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Showing NP-Card for (R)-Pelletierine (NP0045882)

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Record Information
Version2.0
Created at2022-03-17 19:44:48 UTC
Updated at2022-03-17 19:44:48 UTC
NP-MRD IDNP0045882
Secondary Accession NumbersNone
Natural Product Identification
Common Name(R)-Pelletierine
Description(R)-Pelletierine belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms (R)-Pelletierine is a very strong basic compound (based on its pKa). Outside of the human body, (R)-Pelletierine has been detected, but not quantified in, fruits and pomegranates. (R)-Pelletierine is found in Duboisia myoporoides, Lycopodiastrum casuarinoides, Palhinhaea cernua and Withania somnifera. This could make (R)-pelletierine a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0045882 ((R)-Pelletierine)


  Mrv0541 02241220122D          

 10 10  0  0  0  0            999 V2000
   -1.2964    0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1325    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
M  END
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3D MOL for NP0045882 ((R)-Pelletierine)

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3D SDF for NP0045882 ((R)-Pelletierine)

  Mrv0541 02241220122D          

 10 10  0  0  0  0            999 V2000
   -1.2964    0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1325    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045882

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C[C@H]1CCCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NO/c1-7(10)6-8-4-2-3-5-9-8/h8-9H,2-6H2,1H3/t8-/m1/s1

> <INCHI_KEY>
JEIZLWNUBXHADF-MRVPVSSYSA-N

> <FORMULA>
C8H15NO

> <MOLECULAR_WEIGHT>
141.2108

> <EXACT_MASS>
141.115364107

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.460979000405388

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R)-piperidin-2-yl]propan-2-one

> <ALOGPS_LOGP>
0.68

> <JCHEM_LOGP>
0.7618762973333331

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.510871579175316

> <JCHEM_PKA_STRONGEST_BASIC>
9.864193019988768

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
40.8407

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R)-piperidin-2-yl]propan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0045882 ((R)-Pelletierine)
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PDB for NP0045882 ((R)-Pelletierine)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -2.420   1.155   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -3.754   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.754  -1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.420  -1.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.086  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.086   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.247   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.581   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.915   1.155   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.581  -1.155   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for NP0045882 ((R)-Pelletierine)
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SMILES for NP0045882 ((R)-Pelletierine)
CC(=O)C[C@H]1CCCCN1
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INCHI for NP0045882 ((R)-Pelletierine)
InChI=1S/C8H15NO/c1-7(10)6-8-4-2-3-5-9-8/h8-9H,2-6H2,1H3/t8-/m1/s1
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View in JSmol
Synonyms
ValueSource
(-)-PelletierineHMDB
(R)-(-)-PelletierineHMDB
(R)-1-(2-Piperidyl)acetoneHMDB
2-AcetonylpiperidineMeSH
(-)-Isomer OF isopelletierineMeSH
(+-)-Isomer OF isopelletierineMeSH
IsopelletierineMeSH
PelletierineMeSH
Chemical FormulaC8H15NO
Average Mass141.2108 Da
Monoisotopic Mass141.11536 Da
IUPAC Name1-[(2R)-piperidin-2-yl]propan-2-one
Traditional Name1-[(2R)-piperidin-2-yl]propan-2-one
CAS Registry Number2858-66-4
SMILES
CC(=O)C[C@H]1CCCCN1
InChI Identifier
InChI=1S/C8H15NO/c1-7(10)6-8-4-2-3-5-9-8/h8-9H,2-6H2,1H3/t8-/m1/s1
InChI KeyJEIZLWNUBXHADF-MRVPVSSYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Duboisia myoporoidesLOTUS Database
Lycopodiastrum casuarinoidesLOTUS Database
Palhinhaea cernuaLOTUS Database
Punica granatumFooDB
Withania somniferaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPiperidines  
Sub ClassNot Available
Direct ParentPiperidines  
Alternative Parents
Substituents
  • Beta-aminoketone
    • 

  • Piperidine
    • 

  • Ketone
    • 

  • Secondary aliphatic amine
    • 

  • Secondary amine
    • 

  • Azacycle
    • 

  • Amine
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP0.68ALOGPS
logP0.76ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)18.51ChemAxon
pKa (Strongest Basic)9.86ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.84 m³·mol⁻¹ChemAxon
Polarizability16.46 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0030324  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002167  
KNApSAcK IDC00002062  
Chemspider ID2299257  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3034881  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available