Showing metabocard for 1-Pyrroline-2-carboxylic acid (MMDBc0047960)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:19:03 UTC
Update Date2022-09-01 02:13:34 UTC
Metabolite IDMMDBc0047960
Metabolite Identification
Common Name1-Pyrroline-2-carboxylic acid
Description1-Pyrroline-2-carboxylic acid is a terminal product of D-proline metabolism. Specifically D-proline is converted to 1-Pyrroline-2-carboxylic acid via D-amino acid oxidase. This spontaneously breaks down to 2-oxo-5-amino-valerate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5abc41c710>


  Mrv1652309152018192D          

  8  8  0  0  0  0            999 V2000
10000.682310000.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3973 9999.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.682310001.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.297510000.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6301 9999.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8850 9998.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7100 9998.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9649 9999.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  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
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  1  8  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f5abc41c710>

HMDB0006875
     RDKit          3D
1-Pyrroline-2-carboxylic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.4854   -1.8375    0.4795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -0.7758    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    0.1635   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615   -0.5197   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -1.3317    0.4400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728   -0.7543    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3338    0.7410    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0850    0.7115   -0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    1.0951   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -1.0451    1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -0.9494   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9918    1.0170    1.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    1.3627   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5379    1.6100   -0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3420    0.5127   -1.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  1  0
  6 10  1  0
  6 11  1  0
  7 12  1  0
  7 13  1  0
  8 14  1  0
  8 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5abc41c710>


  Mrv1652309152018192D          

  8  8  0  0  0  0            999 V2000
10000.682310000.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3973 9999.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.682310001.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.297510000.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6301 9999.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8850 9998.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7100 9998.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9649 9999.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  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
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  1  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047960

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C1=NCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-3H2,(H,7,8)

> <INCHI_KEY>
RHTAIKJZSXNELN-UHFFFAOYSA-N

> <FORMULA>
C5H7NO2

> <MOLECULAR_WEIGHT>
113.1146

> <EXACT_MASS>
113.047678473

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
10.81138734712021

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4-dihydro-2H-pyrrol-1-ium-5-carboxylate

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
0.5292144963333332

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9331828370415765

> <JCHEM_PKA_STRONGEST_BASIC>
1.7241099274971199

> <JCHEM_POLAR_SURFACE_AREA>
54.099999999999994

> <JCHEM_REFRACTIVITY>
49.890800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dihydro-3H-pyrrol-1-ium-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5abc41c710>

HMDB0006875
     RDKit          3D
1-Pyrroline-2-carboxylic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.4854   -1.8375    0.4795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -0.7758    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    0.1635   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615   -0.5197   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -1.3317    0.4400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728   -0.7543    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3338    0.7410    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0850    0.7115   -0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    1.0951   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -1.0451    1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -0.9494   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9918    1.0170    1.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    1.3627   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5379    1.6100   -0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3420    0.5127   -1.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  1  0
  6 10  1  0
  6 11  1  0
  7 12  1  0
  7 13  1  0
  8 14  1  0
  8 15  1  0
M  END
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PDB for #<Metabolite:0x00007f5abc41c710>

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  C   UNK     0    8667.9408667.001   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8669.2758666.233   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8667.9408668.540   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0    8665.3558667.156   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8664.1108666.251   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.5858664.786   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.1258664.786   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8666.6018666.251   0.000  0.00  0.00           C+0
CONECT    1    2    3    8                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5    8                                                       
CONECT    5    6    4                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    1                                                  
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007f5abc41c710>

COMPND    HMDB0006875
HETATM    1  O1  UNL     1       2.485  -1.838   0.479  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.001  -0.776   0.016  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.888   0.164  -0.485  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.561  -0.520  -0.004  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.355  -1.332   0.440  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.673  -0.754   0.261  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.334   0.741   0.329  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.085   0.712  -0.535  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.829   1.095  -0.060  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.382  -1.045   1.053  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.013  -0.949  -0.756  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.992   1.017   1.353  1.00  0.00           H  
HETATM   13  H5  UNL     1      -2.126   1.363  -0.067  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.538   1.610  -0.417  1.00  0.00           H  
HETATM   15  H7  UNL     1      -0.342   0.513  -1.609  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    9
CONECT    4    5    5    8
CONECT    5    6
CONECT    6    7   10   11
CONECT    7    8   12   13
CONECT    8   14   15
END
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SMILES for #<Metabolite:0x00007f5abc41c710>

OC(=O)C1=NCCC1
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INCHI for #<Metabolite:0x00007f5abc41c710>

InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-3H2,(H,7,8)
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Synonyms
ValueSource
1-Pyrroline-2-carboxylateChEBI
delta1-Pyrroline 2-carboxylateChEBI
1-Pyrroline 2-carboxylateKegg
delta1-Pyrroline 2-carboxylic acidGenerator
Δ1-pyrroline 2-carboxylateGenerator
Δ1-pyrroline 2-carboxylic acidGenerator
1-Pyrroline 2-carboxylic acidGenerator
3,4-Dihydro-2H-pyrrole-5-carboxylateHMDB
3,4-Dihydro-2H-pyrrole-5-carboxylic acidHMDB
D1-Pyrroline 2-carboxylateHMDB
D1-Pyrroline 2-carboxylic acidHMDB
delta-1-Pyrroline-2-carboxylateHMDB
1,2-DidehydroprolineHMDB
1-Pyrroline-2-carboxylic acidHMDB
delta1-Pyrroline-2-carboxylic acidHMDB
Δ1-Pyrroline-2-carboxylic acidHMDB
Molecular FormulaC5H7NO2
Average Mass113.1146
Monoisotopic Mass113.047678473
IUPAC Name3,4-dihydro-2H-pyrrol-1-ium-5-carboxylate
Traditional Name4,5-dihydro-3H-pyrrol-1-ium-2-carboxylate
CAS Registry Number2139-03-9
SMILES
OC(=O)C1=NCCC1
InChI Identifier
InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-3H2,(H,7,8)
InChI KeyRHTAIKJZSXNELN-UHFFFAOYSA-N