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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:06:39 UTC

Update Date

2021-09-26 22:51:14 UTC

HMDB ID

HMDB0243893

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide

Description

1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide belongs to the class of organic compounds known as pyrroline carboxylic acids and derivatives. These are heterocyclic compounds containing a pyrroline ring substituted by one or more carboxylic acid groups (or derivative thereof). Based on a literature review very few articles have been published on 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0243893
     RDKit          3D
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.0707    1.2846   -1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    0.5452   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876    0.3186    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091    1.2733   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.4319    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687    0.7387    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238    2.0815    0.7883 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2075   -0.1604    0.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -0.9360   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -1.6136   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -1.7501    1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.6920   -0.9156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -1.7026   -0.8804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.0009   -1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723    2.3660   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8603    0.9362   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521    1.2892    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    0.2673    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -0.5157    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364    2.3639    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136    2.7966    1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6683    2.4158    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207   -2.3984   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -2.1358   -0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263   -0.8509   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913   -2.7207    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -2.0177    1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5098   -1.2629    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -1.3528   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12  2  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  7 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
M  END

  Mrv1652309102123062D          

 13 13  0  0  0  0            999 V2000
    0.0157    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    0.9803   -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
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604   -0.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243893

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C=C(C(N)=O)C(C)(C)N1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h5,13H,1-4H3,(H2,10,12)

> <INCHI_KEY>
GMXOTWPDUBXCMS-UHFFFAOYSA-N

> <FORMULA>
C9H16N2O2

> <MOLECULAR_WEIGHT>
184.239

> <EXACT_MASS>
184.121177763

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.611008482320855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide

> <ALOGPS_LOGP>
0.34

> <JCHEM_LOGP>
-0.19662085666666604

> <ALOGPS_LOGS>
-0.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.636748030235758

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.747996308805746

> <JCHEM_PKA_STRONGEST_BASIC>
1.6844582227417328

> <JCHEM_POLAR_SURFACE_AREA>
66.56

> <JCHEM_REFRACTIVITY>
50.74300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243893
     RDKit          3D
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.0707    1.2846   -1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    0.5452   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876    0.3186    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091    1.2733   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.4319    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687    0.7387    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238    2.0815    0.7883 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2075   -0.1604    0.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -0.9360   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -1.6136   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -1.7501    1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.6920   -0.9156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -1.7026   -0.8804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.0009   -1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723    2.3660   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8603    0.9362   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521    1.2892    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    0.2673    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -0.5157    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364    2.3639    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136    2.7966    1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6683    2.4158    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207   -2.3984   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -2.1358   -0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263   -0.8509   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913   -2.7207    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -2.0177    1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5098   -1.2629    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -1.3528   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12  2  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  7 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       0.029   3.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   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  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.113  -1.820   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.110  -0.931   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.109  -2.943   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.090   3.224   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    8    9                                             
CONECT    6    5    2    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    2                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0243893
HETATM    1  C1  UNL     1      -2.071   1.285  -1.370  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.195   0.545  -0.396  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.988   0.319   0.900  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.009   1.273  -0.011  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.993   0.432   0.180  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.369   0.739   0.576  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.724   2.082   0.788  1.00  0.00           N  
HETATM    8  O1  UNL     1       3.208  -0.160   0.723  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.484  -0.936  -0.090  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.569  -1.614  -0.939  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.216  -1.750   1.128  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.686  -0.692  -0.916  1.00  0.00           N  
HETATM   13  O2  UNL     1      -1.570  -1.703  -0.880  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.120   1.001  -1.140  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.972   2.366  -1.342  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.860   0.936  -2.402  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.552   1.289   1.040  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.305   0.267   1.762  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.682  -0.516   0.825  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.136   2.364   0.117  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.114   2.797   1.258  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.668   2.416   0.459  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.121  -2.398  -1.584  1.00  0.00           H  
HETATM   24  H11 UNL     1       2.229  -2.136  -0.215  1.00  0.00           H  
HETATM   25  H12 UNL     1       2.126  -0.851  -1.517  1.00  0.00           H  
HETATM   26  H13 UNL     1       0.791  -2.721   1.062  1.00  0.00           H  
HETATM   27  H14 UNL     1      -0.853  -2.018   1.192  1.00  0.00           H  
HETATM   28  H15 UNL     1       0.510  -1.263   2.080  1.00  0.00           H  
HETATM   29  H16 UNL     1      -2.412  -1.353  -1.290  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4   12
CONECT    3   17   18   19
CONECT    4    5    5   20
CONECT    5    6    9
CONECT    6    7    8    8
CONECT    7   21   22
CONECT    9   10   11   12
CONECT   10   23   24   25
CONECT   11   26   27   28
CONECT   12   13
CONECT   13   29
END

