Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:50:52 UTC
Update Date2022-03-07 02:55:25 UTC
HMDB IDHMDB0037594
Secondary Accession Numbers
  • HMDB37594
Metabolite Identification
Common NameEduleine
DescriptionEduleine belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group. Eduleine has been detected, but not quantified in, pomes. This could make eduleine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Eduleine.
Structure
Data?1563863057
Synonyms
ValueSource
7-Methoxy-1-methyl-2-phenyl-4(1H)-quinolinoneHMDB
Chemical FormulaC17H15NO2
Average Molecular Weight265.3065
Monoisotopic Molecular Weight265.110278729
IUPAC Name7-methoxy-1-methyl-2-phenyl-1,4-dihydroquinolin-4-one
Traditional Name7-methoxy-1-methyl-2-phenylquinolin-4-one
CAS Registry Number483-51-2
SMILES
COC1=CC2=C(C=C1)C(=O)C=C(N2C)C1=CC=CC=C1
InChI Identifier
InChI=1S/C17H15NO2/c1-18-15(12-6-4-3-5-7-12)11-17(19)14-9-8-13(20-2)10-16(14)18/h3-11H,1-2H3
InChI KeySNNYHVVKJUPXKZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassPhenylquinolines
Direct ParentPhenylquinolines
Alternative Parents
Substituents
  • Phenylquinoline
  • 2-phenylpyridine
  • Dihydroquinolone
  • Dihydroquinoline
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Vinylogous amide
  • Azacycle
  • Ether
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point200 - 201 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility13.83 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP3.28ALOGPS
logP2.93ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)16.93ChemAxon
pKa (Strongest Basic)1.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity81.4 m³·mol⁻¹ChemAxon
Polarizability29.2 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+160.48331661259
DarkChem[M-H]-163.7931661259
DeepCCS[M+H]+163.86430932474
DeepCCS[M-H]-161.50630932474
DeepCCS[M-2H]-194.39230932474
DeepCCS[M+Na]+169.95730932474
AllCCS[M+H]+160.532859911
AllCCS[M+H-H2O]+156.532859911
AllCCS[M+NH4]+164.232859911
AllCCS[M+Na]+165.332859911
AllCCS[M-H]-165.532859911
AllCCS[M+Na-2H]-164.832859911
AllCCS[M+HCOO]-164.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EduleineCOC1=CC2=C(C=C1)C(=O)C=C(N2C)C1=CC=CC=C13631.4Standard polar33892256
EduleineCOC1=CC2=C(C=C1)C(=O)C=C(N2C)C1=CC=CC=C12320.8Standard non polar33892256
EduleineCOC1=CC2=C(C=C1)C(=O)C=C(N2C)C1=CC=CC=C12950.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Eduleine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fri-0290000000-1ce234b21675d6274cdf2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eduleine 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 - Eduleine 10V, Positive-QTOFsplash10-014i-0090000000-35903601910e4d2911e92016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 20V, Positive-QTOFsplash10-014i-0090000000-8fb3aea66145266e97182016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 40V, Positive-QTOFsplash10-0a4r-1490000000-238247e20644eff302bd2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 10V, Negative-QTOFsplash10-03di-0090000000-afbc0d660c50094c7f472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 20V, Negative-QTOFsplash10-03di-0090000000-50e2a9c891c6ca30312e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 40V, Negative-QTOFsplash10-07br-0390000000-27bb2a175eb17252fe1b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 10V, Positive-QTOFsplash10-014i-0090000000-4ceb63c2dd5efc77f44c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 20V, Positive-QTOFsplash10-014i-0090000000-4ceb63c2dd5efc77f44c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 40V, Positive-QTOFsplash10-08gi-0690000000-56ea0f31fcbc2b1134572021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 10V, Negative-QTOFsplash10-03di-0090000000-f67efedff389fe87473b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 20V, Negative-QTOFsplash10-03di-0090000000-f67efedff389fe87473b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduleine 40V, Negative-QTOFsplash10-0a4i-0970000000-4f6797d0dc0a1d5d9c0f2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016698
KNApSAcK IDC00052272
Chemspider ID222483
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound253834
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1862541
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .