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
DescriptionCeanothine D belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Ceanothine D is a very strong basic compound (based on its pKa). Ceanothine D has been detected, but not quantified in, tea. This could make ceanothine D a potential biomarker for the consumption of these foods.
CAS Number5574-24-3
Structure
Thumb
Synonyms
SynonymSource
N-[3-Ethyl-3-methyl-7-(2-methylpropyl)-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14,15-tetraen-4-yl]-1-methyl-2-pyrrolidinecarboxamide, 9ciHMDB
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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Cyclic alpha peptide
  • Macrolactam
  • Proline or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine-2-carboxamide
  • Alkyl aryl ether
  • Benzenoid
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Lactam
  • Organoheterocyclic compound
  • Oxacycle
  • Azacycle
  • Ether
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organooxygen 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-0009000000-223dc59c7bba2e3b5408Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0zfr-0009000000-c229f91fdc41a639f32cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0095000000-ed22ee4dd86fa80679b7Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0095000000-ed22ee4dd86fa80679b7Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-223dc59c7bba2e3b5408Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-0009000000-c229f91fdc41a639f32cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-9cedf2ca2b57767674aeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0009000000-5085d2618523c916516bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xr-0069000000-825a07ea250e74e04f89Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-32d48424318735f9ea3dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0009000000-e263a0c5403000694c51Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ox-0094000000-29d246a83073702977cfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-6dee1ec725fc1b8154ceSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-04f11a01df8035dcae3fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0094000000-e1185bd7cf7690c4d81bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-4faefb88f13e05185adfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0009000000-4faefb88f13e05185adfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-0049000000-f009cc8bf066a9f32c3dSpectrum
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.