Record Information
Version1.0
Creation date2010-04-08 22:09:37 UTC
Update date2019-11-26 03:04:52 UTC
Primary IDFDB011383
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDehydroaporheine
DescriptionDehydroaporheine, also known as dehydroremerine, 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. Dehydroaporheine is a strong basic compound (based on its pKa). Dehydroaporheine has been detected, but not quantified in, coffee and coffee products and root vegetables. This could make dehydroaporheine a potential biomarker for the consumption of these foods.
CAS Number36285-03-7
Structure
Thumb
Synonyms
SynonymSource
6a,7-DidehydroaporheineHMDB
DehydroremerineHMDB
DehydroroemerineMeSH
Dehydroaporheinedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.014 g/LALOGPS
logP3.8ALOGPS
logP3.72ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)4.67ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area21.7 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity82.46 m³·mol⁻¹ChemAxon
Polarizability30.72 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H15NO2
IUPAC name11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,12,14,16,18-heptaene
InChI IdentifierInChI=1S/C18H15NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,8-9H,6-7,10H2,1H3
InChI KeyYUWBTKIVDAWQHK-UHFFFAOYSA-N
Isomeric SMILESCN1CCC2=CC3=C(OCO3)C3=C2C1=CC1=CC=CC=C31
Average Molecular Weight277.3172
Monoisotopic Molecular Weight277.110278729
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
  • Naphthalene
  • Quinoline
  • Benzodioxole
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Aralkylamine
  • Benzenoid
  • Tertiary amine
  • Organoheterocyclic compound
  • Acetal
  • Azacycle
  • Oxacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • 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 77.96%; H 5.45%; N 5.05%; O 11.54%DFC
Melting PointMp 88-89°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-MSDehydroaporheine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01ta-0090000000-d8ed0f562436435092f7Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-f3f8c842f82c4a99a8a1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-0090000000-99da6b258c612afb32ecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gba-0090000000-e03e25aea35beeb1a5e4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-d0f05bfcbd2ac2dd0206Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-edb18a3ee3aa69a914e5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-2090000000-68dcc4313624ba8dc344Spectrum
NMRNot Available
ChemSpider ID142190
ChEMBL IDCHEMBL1171263
KEGG Compound IDNot Available
Pubchem Compound ID161899
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33355
CRC / DFC (Dictionary of Food Compounds) IDGNQ96-H:GNQ96-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00025845
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