Back to Compounds

Showing Compound Oxoglaucine (FDB000398)

Record Information
Version1.0
Creation date2010-04-08 22:04:33 UTC
Update date2020-02-24 19:10:07 UTC
Primary IDFDB000398
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameOxoglaucine
DescriptionOxoglaucine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Oxoglaucine has been detected, but not quantified in, a few different foods, such as beverages, cherimoyas (Annona cherimola), and fruits. This could make oxoglaucine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Oxoglaucine.
CAS Number5574-24-3
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
1,2,9,10-Tetramethoxy-7H-dibenzo(de,g)quinolin-7-oneHMDB
1,2,9,10-Tetramethoxy-7H-dibenzo[de,g]quinolin-7-oneHMDB
1,2,9,10-Tetramethoxy-7H-dibenzo[de,g]quinolin-7-one, 9ciHMDB
Atheroline, O-methylHMDB
Liriodendron baseHMDB
O-MethylatherolineHMDB
OxoglaucineMeSH
1,2,9,10-Tetramethoxy-7H-dibenzo[de,g]quinolin-7-one, 9CIdb_source
7H-Dibenzo(de,g)quinolin-7-one, 1,2,9,10-tetramethoxy-biospider
7H-Dibenzo[de,g]quinolin-7-one, 1,2,9,10-tetramethoxy-biospider
Atheroline, o-methylbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP2.79ALOGPS
logP2.63ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)3.66ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.88 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity95.49 m³·mol⁻¹ChemAxon
Polarizability36.6 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H17NO5
IUPAC name4,5,15,16-tetramethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,9,11,13(17),14-octaen-8-one
InChI IdentifierInChI=1S/C20H17NO5/c1-23-13-8-11-12(9-14(13)24-2)19(22)18-16-10(5-6-21-18)7-15(25-3)20(26-4)17(11)16/h5-9H,1-4H3
InChI KeyZYKCETVKVRJFGD-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC2=C(C=C1OC)C1=C(OC)C(OC)=CC3=C1C(=NC=C3)C2=O
Average Molecular Weight351.3527
Monoisotopic Molecular Weight351.110672659
Classification
Description Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassAporphines
Sub ClassNot Available
Direct ParentAporphines
Alternative Parents
Substituents
  • Aporphine
  • Benzoquinoline
  • Phenanthrene
  • Isoquinoline
  • Naphthalene
  • Quinoline
  • Anisole
  • Aryl ketone
  • Alkyl aryl ether
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Ketone
  • Azacycle
  • Ether
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.37%; H 4.88%; N 3.99%; O 22.77%DFC
Melting PointMp 227-229° (195-197°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSOxoglaucine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05g0-0129000000-6585cd13d5345488e768Spectrum
Predicted GC-MSOxoglaucine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0009000000-223dc59c7bba2e3b54082017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0zfr-0009000000-c229f91fdc41a639f32c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0095000000-ed22ee4dd86fa80679b72017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0095000000-ed22ee4dd86fa80679b72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-223dc59c7bba2e3b54082021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-0009000000-c229f91fdc41a639f32c2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-9cedf2ca2b57767674ae2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0009000000-5085d2618523c916516b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xr-0069000000-825a07ea250e74e04f892016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-32d48424318735f9ea3d2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0009000000-e263a0c5403000694c512016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ox-0094000000-29d246a83073702977cf2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-6dee1ec725fc1b8154ce2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-04f11a01df8035dcae3f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0094000000-e1185bd7cf7690c4d81b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-4faefb88f13e05185adf2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0009000000-4faefb88f13e05185adf2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-0049000000-f009cc8bf066a9f32c3d2021-09-22View Spectrum
NMRNot Available
ChemSpider ID88148
ChEMBL IDCHEMBL470881
KEGG Compound IDNot Available
Pubchem Compound ID97662
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29337
CRC / DFC (Dictionary of Food Compounds) IDBBV02-S:BBV02-S
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00027457
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.