Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:09:24 UTC
Update Date2022-03-07 02:56:39 UTC
HMDB IDHMDB0040597
Secondary Accession Numbers
  • HMDB40597
Metabolite Identification
Common NameEduline
DescriptionEduline belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group. Eduline has been detected, but not quantified in, pomes. This could make eduline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Eduline.
Structure
Data?1563863566
Synonyms
ValueSource
6-Methoxy-1-methyl-2-phenyl-4(1H)-quinolinone, 9ciHMDB
O-ButyrotoluidideHMDB
O-ButyrotoluidineHMDB
EdulineMeSH
Chemical FormulaC17H15NO2
Average Molecular Weight265.3065
Monoisotopic Molecular Weight265.110278729
IUPAC Name6-methoxy-1-methyl-2-phenyl-1,4-dihydroquinolin-4-one
Traditional Name6-methoxy-1-methyl-2-phenylquinolin-4-one
CAS Registry Number6878-08-6
SMILES
COC1=CC2=C(C=C1)N(C)C(=CC2=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C17H15NO2/c1-18-15-9-8-13(20-2)10-14(15)17(19)11-16(18)12-6-4-3-5-7-12/h3-11H,1-2H3
InChI KeyGFUAPSNFZWUMBP-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 Point187 - 188 °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
logP3.26ALOGPS
logP2.93ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)16.59ChemAxon
pKa (Strongest Basic)2.66ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity81.4 m³·mol⁻¹ChemAxon
Polarizability29.3 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]+160.35831661259
DarkChem[M-H]-165.44231661259
DeepCCS[M+H]+163.53330932474
DeepCCS[M-H]-161.17530932474
DeepCCS[M-2H]-194.06130932474
DeepCCS[M+Na]+169.62630932474
AllCCS[M+H]+161.232859911
AllCCS[M+H-H2O]+157.232859911
AllCCS[M+NH4]+164.932859911
AllCCS[M+Na]+166.032859911
AllCCS[M-H]-165.932859911
AllCCS[M+Na-2H]-165.232859911
AllCCS[M+HCOO]-164.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EdulineCOC1=CC2=C(C=C1)N(C)C(=CC2=O)C1=CC=CC=C13667.9Standard polar33892256
EdulineCOC1=CC2=C(C=C1)N(C)C(=CC2=O)C1=CC=CC=C12338.6Standard non polar33892256
EdulineCOC1=CC2=C(C=C1)N(C)C(=CC2=O)C1=CC=CC=C12929.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Eduline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fe0-0290000000-1197f86d9d3c416fb11b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eduline 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 - Eduline 10V, Positive-QTOFsplash10-014i-0090000000-29e8ed51ea85b314f9512017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 20V, Positive-QTOFsplash10-014i-0090000000-69a9b3baafd172943ebd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 40V, Positive-QTOFsplash10-0a4i-2970000000-06c103c2686e39b3dcfa2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 10V, Negative-QTOFsplash10-03di-0090000000-676d8d3be034ad9c27942017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 20V, Negative-QTOFsplash10-03di-0090000000-4b16fba225f1979d78592017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 40V, Negative-QTOFsplash10-0r30-4790000000-5c7d19d3b34b702bfbc72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 10V, Negative-QTOFsplash10-03di-0090000000-f67efedff389fe87473b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 20V, Negative-QTOFsplash10-03di-0090000000-f67efedff389fe87473b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 40V, Negative-QTOFsplash10-06si-0690000000-8520d7ac7c5e1fcfa2332021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 10V, Positive-QTOFsplash10-014i-0090000000-4ceb63c2dd5efc77f44c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 20V, Positive-QTOFsplash10-014i-0090000000-4ceb63c2dd5efc77f44c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eduline 40V, Positive-QTOFsplash10-0ue9-1940000000-a89dc9940a584b8dad362021-09-23Wishart 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 IDFDB020383
KNApSAcK IDC00056293
Chemspider ID540603
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound622180
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1884571
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.. .