Showing metabocard for Pyrroline hydroxycarboxylic acid (MMDBc0029634)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:35:29 UTC
Update Date2022-08-31 14:15:19 UTC
Metabolite IDMMDBc0029634
Metabolite Identification
Common NamePyrroline hydroxycarboxylic acid
DescriptionPyrroline hydroxycarboxylic acid is an intermediate in arginine and proline metabolism. It is converted to trans-4-hydroxy-L-proline via pyrroline-5-carboxylate reductase, and to L-erythro-4-Hydroxyglutamate via delta-1-pyrroline-5-carboxylate dehydrogenase. (KEGG)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f12241c0b28>


  Mrv0541 02231219052D          

  9  9  0  0  0  0            999 V2000
   -0.2994    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -0.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4093    0.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157    0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219   -0.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157    1.3454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7283    0.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -1.2962    0.0000 O   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
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f12241c0b28>

HMDB0001369
     RDKit          3D
Pyrroline hydroxycarboxylic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.5616   -0.4281   -0.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7284    0.0099    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488    1.2521    0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -0.8335    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3144   -1.0430   -0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    0.0547   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.2497   -1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3478    0.2257    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192   -0.2658    1.5097 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.0247    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9067   -1.8228    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -2.0422   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -0.8948   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -0.1963   -0.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8572    1.9767   -0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1954    0.7331    1.5280 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9  4  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f12241c0b28>


  Mrv0541 02231219052D          

  9  9  0  0  0  0            999 V2000
   -0.2994    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -0.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4093    0.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157    0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219   -0.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157    1.3454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7283    0.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -1.2962    0.0000 O   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
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029634

> <DATABASE_NAME>
MIME

> <SMILES>
OC1CC(N=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)

> <INCHI_KEY>
WFOFKRKDDKGRIK-UHFFFAOYSA-N

> <FORMULA>
C5H7NO3

> <MOLECULAR_WEIGHT>
129.114

> <EXACT_MASS>
129.042593095

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
11.595062277388251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-1.4545071951925133

> <ALOGPS_LOGS>
-0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.25483703022578

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7212230695209163

> <JCHEM_PKA_STRONGEST_BASIC>
2.5899435587205386

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
28.8459

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyrroline-hydroxy-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f12241c0b28>

HMDB0001369
     RDKit          3D
Pyrroline hydroxycarboxylic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.5616   -0.4281   -0.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7284    0.0099    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488    1.2521    0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -0.8335    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3144   -1.0430   -0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    0.0547   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.2497   -1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3478    0.2257    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192   -0.2658    1.5097 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.0247    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9067   -1.8228    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -2.0422   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -0.8948   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -0.1963   -0.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8572    1.9767   -0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1954    0.7331    1.5280 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9  4  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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PDB for #<Metabolite:0x00007f12241c0b28>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.559   0.205   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.559  -1.330   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.764   0.983   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.896   0.969   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.094  -1.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.094   0.205   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.896   2.511   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.226   0.191   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.184  -2.420   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9    6                                                  
CONECT    6    3    5                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f12241c0b28>

COMPND    HMDB0001369
HETATM    1  O1  UNL     1       2.562  -0.428  -0.580  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.728   0.010   0.258  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.949   1.252   0.850  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.561  -0.834   0.561  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.314  -1.043  -0.687  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.315   0.055  -0.483  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.910   1.250  -1.072  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.348   0.226   0.984  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.319  -0.266   1.510  1.00  0.00           N  
HETATM   10  H1  UNL     1       2.275   2.025   0.284  1.00  0.00           H  
HETATM   11  H2  UNL     1       0.907  -1.823   0.962  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.737  -2.042  -0.601  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.337  -0.895  -1.572  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.322  -0.196  -0.872  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.857   1.977  -0.411  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.195   0.733   1.528  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5    9   11
CONECT    5    6   12   13
CONECT    6    7    8   14
CONECT    7   15
CONECT    8    9    9   16
END
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SMILES for #<Metabolite:0x00007f12241c0b28>

OC1CC(N=C1)C(O)=O
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INCHI for #<Metabolite:0x00007f12241c0b28>

InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)
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Synonyms
ValueSource
Pyrroline hydroxycarboxylateGenerator
3-Hydroxy-L-1-pyrroline-5-carboxylateHMDB
L-1-Pyrroline 3-hydroxy-5-carboxylateHMDB
L-1-Pyrroline-3-hydroxy-5-carboxylateHMDB
L-Delta1-Pyrroline 3-hydroxy-5-carboxylateHMDB
Pyrroline-hydroxy-carboxylateHMDB
3,4-Dihydro-3-hydroxy-2H-pyrrole-5-carboxylic acidHMDB
3-Hydroxy delta 1-pyrroline-5-carboxylic acidHMDB
3-Hydroxy delta 1-pyrroline-5-carboxylic acid, anionHMDB
Molecular FormulaC5H7NO3
Average Mass129.114
Monoisotopic Mass129.042593095
IUPAC Name4-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid
Traditional Namepyrroline-hydroxy-carboxylate
CAS Registry Number22573-88-2
SMILES
OC1CC(N=C1)C(O)=O
InChI Identifier
InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)
InChI KeyWFOFKRKDDKGRIK-UHFFFAOYSA-N