Record Information
Version1.0
Creation date2010-04-08 22:15:08 UTC
Update date2019-11-26 03:19:11 UTC
Primary IDFDB020602
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameZanthobisquinolone
DescriptionZanthobisquinolone belongs to the class of organic compounds known as hydroxyquinolines. Hydroxyquinolines are compounds containing a quinoline moiety bearing a hydroxyl group. Zanthobisquinolone has been detected, but not quantified in, fruits and herbs and spices. This could make zanthobisquinolone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Zanthobisquinolone.
CAS Number57147-67-8
Structure
Thumb
Synonyms
SynonymSource
3,3'-Methylenebis[4-hydroxy-1-methyl-2(1H)-quinolinoneHMDB
2(1H)-Quinolinone, 3,3'-methylenebis[4-hydroxy-1-methyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.07 g/LALOGPS
logP1.23ALOGPS
logP1.3ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)6.74ChemAxon
pKa (Strongest Basic)-0.68ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area81.08 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity102.89 m³·mol⁻¹ChemAxon
Polarizability37.35 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H18N2O4
IUPAC name4-hydroxy-3-[(4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-methyl-1,2-dihydroquinolin-2-one
InChI IdentifierInChI=1S/C21H18N2O4/c1-22-16-9-5-3-7-12(16)18(24)14(20(22)26)11-15-19(25)13-8-4-6-10-17(13)23(2)21(15)27/h3-10,24-25H,11H2,1-2H3
InChI KeyJCLGYGPWVWEPSU-UHFFFAOYSA-N
Isomeric SMILESCN1C(=O)C(CC2=C(O)C3=CC=CC=C3N(C)C2=O)=C(O)C2=CC=CC=C12
Average Molecular Weight362.3786
Monoisotopic Molecular Weight362.126657074
Classification
Description Belongs to the class of organic compounds known as hydroxyquinolines. Hydroxyquinolines are compounds containing a quinoline moiety bearing a hydroxyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassHydroxyquinolines
Direct ParentHydroxyquinolines
Alternative Parents
Substituents
  • Dihydroquinolone
  • Hydroxyquinoline
  • Dihydroquinoline
  • Hydroxypyridine
  • Pyridinone
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Lactam
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 69.60%; H 5.01%; N 7.73%; O 17.66%DFC
Melting PointMp 295-298°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-MSZanthobisquinolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01qj-0409000000-fc7290fddde1d3318f59Spectrum
Predicted GC-MSZanthobisquinolone, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-2020910000-9a6108b3ebcfcd020d13Spectrum
Predicted GC-MSZanthobisquinolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0109000000-83dc7eab2d262b6b9658Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dr-0709000000-8cac7767bff2dd19d269Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-1900000000-74cf60e11cb03458c157Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0109000000-61b2e59afbb588c1470aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0903000000-82327e4b7d5d171de02aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6906000000-2f21b6addf7f23c05b6aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-59963dd2f6aec83904c4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-0908000000-82c4640b636c0e92ce1dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0k9i-1529000000-9a000256d6324b708156Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-384937f73093dab526a6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03k9-0409000000-760ac28d16bdf097f78cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kor-0962000000-43c4358ddb06f62645fcSpectrum
NMRNot Available
ChemSpider ID20008175
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID54688597
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40786
CRC / DFC (Dictionary of Food Compounds) IDMVH65-W:MVH65-W
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
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