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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:00:36 UTC
Update Date2021-09-16 15:29:20 UTC
HMDB IDHMDB0013959
Secondary Accession Numbers
  • HMDB13959
Metabolite Identification
Common Name6-O-Desmethyldonepezil
Description6-O-Desmethyldonepezil belongs to the class of organic compounds known as n-benzylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom. Based on a literature review very few articles have been published on 6-O-Desmethyldonepezil.
Structure
Data?1582753157
Synonyms
ValueSource
6-O-Desmethyl donepezilHMDB
Chemical FormulaC23H27NO3
Average Molecular Weight365.4654
Monoisotopic Molecular Weight365.199093735
IUPAC Name2-[(1-benzylpiperidin-4-yl)methyl]-6-hydroxy-5-methoxy-2,3-dihydro-1H-inden-1-one
Traditional Name2-[(1-benzylpiperidin-4-yl)methyl]-6-hydroxy-5-methoxy-2,3-dihydroinden-1-one
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=C2C(=O)C(CC3CCN(CC4=CC=CC=C4)CC3)CC2=C1
InChI Identifier
InChI=1S/C23H27NO3/c1-27-22-13-18-12-19(23(26)20(18)14-21(22)25)11-16-7-9-24(10-8-16)15-17-5-3-2-4-6-17/h2-6,13-14,16,19,25H,7-12,15H2,1H3
InChI KeyDJRBBQJREIMIEU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-benzylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPiperidines
Sub ClassBenzylpiperidines
Direct ParentN-benzylpiperidines
Alternative Parents
Substituents
  • N-benzylpiperidine
  • Indanone
  • Indane
  • Anisole
  • Benzylamine
  • Phenylmethylamine
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Ketone
  • Ether
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
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 Solubility0.022 g/LALOGPS
logP4.15ALOGPS
logP3.75ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.41ChemAxon
pKa (Strongest Basic)8.55ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity107.63 m³·mol⁻¹ChemAxon
Polarizability42.23 ųChemAxon
Number of Rings4ChemAxon
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]+187.06931661259
DarkChem[M-H]-186.50531661259
DeepCCS[M+H]+193.93230932474
DeepCCS[M-H]-191.57430932474
DeepCCS[M-2H]-225.64730932474
DeepCCS[M+Na]+200.87530932474
AllCCS[M+H]+191.032859911
AllCCS[M+H-H2O]+188.332859911
AllCCS[M+NH4]+193.532859911
AllCCS[M+Na]+194.232859911
AllCCS[M-H]-192.332859911
AllCCS[M+Na-2H]-192.532859911
AllCCS[M+HCOO]-192.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-O-DesmethyldonepezilCOC1=C(O)C=C2C(=O)C(CC3CCN(CC4=CC=CC=C4)CC3)CC2=C13966.2Standard polar33892256
6-O-DesmethyldonepezilCOC1=C(O)C=C2C(=O)C(CC3CCN(CC4=CC=CC=C4)CC3)CC2=C13162.4Standard non polar33892256
6-O-DesmethyldonepezilCOC1=C(O)C=C2C(=O)C(CC3CCN(CC4=CC=CC=C4)CC3)CC2=C13283.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-O-Desmethyldonepezil,1TMS,isomer #1COC1=CC2=C(C=C1O[Si](C)(C)C)C(=O)C(CC1CCN(CC3=CC=CC=C3)CC1)C23149.5Semi standard non polar33892256
6-O-Desmethyldonepezil,1TBDMS,isomer #1COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(=O)C(CC1CCN(CC3=CC=CC=C3)CC1)C23376.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-O-Desmethyldonepezil GC-MS (Non-derivatized) - 70eV, Positivesplash10-0076-6952000000-e93f09ccb8fb5ae4acc32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-O-Desmethyldonepezil GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9425400000-8df5bb8479622bd7c5362017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-O-Desmethyldonepezil 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 - 6-O-Desmethyldonepezil 10V, Positive-QTOFsplash10-014l-3209000000-20a7e66ce9cad7278dc62016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 20V, Positive-QTOFsplash10-0006-9522000000-fc1fe05550dd8b34f30b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 40V, Positive-QTOFsplash10-0006-9100000000-fed841c8997593c509992016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 10V, Negative-QTOFsplash10-03di-0019000000-b37ae5ed90c9e5f668c42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 20V, Negative-QTOFsplash10-03di-0239000000-27589a6b2944958392ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 40V, Negative-QTOFsplash10-056r-5792000000-6db608d0a45ebcb0f3ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 10V, Positive-QTOFsplash10-014i-0009000000-a1d0f5f0342c7143f6652021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 20V, Positive-QTOFsplash10-014i-1009000000-00b0c35658653797c7ca2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 40V, Positive-QTOFsplash10-0006-9134000000-0e4f273e4f3635eb57ec2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 10V, Negative-QTOFsplash10-03di-0009000000-ffffb190b205b7f90e412021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 20V, Negative-QTOFsplash10-03di-1009000000-8eee4b7a57f9a57729442021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Desmethyldonepezil 40V, Negative-QTOFsplash10-03di-0169000000-959dd787eb7b6530bde82021-09-24Wishart 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 ID21627304
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14553555
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