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Showing metabocard for 1-Methylpyrrolinium (HMDB0060253)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-09 21:13:40 UTC
Update Date2022-03-07 03:17:42 UTC
HMDB IDHMDB0060253
Secondary Accession Numbers
  • HMDB60253
Metabolite 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.
Structure
Data?1563866035
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060253 (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
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3D MOL for HMDB0060253 (1-Methylpyrrolinium)

HMDB0060253
     RDKit          3D
1-Methylpyrrolinium
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.1228    0.2551    0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621    0.1775    0.0800 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1378    1.0845   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5709    0.6781   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -0.8344   -0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817   -0.9410    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4780    1.1648   -0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980   -0.6117   -0.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137    0.2430    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2410    2.0465   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377    1.0255    0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762    0.9864   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -1.3838    0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -1.1024   -1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -1.9119    0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698   -0.8761    1.6508 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
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3D SDF for HMDB0060253 (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>
HMDB0060253

> <DATABASE_NAME>
hmdb

> <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

$$$$
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3D-SDF for HMDB0060253 (1-Methylpyrrolinium)

HMDB0060253
     RDKit          3D
1-Methylpyrrolinium
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.1228    0.2551    0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621    0.1775    0.0800 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1378    1.0845   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5709    0.6781   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -0.8344   -0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817   -0.9410    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4780    1.1648   -0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980   -0.6117   -0.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137    0.2430    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2410    2.0465   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377    1.0255    0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762    0.9864   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -1.3838    0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -1.1024   -1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -1.9119    0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698   -0.8761    1.6508 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
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PDB for HMDB0060253 (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
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3D PDB for HMDB0060253 (1-Methylpyrrolinium)

COMPND    HMDB0060253
HETATM    1  C1  UNL     1       2.123   0.255   0.080  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.662   0.178   0.080  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -0.138   1.084  -0.316  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.571   0.678  -0.181  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.380  -0.834  -0.214  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.082  -0.941   0.548  1.00  0.00           C  
HETATM    7  H1  UNL     1       2.478   1.165  -0.407  1.00  0.00           H  
HETATM    8  H2  UNL     1       2.498  -0.612  -0.503  1.00  0.00           H  
HETATM    9  H3  UNL     1       2.514   0.243   1.099  1.00  0.00           H  
HETATM   10  H4  UNL     1       0.241   2.046  -0.707  1.00  0.00           H  
HETATM   11  H5  UNL     1      -2.038   1.025   0.736  1.00  0.00           H  
HETATM   12  H6  UNL     1      -2.076   0.986  -1.115  1.00  0.00           H  
HETATM   13  H7  UNL     1      -2.207  -1.384   0.222  1.00  0.00           H  
HETATM   14  H8  UNL     1      -1.150  -1.102  -1.272  1.00  0.00           H  
HETATM   15  H9  UNL     1       0.396  -1.912   0.299  1.00  0.00           H  
HETATM   16  H10 UNL     1      -0.270  -0.876   1.651  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    3    6
CONECT    3    4   10
CONECT    4    5   11   12
CONECT    5    6   13   14
CONECT    6   15   16
END
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SMILES for HMDB0060253 (1-Methylpyrrolinium)

C[N+]1=CCCC1
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INCHI for HMDB0060253 (1-Methylpyrrolinium)

InChI=1S/C5H10N/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3/q+1
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View in JSmolView NMR AssignmentsView Stereo Labels
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 Molecular Weight84.1396
Monoisotopic Molecular Weight84.081324325
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
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
Ontology
Physiological effectNot Available
Disposition
Source
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.17 g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+120.82230932474
DeepCCS[M-H]-118.71330932474
DeepCCS[M-2H]-154.20430932474
DeepCCS[M+Na]+128.76130932474
AllCCS[M+H]+111.832859911
AllCCS[M+H-H2O]+106.632859911
AllCCS[M+NH4]+116.632859911
AllCCS[M+Na]+118.032859911
AllCCS[M-H]-117.532859911
AllCCS[M+Na-2H]-121.332859911
AllCCS[M+HCOO]-125.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-MethylpyrroliniumC[N+]1=CCCC1969.9Standard polar33892256
1-MethylpyrroliniumC[N+]1=CCCC1657.3Standard non polar33892256
1-MethylpyrroliniumC[N+]1=CCCC1674.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methylpyrrolinium GC-MS (Non-derivatized) - 70eV, Positivesplash10-005c-9000000000-6564857ad4e69001c6482017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Methylpyrrolinium GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylpyrrolinium 10V, Positive-QTOFsplash10-001i-9000000000-9f136932945c961ad6ed2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylpyrrolinium 20V, Positive-QTOFsplash10-001i-9000000000-67d69f2c836d2b28a69b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Methylpyrrolinium 40V, Positive-QTOFsplash10-0a4l-9000000000-1c0479caf321f8ed66712017-10-06Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB 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
Food Biomarker OntologyNot Available
VMH ID1MPYR
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Enzymes

Enzyme Details
1. Membrane primary amine oxidase
General function:
Involved in copper ion binding
Specific function:
Cell adhesion protein that participates in lymphocyte recirculation by mediating the binding of lymphocytes to peripheral lymph node vascular endothelial cells in an L-selectin-independent fashion. Has a monoamine oxidase activity. May play a role in adipogenesis.
Gene Name:
AOC3
Uniprot ID:
Q16853
Molecular weight:
84621.27
Reactions
N-Methylputrescine + Oxygen + Hydrogen Ion → 1-Methylpyrrolinium + Hydrogen peroxide + Ammoniadetails
Enzyme Details
2. Retina-specific copper amine oxidase
General function:
Involved in copper ion binding
Specific function:
Has a monoamine oxidase activity with substrate specificity for 2-phenylethylamine and tryptamine. May play a role in adipogenesis. May be a critical modulator of signal transmission in retina.
Gene Name:
AOC2
Uniprot ID:
O75106
Molecular weight:
80515.11
Reactions
N-Methylputrescine + Oxygen + Hydrogen Ion → 1-Methylpyrrolinium + Hydrogen peroxide + Ammoniadetails