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Record Information
Version2.0
Created at2022-09-11 01:20:07 UTC
Updated at2022-09-11 01:20:07 UTC
NP-MRD IDNP0307894
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,9r)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadec-2-en-6-one
Description(1R,9R)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadec-2-en-6-one belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems. (1r,9r)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadec-2-en-6-one is found in Argyrolobium lunare, Bolusanthus speciosus, Clathrotropis brachypetala, Echinosophora koreensis, Genista pilosa, Genista tinctoria, Laburnum watereri, Lupinus albus, Lupinus argenteus, Lupinus latifolius, Melolobium stipulatum, Petteria ramentacea, Sophora chrysophylla, Sophora davidii, Sophora flavescens, Spartium junceum, Thermopsis chinensis, Thermopsis rhombifolia and Ulex densus. Based on a literature review very few articles have been published on (1R,9R)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadec-2-en-6-one.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC15H22N2O
Average Mass246.3540 Da
Monoisotopic Mass246.17321 Da
IUPAC Name(1R,9R)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadec-2-en-6-one
Traditional Name(1R,9R)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadec-2-en-6-one
CAS Registry NumberNot Available
SMILES
O=C1CCC=C2[C@@H]3C[C@H](CN12)C1CCCCN1C3
InChI Identifier
InChI=1S/C15H22N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h5,11-13H,1-4,6-10H2/t11-,12-,13?/m1/s1
InChI KeyGSQQGCZVTAUICD-ZNRZSNADSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Argyrolobium lunareLOTUS Database
Bolusanthus speciosusLOTUS Database
Clathrotropis brachypetalaLOTUS Database
Echinosophora koreensisLOTUS Database
Genista pilosaLOTUS Database
Genista tinctoriaLOTUS Database
Laburnum watereriLOTUS Database
Lupinus albusLOTUS Database
Lupinus argenteusLOTUS Database
Lupinus latifoliusLOTUS Database
Melolobium stipulatumLOTUS Database
Petteria ramentaceaLOTUS Database
Sophora chrysophyllaLOTUS Database
Sophora davidiiLOTUS Database
Sophora flavescensLOTUS Database
Spartium junceumLOTUS Database
Thermopsis chinensisLOTUS Database
Thermopsis rhombifoliaLOTUS Database
Ulex densusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassLupin alkaloids
Sub ClassSparteine, lupanine, and related alkaloids
Direct ParentSparteine, lupanine, and related alkaloids
Alternative Parents
Substituents
  • Sparteine-lupanine skeleton
  • Quinolizidine
  • Tetrahydropyridine
  • Piperidine
  • Tertiary carboxylic acid amide
  • Tertiary aliphatic amine
  • Tertiary amine
  • Lactam
  • Carboxamide group
  • Amino acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.74ChemAxon
pKa (Strongest Basic)9.63ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.55 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity72.94 m³·mol⁻¹ChemAxon
Polarizability27.95 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163185252
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]