(+)-Aspidospermidine (CHEM024384)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:39:58 UTC
Update Date2016-11-09 01:17:53 UTC
Accession NumberCHEM024384
Identification
Common Name(+)-Aspidospermidine
ClassSmall Molecule
Description(+)-Aspidospermidine is an alkaloid from Aspidosperma quebracho-blanco (quebracho
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Dehydrodivanillyl alcoholHMDB
AspidospermidineHMDB
Chemical FormulaC19H26N2
Average Molecular Mass282.423 g/mol
Monoisotopic Mass282.210 g/mol
CAS Registry Number2912-09-6
IUPAC Name12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-triene
Traditional Name12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-triene
SMILESCCC12CCCN3CCC4(C(CC1)NC1=CC=CC=C41)C23
InChI IdentifierInChI=1S/C19H26N2/c1-2-18-9-5-12-21-13-11-19(17(18)21)14-6-3-4-7-15(14)20-16(19)8-10-18/h3-4,6-7,16-17,20H,2,5,8-13H2,1H3
InChI KeyYAAIPCQYJYPITK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassAspidospermatan-type alkaloids
Sub ClassNot Available
Direct ParentAspidospermatan-type alkaloids
Alternative Parents
Substituents
  • Aspidosperma alkaloid
  • Plumeran-type alkaloid
  • Carbazole
  • Quinolidine
  • Indole or derivatives
  • Dihydroindole
  • Indolizidine
  • Aralkylamine
  • Secondary aliphatic/aromatic amine
  • Benzenoid
  • N-alkylpyrrolidine
  • Piperidine
  • Pyrrolidine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility0.024 g/LALOGPS
logP4.59ALOGPS
logP3.31ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)10.77ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area15.27 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity88.02 m³·mol⁻¹ChemAxon
Polarizability34.57 ųChemAxon
Number of Rings5ChemAxon
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, Positivesplash10-0udi-1090000000-c7bb8d6d49a21a981379Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-753254926ca73b72c086Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-2d7e9eab8bc37eaeec6cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066u-0690000000-716fdd0d3058d52a0b96Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-d5dae2723d86ad3781cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-6510ef744feb6b1c41a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gbi-1090000000-a528bcd16e1da0dca7d5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-4af417b6c8cdf87c31f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-4af417b6c8cdf87c31f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-0090000000-ee911222c1051ced6521Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-48c8d6d60cf70e82e98fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-8a1139910294cabb38b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-2590000000-0841c2cbd400320fd4b4Spectrum
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 IDHMDB0030360
FooDB IDFDB002206
Phenol Explorer IDNot Available
KNApSAcK IDC00024464
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID504390
ChEBI ID174012
PubChem Compound ID580281
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Stevens MM, Ali A, Helliwell S, Schiller LJ, Hansen S: Comparison of two bioassay techniques for assessing the acute toxicity of pesticides to chironomid larvae (Diptera: Chironomidae). J Am Mosq Control Assoc. 2002 Jun;18(2):119-25.
2. Wang L, Xu K, Bei F, Gao FS: [Effects of bagging on the microenvironment, yield and quality of overwintering tomato]. Ying Yong Sheng Tai Xue Bao. 2007 Apr;18(4):837-42.
3. Laskowski DA: Physical and chemical properties of pyrethroids. Rev Environ Contam Toxicol. 2002;174:49-170.
4. Rodriguez MM, Bisset JA, Fernandez D: Levels of insecticide resistance and resistance mechanisms in Aedes aegypti from some Latin American countries. J Am Mosq Control Assoc. 2007 Dec;23(4):420-9.
5. Ahmad M, Arif MI, Denholm I: High resistance of field populations of the cotton aphid Aphis gossypii Glover (Homoptera: Aphididae) to pyrethroid insecticides in Pakistan. J Econ Entomol. 2003 Jun;96(3):875-8.
6. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.