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Showing NP-Card for psi-Pelletierine (NP0048009)

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Record Information
Version2.0
Created at2022-03-17 20:49:35 UTC
Updated at2022-03-17 20:49:35 UTC
NP-MRD IDNP0048009
Secondary Accession NumbersNone
Natural Product Identification
Common Namepsi-Pelletierine
DescriptionPsi-Pelletierine, also known as pseudopelletierin or granatan-3-one, belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone. Psi-Pelletierine is a very strong basic compound (based on its pKa). Outside of the human body, psi-Pelletierine has been detected, but not quantified in, fruits and pomegranates. psi-Pelletierine is found in Erythroxylum lucidum. This could make psi-pelletierine a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048009 (psi-Pelletierine)


  Mrv0541 02241214492D          

 11 12  0  0  0  0            999 V2000
    0.5331    0.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331   -0.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567   -1.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -0.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313    0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841    1.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5367    0.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113   -0.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.9095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3240    0.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for NP0048009 (psi-Pelletierine)

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3D SDF for NP0048009 (psi-Pelletierine)

  Mrv0541 02241214492D          

 11 12  0  0  0  0            999 V2000
    0.5331    0.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331   -0.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567   -1.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -0.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313    0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841    1.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5367    0.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113   -0.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.9095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3240    0.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048009

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2CCCC1CC(=O)C2

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3

> <INCHI_KEY>
RHWSKVCZXBAWLZ-UHFFFAOYSA-N

> <FORMULA>
C9H15NO

> <MOLECULAR_WEIGHT>
153.2215

> <EXACT_MASS>
153.115364107

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.10571153225101

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-methyl-9-azabicyclo[3.3.1]nonan-3-one

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
1.1430330636666666

> <ALOGPS_LOGS>
0.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.05042018894152

> <JCHEM_PKA_STRONGEST_BASIC>
7.502750730020451

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
43.9459

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pseudopelletierine

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0048009 (psi-Pelletierine)
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PDB for NP0048009 (psi-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       0.995   0.058   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.995  -1.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.293  -2.049   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.463  -1.112   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.229   0.410   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.058   1.229   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.464   2.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.869   1.112   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.634  -0.644   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.869  -1.698   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.471   0.453   0.000  0.00  0.00           C+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    2    8                                                       
CONECT   10    4                                                            
CONECT   11    1                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0048009 (psi-Pelletierine)
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SMILES for NP0048009 (psi-Pelletierine)
CN1C2CCCC1CC(=O)C2
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INCHI for NP0048009 (psi-Pelletierine)
InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3
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View in JSmol
Synonyms
ValueSource
.psi.-pelletierineHMDB
9-Methyl-3-granataninoneHMDB
9-Methyl-3-granatanoneHMDB
9-Methyl-9-azabicyclo(3.3.1)nonan-3-oneHMDB
9-Methyl-9-azabicyclo[3.3.1]nonan-3-oneHMDB
9-Methyl-9-azabicyclo[3.3.1]nonan-3-one, 9ciHMDB
Granatan-3-oneHMDB
N-MethylgranatonineHMDB
PseudopelletierinHMDB
PseudopelletierineHMDB
PseudopelletrierinHMDB
PseudopunicineHMDB
Y-pelletierineHMDB
Chemical FormulaC9H15NO
Average Mass153.2215 Da
Monoisotopic Mass153.11536 Da
IUPAC Name9-methyl-9-azabicyclo[3.3.1]nonan-3-one
Traditional Namepseudopelletierine
CAS Registry Number552-70-5
SMILES
CN1C2CCCC1CC(=O)C2
InChI Identifier
InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3
InChI KeyRHWSKVCZXBAWLZ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Erythroxylum lucidumPlant
Punica granatumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPiperidines  
Sub ClassPiperidinones  
Direct ParentPiperidinones  
Alternative Parents
Substituents
  • Piperidinone
    • 

  • Ketone
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Cyclic ketone
    • 

  • Azacycle
    • 

  • Amine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
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
logP1ALOGPS
logP1.14ChemAxon
logS0.26ALOGPS
pKa (Strongest Acidic)18.05ChemAxon
pKa (Strongest Basic)7.5ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.95 m³·mol⁻¹ChemAxon
Polarizability17.11 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034580  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013093  
KNApSAcK IDC00002300  
Chemspider ID21244466  
KEGG Compound IDC10865  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11096  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available