Thalicpureine (CHEM027307)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 23:39:22 UTC
Update Date2016-11-09 01:18:26 UTC
Accession NumberCHEM027307
Identification
Common NameThalicpureine
ClassSmall Molecule
DescriptionA phenanthrene substituted by a 2-(methylamino)ethyl group at position 1 and by methoxy groups at positions 2,3,4,6 and 7, respectively. It is a plant metabolite isolated from Annona purpurea and Fagonia olivieri.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Methyl[2-(2,3,4,6,7-pentamethoxyphenanthren-1-yl)ethyl]amineChEBI
2,3,4,6,7-Pentamethoxy-1-(2-methylaminoethyl)phenanthreneHMDB
2,3,4,6,7-Pentamethoxy-N-methyl-1-phenanthrenemethanamine, 9ciHMDB
Chemical FormulaC22H27NO5
Average Molecular Mass385.454 g/mol
Monoisotopic Mass385.189 g/mol
CAS Registry Number218900-91-5
IUPAC Namemethyl[2-(2,3,4,6,7-pentamethoxyphenanthren-1-yl)ethyl]amine
Traditional Namemethyl[2-(2,3,4,6,7-pentamethoxyphenanthren-1-yl)ethyl]amine
SMILESCNCCC1=C(OC)C(OC)=C(OC)C2=C1C=CC1=C2C=C(OC)C(OC)=C1
InChI IdentifierInChI=1S/C22H27NO5/c1-23-10-9-15-14-8-7-13-11-17(24-2)18(25-3)12-16(13)19(14)21(27-5)22(28-6)20(15)26-4/h7-8,11-12,23H,9-10H2,1-6H3
InChI KeyVMIFHEUVQQHIOK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 6,6a-secoaporphines. These are alkaloids with a structure that contains an aminoethylphenanthrene moiety.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
Class6,6a-secoaporphines
Sub ClassNot Available
Direct Parent6,6a-secoaporphines
Alternative Parents
Substituents
  • 6,6a-secoaporphine
  • Phenanthrene
  • Naphthalene
  • Phenethylamine
  • Anisole
  • Alkyl aryl ether
  • Aralkylamine
  • Benzenoid
  • Ether
  • Secondary aliphatic amine
  • Secondary amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0051 g/LALOGPS
logP3.58ALOGPS
logP3.01ChemAxon
logS-4.9ALOGPS
pKa (Strongest Basic)10.02ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.18 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity109.28 m³·mol⁻¹ChemAxon
Polarizability43.14 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9007000000-d9c5df17b512fe18037dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-87103a8f5035e8450ed6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-1009000000-9b6e7119db6a85dd724bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-2097000000-9e72a9ae19b846bc04a2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-b1742f327eed3d40174cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00lr-0009000000-9b4ad1971cb7d64a9b6aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001u-0092000000-572e8d986fda9ff8e683Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-583d928efffb1e6fd5fbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ff9-0009000000-aa7154bf5407ad463723Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0049000000-6a0ba99249fa2fb1eb41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0009000000-95ecce977dd133a2cb82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0009000000-e8238f32fa08656af6bcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03fr-0049000000-0c08ab14a9d198cb91c2Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0033032
FooDB IDFDB011024
Phenol Explorer IDNot Available
KNApSAcK IDC00050253
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8605618
ChEBI ID143869
PubChem Compound ID10430190
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=28122313
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=9868142
3. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.