Donepezil metabolite M4 (CHEM022018)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:17:59 UTC
Update Date2016-11-09 01:17:24 UTC
Accession NumberCHEM022018
Identification
Common NameDonepezil metabolite M4
ClassSmall Molecule
DescriptionDonepezil metabolite M4 is a metabolite of Donepezil. Donepezil, marketed under the trade name Aricept by its developer Eisai and partner Pfizer, and also marketed under the brand name DONEP by Alkem Pentacare, is a centrally acting reversible acetylcholinesterase inhibitor. Its main therapeutic use is in the palliative treatment of Alzheimer's disease. Common side effects include gastrointestinal upset. It has an oral bioavailability of 100% and easily crosses the blood–brain barrier. Because it has a biological half-life of about 70 hours, it can be taken once a day. (Wikipedia)
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2S,3R,4E)-2-Alkanamido-3-hydroxyoctadec-4-en-1-yl 3-O-(5-acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl)-beta-D-galactopyranosideHMDB
(2S,3R,4E)-2-Alkanamido-3-hydroxyoctadec-4-en-1-yl 5-acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2Right3)-beta-D-galactopyranosideHMDB
(Acetyloxy)(tributyl)stannane (acd/name 4.0)HMDB
(Acetyloxy)tributyl-stannaneHMDB
(Gal)1 (neu5ac)1 (cer)1HMDB
Acetoxytributyl-stannaneHMDB
Acetoxytributyl-tinHMDB
AcetoxytributylstannaneHMDB
AcetoxytributyltinHMDB
alpha-Neu5ac-(2Right3)-beta-D-gal-(1leftright1')-cerHMDB
alpha-Neup5ac-(2Right3)-beta-D-galp-(1leftright1')-cerHMDB
Ganglioside GM4HMDB
GM4HMDB
N-Acetyl-alpha-neuraminosyl-(2Right3)-beta-D-galactosylceramidesHMDB
N-Acetylneuraminyl-galactosylceramideHMDB
Neu5ac-alpha2->3gal-beta1->1'cerHMDB
Neu5ac-gal-beta1->1'cerHMDB
NeuAcalpha2-3galbeta-cerHMDB
TBTAHMDB
Tin, tributyl-, acetateHMDB
Tri-N-butyltin acetateHMDB
TributylacetoxystannaneHMDB
Tributylstannyl acetateHMDB
Tributyltin acetateHMDB
Tribuyltin acetateHMDB
Chemical FormulaC17H23NO3
Average Molecular Mass289.369 g/mol
Monoisotopic Mass289.168 g/mol
CAS Registry Number56-36-0
IUPAC Name5,6-dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one
Traditional Name5,6-dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydroinden-1-one
SMILESCOC1=C(OC)C=C2C(=O)C(CC3CCNCC3)CC2=C1
InChI IdentifierInChI=1S/C17H23NO3/c1-20-15-9-12-8-13(7-11-3-5-18-6-4-11)17(19)14(12)10-16(15)21-2/h9-11,13,18H,3-8H2,1-2H3
InChI KeyPGBZORAISITZTF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassIndanes
Sub ClassIndanones
Direct ParentIndanones
Alternative Parents
Substituents
  • Indanone
  • Anisole
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Aralkylamine
  • Piperidine
  • Ketone
  • Secondary aliphatic amine
  • Ether
  • Secondary amine
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.033 g/LALOGPS
logP2.49ALOGPS
logP2.1ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)17.02ChemAxon
pKa (Strongest Basic)10.26ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.21 m³·mol⁻¹ChemAxon
Polarizability33.04 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-008a-7390000000-30b373dbaf089a113774Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-da28a41bd1b829d71a8eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bu3-4970000000-801d3c0b32c93fd11165Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9510000000-6d1d9c2e6a3d68e3dff0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-e07661d76997ea63c579Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1190000000-7f3cb62ab8e739b13f28Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-005l-2960000000-4aff8e96600a8dcc0cd7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-1f5244541851cecc3419Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-ea661d63d95f0276ff50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-017i-0190000000-bbc4b50b5f9509e31d35Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-33b322e33c44f750998fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-a157f4737fa76857bd9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08g4-2960000000-aa5279093d72dcc7f374Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0013960
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8622316
ChEBI ID308602
PubChem Compound ID10446897
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available