Np mrd loader

Showing NP-Card for 1-Methylpyrrolinium (NP0044517)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-02-14 20:58:07 UTC
Updated at2022-03-10 22:16:44 UTC
NP-MRD IDNP0044517
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-Methylpyrrolinium
Description1-Methylpyrrolinium belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. 1-Methylpyrrolinium is possibly neutral. 1-Methylpyrrolinium exists in all living organisms, ranging from bacteria to humans. These are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. 1-Methylpyrrolinium is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044517 (1-Methylpyrrolinium)

Structure #1
  Mrv1652309042000402D          

  6  6  0  0  0  0            999 V2000
    0.5678    1.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2349    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1140    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  6  1  0  0  0  0
M  CHG  1   6   1
M  END
Download

3D MOL for NP0044517 (1-Methylpyrrolinium)

     RDKit          3D

 16 16  0  0  0  0  0  0  0  0999 V2000
    2.1116    0.3887   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6658    0.2348   -0.0485 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1980    1.1469    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883    0.6323    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701   -0.8639    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0535   -1.0344   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5170   -0.4905    0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836    1.3452    0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.3515   -1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794    2.1964    0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    0.9495    0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1117    0.9355   -0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -1.1937    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952   -1.4324   -0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425   -1.3456   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5487   -1.8203    0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
M  CHG  1   2   1
M  END
Download

3D SDF for NP0044517 (1-Methylpyrrolinium)

Structure #1
  Mrv1652309042000402D          

  6  6  0  0  0  0            999 V2000
    0.5678    1.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2349    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1140    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  6  1  0  0  0  0
M  CHG  1   6   1
M  END
> <DATABASE_ID>
NP0044517

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[N+]1=CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C5H10N/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3/q+1

> <INCHI_KEY>
FDWZAOGDOVQOLD-UHFFFAOYSA-N

> <FORMULA>
C5H10N

> <MOLECULAR_WEIGHT>
84.1396

> <EXACT_MASS>
84.081324325

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.24345808612234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-3,4-dihydro-2H-pyrrol-1-ium

> <ALOGPS_LOGP>
-2.38

> <JCHEM_LOGP>
-3.435087665471746

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_POLAR_SURFACE_AREA>
3.01

> <JCHEM_REFRACTIVITY>
37.678999999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methylpyrrolinium

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0044517 (1-Methylpyrrolinium)

Download
PDB for NP0044517 (1-Methylpyrrolinium)
HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       1.060   3.619   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.829  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.305   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.060   2.079   0.000  0.00  0.00           N+1
CONECT    1    6                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    1    4    5                                                  
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END

Download
3D PDB for NP0044517 (1-Methylpyrrolinium)
Download
SMILES for NP0044517 (1-Methylpyrrolinium)
C[N+]1=CCCC1
Download
INCHI for NP0044517 (1-Methylpyrrolinium)
InChI=1S/C5H10N/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3/q+1
Download
View in JSmol
Synonyms
ValueSource
1-Methyl-Delta(1)-pyrroliniumChEBI
N-MethylpyrroliniumChEBI
1-Methyl-δ(1)-pyrroliniumGenerator
1-Methyl-delta(1)-pyrrolinium chlorideHMDB
1-Methyl-delta(1)-pyrrolinium, 2-(14)C-labeledHMDB
Chemical FormulaC5H10N
Average Mass84.1396 Da
Monoisotopic Mass84.08132 Da
IUPAC Name1-methyl-3,4-dihydro-2H-pyrrol-1-ium
Traditional NameN-methylpyrrolinium
CAS Registry NumberNot Available
SMILES
C[N+]1=CCCC1
InChI Identifier
InChI=1S/C5H10N/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3/q+1
InChI KeyFDWZAOGDOVQOLD-UHFFFAOYSA-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
Anisodus belladonnaPlant
Cannabis sativaCannabisDB
      Not Available
Corydalis yanhusuoPlant
Datura metelPlant
Datura stramoniumPlant
Nicotiana tabacumPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPyrrolines  
Sub ClassNot Available
Direct ParentPyrrolines  
Alternative Parents
Substituents
  • Pyrroline
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organic cation
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP-2.4ALOGPS
logP-3.4ChemAxon
logS-2.8ALOGPS
Physiological Charge1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area3.01 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.68 m³·mol⁻¹ChemAxon
Polarizability10.24 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0060253  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00034612  
Chemspider IDNot Available
KEGG Compound IDC06178  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440932  
PDB IDNot Available
ChEBI ID27435  
Good Scents IDNot Available
References
General References
  1. Kajikawa M, Hirai N, Hashimoto T: A PIP-family protein is required for biosynthesis of tobacco alkaloids. Plant Mol Biol. 2009 Feb;69(3):287-98. doi: 10.1007/s11103-008-9424-3. Epub 2008  Nov 12. [PubMed:19002761  ] 
  2. Kajikawa M, Shoji T, Kato A, Hashimoto T: Vacuole-localized berberine bridge enzyme-like proteins are required for a late step of nicotine biosynthesis in tobacco. Plant Physiol. 2011 Apr;155(4):2010-22. doi: 10.1104/pp.110.170878. Epub 2011 Feb 22. [PubMed:21343426  ]