Record Information
Version1.0
Creation date2010-04-08 22:14:47 UTC
Update date2019-11-26 03:18:28 UTC
Primary IDFDB020098
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameZanthosimuline
DescriptionZanthosimuline belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine. Zanthosimuline has been detected, but not quantified in, fruits and herbs and spices. This could make zanthosimuline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Zanthosimuline.
CAS Number155416-20-9
Structure
Thumb
Synonyms
SynonymSource
Predicted Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP4.63ALOGPS
logP3.42ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-0.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity96.01 m³·mol⁻¹ChemAxon
Polarizability35.53 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H23NO2
IUPAC name2,6-dimethyl-2-(4-methylpent-3-en-1-yl)-2H,5H,6H-pyrano[3,2-c]quinolin-5-one
InChI IdentifierInChI=1S/C20H23NO2/c1-14(2)8-7-12-20(3)13-11-16-18(23-20)15-9-5-6-10-17(15)21(4)19(16)22/h5-6,8-11,13H,7,12H2,1-4H3
InChI KeyVMCDFWKTDCXEJZ-UHFFFAOYSA-N
Isomeric SMILESCN1C(=O)C2=C(OC(C)(CCC=C(C)C)C=C2)C2=CC=CC=C12
Average Molecular Weight309.4021
Monoisotopic Molecular Weight309.172878985
Classification
Description Belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinolones and derivatives
Direct ParentPyranoquinolines
Alternative Parents
Substituents
  • Pyranoquinoline
  • Dihydroquinolone
  • Dihydroquinoline
  • Pyranopyridine
  • Alkyl aryl ether
  • Pyridinone
  • Pyran
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Lactam
  • Oxacycle
  • Ether
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 77.64%; H 7.49%; N 4.53%; O 10.34%DFC
Melting PointMp 127-128°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +7 (c, 0.1 in CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSZanthosimuline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9780000000-dc6a438ca915ff19530eSpectrum
Predicted GC-MSZanthosimuline, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSZanthosimuline, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-1229000000-e516c8cf7d204d83cce6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-4941000000-2e434a1de107b0ce0b9fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9800000000-1f42ac1a8a7c203cb95dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-ad6fc423baec2e13904eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1049000000-15860db92bf6477b9637Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-1910000000-1c8f0f9ba2358123330eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-ef9ecbcc77a6beed41c8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0049000000-6ec6d7743c7e24b0ecb2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0190000000-efe03727758e71a3e798Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0098000000-fd95ca089dba79cf0a4fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0hmo-0091000000-bc263f41c22a6d2f07a0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fba-2590000000-6b10824cc7a282e16771Spectrum
NMRNot Available
ChemSpider ID4474739
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5315426
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40368
CRC / DFC (Dictionary of Food Compounds) IDMKJ85-N:MKJ85-N
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