Atherosperminine (CHEM024329)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:38:12 UTC
Update Date2016-11-09 01:17:52 UTC
Accession NumberCHEM024329
Identification
Common NameAtherosperminine
ClassSmall Molecule
DescriptionAtherosperminine is found in fruits. Atherosperminine is an alkaloid from the stem bark of Annona muricata (soursop
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Dimethylaminoethyl-3,4-dimethoxyphenanthreneHMDB
3,4-Dimethoxy-N,N-dimethyl-1-phenanthreneethanamineHMDB
3,4-Dimethoxy-N,N-dimethyl-1-phenanthreneethanamine, 9ciHMDB
AtherospermineHMDB
Atherospermine hydrochlorideHMDB
AtherosperminineMeSH
Chemical FormulaC20H23NO2
Average Molecular Mass309.402 g/mol
Monoisotopic Mass309.173 g/mol
CAS Registry Number5531-98-6
IUPAC Name[2-(3,4-dimethoxyphenanthren-1-yl)ethyl]dimethylamine
Traditional Name[2-(3,4-dimethoxyphenanthren-1-yl)ethyl]dimethylamine
SMILESCOC1=C(OC)C2=C(C=CC3=CC=CC=C23)C(CCN(C)C)=C1
InChI IdentifierInChI=1S/C20H23NO2/c1-21(2)12-11-15-13-18(22-3)20(23-4)19-16-8-6-5-7-14(16)9-10-17(15)19/h5-10,13H,11-12H2,1-4H3
InChI KeyUZZFAUDNCIFFPM-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
  • Tertiary amine
  • Tertiary aliphatic amine
  • Ether
  • 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 Solubility0.0016 g/LALOGPS
logP3.97ALOGPS
logP3.87ChemAxon
logS-5.3ALOGPS
pKa (Strongest Basic)9.32ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area21.7 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity95.18 m³·mol⁻¹ChemAxon
Polarizability35.81 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9060000000-689399e43230d398f5fbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0039000000-272dab278a8704b10df1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03xr-0095000000-5d79c723ceb9e9cdd068Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014s-1190000000-447148453dca5377763bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-ff9215dc900cd8700b67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1079000000-5127f47113a089ba8d7bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01oy-1090000000-6f73e26491ad07f6e039Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-2f49d18a71572e53f33cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02t9-1094000000-23994942e697832e97b7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9060000000-ba721133f54c9826395fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-ef9ecbcc77a6beed41c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-0093000000-ee0ec5d2df4594e313e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-0090000000-906d198016db13014482Spectrum
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 IDHMDB0030304
FooDB IDFDB002142
Phenol Explorer IDNot Available
KNApSAcK IDC00052850
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID87510
ChEBI ID760438
PubChem Compound ID96918
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Lin CH, Ko FN, Wu YC, Lu ST, Teng CM: The relaxant actions on guinea-pig trachealis of atherosperminine isolated from Fissistigma glaucescens. Eur J Pharmacol. 1993 Jun 11;237(1):109-16.
2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.