HMDB0243893
     RDKit          3D
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.0707    1.2846   -1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    0.5452   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876    0.3186    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091    1.2733   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.4319    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687    0.7387    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238    2.0815    0.7883 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2075   -0.1604    0.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -0.9360   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -1.6136   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -1.7501    1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.6920   -0.9156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -1.7026   -0.8804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1201    1.0009   -1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723    2.3660   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8603    0.9362   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521    1.2892    1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    0.2673    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -0.5157    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364    2.3639    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136    2.7966    1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6683    2.4158    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207   -2.3984   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289   -2.1358   -0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263   -0.8509   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913   -2.7207    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -2.0177    1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5098   -1.2629    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -1.3528   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12  2  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  7 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₆N₂O₂

Average Molecular Weight

184.239

Monoisotopic Molecular Weight

184.121177763

IUPAC Name

1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide

Traditional Name

1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carboxamide

CAS Registry Number

Not Available

SMILES

CC1(C)C=C(C(N)=O)C(C)(C)N1O

InChI Identifier

InChI=1S/C9H16N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h5,13H,1-4H3,(H2,10,12)

InChI Key

GMXOTWPDUBXCMS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroline carboxylic acids and derivatives. These are heterocyclic compounds containing a pyrroline ring substituted by one or more carboxylic acid groups (or derivative thereof).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolines

Sub Class

Pyrroline carboxylic acids and derivatives

Direct Parent

Pyrroline carboxylic acids and derivatives

Alternative Parents

Substituents

Pyrroline carboxylic acid or derivatives
Primary carboxylic acid amide
Carboxamide group
Azacycle
N-organohydroxylamine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.34	ALOGPS
logP	-0.2	ChemAxon
logS	-0.51	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	1.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.56 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	50.74 m³·mol⁻¹	ChemAxon
Polarizability	19.61 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	144.218	30932474
DeepCCS	[M-H]-	141.86	30932474
DeepCCS	[M-2H]-	176.655	30932474
DeepCCS	[M+Na]+	151.93	30932474
AllCCS	[M+H]+	139.2	32859911
AllCCS	[M+H-H2O]+	135.2	32859911
AllCCS	[M+NH4]+	143.0	32859911
AllCCS	[M+Na]+	144.1	32859911
AllCCS	[M-H]-	141.8	32859911
AllCCS	[M+Na-2H]-	143.0	32859911
AllCCS	[M+HCOO]-	144.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide	CC1(C)C=C(C(N)=O)C(C)(C)N1O	2638.8	Standard polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide	CC1(C)C=C(C(N)=O)C(C)(C)N1O	1512.9	Standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide	CC1(C)C=C(C(N)=O)C(C)(C)N1O	1541.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,1TMS,isomer #1	CC1(C)C=C(C(=O)N[Si](C)(C)C)C(C)(C)N1O	1557.7	Semi standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,1TMS,isomer #1	CC1(C)C=C(C(=O)N[Si](C)(C)C)C(C)(C)N1O	1600.4	Standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,1TMS,isomer #1	CC1(C)C=C(C(=O)N[Si](C)(C)C)C(C)(C)N1O	1935.4	Standard polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,2TMS,isomer #1	CC1(C)C=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)(C)N1O	1631.4	Semi standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,2TMS,isomer #1	CC1(C)C=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)(C)N1O	1672.5	Standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,2TMS,isomer #1	CC1(C)C=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)(C)N1O	1943.4	Standard polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,1TBDMS,isomer #1	CC1(C)C=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C)(C)N1O	1782.9	Semi standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,1TBDMS,isomer #1	CC1(C)C=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C)(C)N1O	1835.7	Standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,1TBDMS,isomer #1	CC1(C)C=C(C(=O)N[Si](C)(C)C(C)(C)C)C(C)(C)N1O	2068.3	Standard polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,2TBDMS,isomer #1	CC1(C)C=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)N1O	2073.4	Semi standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,2TBDMS,isomer #1	CC1(C)C=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)N1O	2075.8	Standard non polar	33892256
1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide,2TBDMS,isomer #1	CC1(C)C=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)N1O	2187.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-03xr-4900000000-3e7eda90c92a713214bd	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide 10V, Positive-QTOF	splash10-000i-0900000000-a4a9b4b94ac8b62c90f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide 20V, Positive-QTOF	splash10-00ri-2900000000-ab0f04a7977675e036e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide 40V, Positive-QTOF	splash10-01b9-9000000000-a69aeaced8956910397a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide 10V, Negative-QTOF	splash10-001l-0900000000-aed6ad9638b5e34baf30	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide 20V, Negative-QTOF	splash10-0006-1900000000-f19ac439d69ecc28e6b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide 40V, Negative-QTOF	splash10-006x-9600000000-6889ff42a08389d12823	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

69163

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76703

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide (HMDB0243893)

MOL for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

3D MOL for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

3D SDF for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

3D-SDF for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

PDB for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

3D PDB for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

SMILES for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

INCHI for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

Structure for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

3D Structure for HMDB0243893 (1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carboxamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra