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Showing metabocard for 1-Pyrroline (HMDB0012497)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:01:43 UTC
Update Date2023-02-21 17:17:50 UTC
HMDB IDHMDB0012497
Secondary Accession Numbers
  • HMDB12497
Metabolite Identification
Common Name1-Pyrroline
Description1-Pyrroline 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-Pyrroline exists in all living organisms, ranging from bacteria to humans. In humans, 1-pyrroline is involved in the metabolic disorder called hyperornithinemia with gyrate atrophy (hoga). 1-Pyrroline is an ammoniacal and shrimp tasting compound. 1-Pyrroline is found, on average, in the highest concentration within grape wine. 1-Pyrroline has also been detected, but not quantified in, several different foods, such as cottonseeds (Gossypium), cauliflowers (Brassica oleracea var. botrytis), jew's ears (Auricularia auricula-judae), menthas (Mentha), and common hazelnuts (Corylus avellana). This could make 1-pyrroline a potential biomarker for the consumption of these foods. 1-Pyrroline is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1-Pyrroline.
Structure
Data?1676999870
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0012497 (1-Pyrroline)

Structure #1
  Mrv0541 02241206562D          

  5  5  0  0  0  0            999 V2000
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    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
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  2  0  0  0  0
  4  5  1  0  0  0  0
M  END
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3D MOL for HMDB0012497 (1-Pyrroline)

HMDB0012497
     RDKit          3D
1-Pyrroline
 12 12  0  0  0  0  0  0  0  0999 V2000
   -0.9812    1.0598    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2008    1.4156    0.3308 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666    0.3950    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4365   -0.8606   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9814   -0.3820   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    1.6923    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.3138    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.6663   -0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8130   -1.3112   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971   -1.5931    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6705   -0.8753    0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -0.5207   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
  5 12  1  0
M  END
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3D SDF for HMDB0012497 (1-Pyrroline)

Structure #1
  Mrv0541 02241206562D          

  5  5  0  0  0  0            999 V2000
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    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
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  2  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012497

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CC=NC1

> <INCHI_IDENTIFIER>
InChI=1S/C4H7N/c1-2-4-5-3-1/h3H,1-2,4H2

> <INCHI_KEY>
ZVJHJDDKYZXRJI-UHFFFAOYSA-N

> <FORMULA>
C4H7N

> <MOLECULAR_WEIGHT>
69.1051

> <EXACT_MASS>
69.057849229

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
7.810863752059615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4-dihydro-2H-pyrrole

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
0.08137857633333323

> <ALOGPS_LOGS>
-0.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.676081233025519

> <JCHEM_POLAR_SURFACE_AREA>
12.36

> <JCHEM_REFRACTIVITY>
21.5674

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-pyrroline

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0012497 (1-Pyrroline)

HMDB0012497
     RDKit          3D
1-Pyrroline
 12 12  0  0  0  0  0  0  0  0999 V2000
   -0.9812    1.0598    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2008    1.4156    0.3308 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666    0.3950    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4365   -0.8606   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9814   -0.3820   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    1.6923    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.3138    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    0.6663   -0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8130   -1.3112   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971   -1.5931    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6705   -0.8753    0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -0.5207   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
  5 12  1  0
M  END
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PDB for HMDB0012497 (1-Pyrroline)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    5                                                       
CONECT    5    3    4                                                       
MASTER        0    0    0    0    0    0    0    0    5    0   10    0
END
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3D PDB for HMDB0012497 (1-Pyrroline)

COMPND    HMDB0060246
HETATM    1  C1  UNL     1       1.074  -0.854  -0.222  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.057  -1.414  -0.446  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.142  -0.569  -0.049  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.502   0.816  -0.221  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.874   0.499   0.383  1.00  0.00           C  
HETATM    6  H1  UNL     1       2.030  -1.288  -0.434  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.304  -0.679   1.047  1.00  0.00           H  
HETATM    8  H3  UNL     1      -2.047  -0.686  -0.639  1.00  0.00           H  
HETATM    9  H4  UNL     1      -0.337   0.980  -1.289  1.00  0.00           H  
HETATM   10  H5  UNL     1      -1.028   1.592   0.315  1.00  0.00           H  
HETATM   11  H6  UNL     1       0.803   0.381   1.485  1.00  0.00           H  
HETATM   12  H7  UNL     1       1.635   1.224   0.071  1.00  0.00           H  
CONECT    1    2    2    5    6
CONECT    2    3
CONECT    3    4    7    8
CONECT    4    5    9   10
CONECT    5   11   12
END
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SMILES for HMDB0012497 (1-Pyrroline)

C1CC=NC1
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INCHI for HMDB0012497 (1-Pyrroline)

InChI=1S/C4H7N/c1-2-4-5-3-1/h3H,1-2,4H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3,4-Dihydro-2H-pyrroleChEBI
Delta(1)-PyrrolineChEBI
Δ(1)-pyrrolineGenerator
Pyr1HMDB
delta-PyrroliniumMeSH, HMDB
Chemical FormulaC4H7N
Average Molecular Weight69.1051
Monoisotopic Molecular Weight69.057849229
IUPAC Name3,4-dihydro-2H-pyrrole
Traditional Name1-pyrroline
CAS Registry Number5724-81-2
SMILES
C1CC=NC1
InChI Identifier
InChI=1S/C4H7N/c1-2-4-5-3-1/h3H,1-2,4H2
InChI KeyZVJHJDDKYZXRJI-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 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Imine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Route of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point87.00 to 89.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility2349 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.117 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.06 g/LALOGPS
logP1.26ALOGPS
logP0.081ChemAxon
logS-0.88ALOGPS
pKa (Strongest Basic)8.68ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.57 m³·mol⁻¹ChemAxon
Polarizability7.81 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
DarkChem[M+H]+110.6631661259
DarkChem[M-H]-103.71931661259
DeepCCS[M+H]+119.31430932474
DeepCCS[M-H]-117.41830932474
DeepCCS[M-2H]-152.94530932474
DeepCCS[M+Na]+127.42130932474
AllCCS[M+H]+113.232859911
AllCCS[M+H-H2O]+107.832859911
AllCCS[M+NH4]+118.232859911
AllCCS[M+Na]+119.732859911
AllCCS[M-H]-119.732859911
AllCCS[M+Na-2H]-124.232859911
AllCCS[M+HCOO]-129.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-PyrrolineC1CC=NC1969.2Standard polar33892256
1-PyrrolineC1CC=NC1620.5Standard non polar33892256
1-PyrrolineC1CC=NC1650.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Pyrroline GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-9000000000-4d4fae55ba5d056328512017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Pyrroline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Pyrroline 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-Pyrroline 10V, Positive-QTOFsplash10-00di-9000000000-0c47bc7a9199326d01fb2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 20V, Positive-QTOFsplash10-00di-9000000000-a1c78bae3bd974fde0a22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 40V, Positive-QTOFsplash10-0006-9000000000-494ae64feccb4d36fd192015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 10V, Negative-QTOFsplash10-014i-9000000000-ec398e6d46e268379ae92015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 20V, Negative-QTOFsplash10-014i-9000000000-85864233176e4306adb82015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 40V, Negative-QTOFsplash10-0uxr-9000000000-24c3a950aa94b8f301cb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 10V, Positive-QTOFsplash10-00dl-9000000000-21d13804cb7fba6836c62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 20V, Positive-QTOFsplash10-00dl-9000000000-2c973d126fee782060e02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 40V, Positive-QTOFsplash10-0006-9000000000-72b56c02312a2fc0ceb42021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 10V, Negative-QTOFsplash10-014i-9000000000-baef1c6704ee822491012021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 20V, Negative-QTOFsplash10-014i-9000000000-dfd30de7aba9f79a29122021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Pyrroline 40V, Negative-QTOFsplash10-014i-9000000000-e1ed2d2598a7cfc07f6b2021-09-25Wishart 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
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX 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 IDFDB008292
KNApSAcK IDC00007606
Chemspider ID72096
KEGG Compound IDC15668
BioCyc IDCPD-6124
BiGG IDNot Available
Wikipedia LinkPyrroline
METLIN IDNot Available
PubChem Compound79803
PDB IDNot Available
ChEBI ID19092
Food Biomarker OntologyNot Available
VMH IDCE1944
MarkerDB IDNot Available
Good Scents IDrw1584161
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available