C1)C(C)C2659.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Hydroxymethyl tolterodine,1TMS,isomer #1CC(C)N(CC[C@H](C1=CC=CC=C1)C1=CC(CO)=CC=C1O[Si](C)(C)C)C(C)C2639.1Semi standard non polar33892256
5-Hydroxymethyl tolterodine,1TMS,isomer #2CC(C)N(CC[C@H](C1=CC=CC=C1)C1=CC(CO[Si](C)(C)C)=CC=C1O)C(C)C2580.8Semi standard non polar33892256
5-Hydroxymethyl tolterodine,2TMS,isomer #1CC(C)N(CC[C@H](C1=CC=CC=C1)C1=CC(CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C)C(C)C2660.5Semi standard non polar33892256
5-Hydroxymethyl tolterodine,1TBDMS,isomer #1CC(C)N(CC[C@H](C1=CC=CC=C1)C1=CC(CO)=CC=C1O[Si](C)(C)C(C)(C)C)C(C)C2859.2Semi standard non polar33892256
5-Hydroxymethyl tolterodine,1TBDMS,isomer #2CC(C)N(CC[C@H](C1=CC=CC=C1)C1=CC(CO[Si](C)(C)C(C)(C)C)=CC=C1O)C(C)C2801.8Semi standard non polar33892256
5-Hydroxymethyl tolterodine,2TBDMS,isomer #1CC(C)N(CC[C@H](C1=CC=CC=C1)C1=CC(CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C)C(C)C3069.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxymethyl tolterodine GC-MS (Non-derivatized) - 70eV, Positivesplash10-03dl-8893000000-0713ea23eb10c23a14162017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxymethyl tolterodine GC-MS (2 TMS) - 70eV, Positivesplash10-00di-7313900000-cc61b4f8eaff3bc561072017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxymethyl tolterodine 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 - 5-Hydroxymethyl tolterodine 10V, Positive-QTOFsplash10-006x-0009000000-21a1dd85117a9da590982017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 20V, Positive-QTOFsplash10-00ec-1389000000-d226e1e268c98603362c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 40V, Positive-QTOFsplash10-0a5d-4591000000-d178581fa580c9a315622017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 10V, Negative-QTOFsplash10-0006-0009000000-ffe646c58075e97c0bda2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 20V, Negative-QTOFsplash10-01vo-1129000000-226ad3d8dde3854207812017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 40V, Negative-QTOFsplash10-0udl-6940000000-b0a6081807344632be702017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 10V, Positive-QTOFsplash10-052f-0397000000-853a98838379356b6df72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 20V, Positive-QTOFsplash10-00kf-1892000000-d3304760197b5240a3c22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 40V, Positive-QTOFsplash10-066r-1930000000-1a635333c79fb0c6c6d62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 10V, Negative-QTOFsplash10-0006-0009000000-39f7a473b3efc125fe732021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 20V, Negative-QTOFsplash10-006x-3977000000-11f23fdecaaa2639e0f12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxymethyl tolterodine 40V, Negative-QTOFsplash10-00di-3892000000-87b8ac0ec96eb3e7b1602021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID7995131
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9819382
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