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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-01 20:10:28 UTC

Update Date

2021-09-26 22:49:00 UTC

HMDB ID

HMDB0242584

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

Description

1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on 1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2r,4s)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 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

HMDB0242584
     RDKit          3D
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.1772   -2.5246   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806   -1.3241   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.9354   -0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102   -1.6819    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448    0.3142   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710    1.4842   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    2.3490    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091    2.5695    1.7017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646    1.5408    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661    0.5497    0.0525 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786   -0.1306   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.9867   -1.0594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907    0.1137    0.6383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1232   -0.5214    0.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -0.2190   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0790    0.0658    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -2.0248    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0770   -2.2821   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760   -3.1934   -0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341   -3.0119   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    0.3569   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135    2.1141   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    1.1424   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308    3.3428    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6577    3.0268    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    3.2378    2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8890    1.1420    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1257    2.2300    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839    0.6050   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691    0.1655   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957   -1.0825   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103    0.0338    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    1.1517    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383   -0.4513    2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7191   -2.4038   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836   -2.3897    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -2.3725    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 10  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
M  END


  Mrv1652309012122202D          

 17 17  0  0  0  0            999 V2000
    1.2822    4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 N   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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242584

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1CC(N)CN1C(=O)OC(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O4/c1-11(2,3)17-10(15)13-6-7(12)5-8(13)9(14)16-4/h7-8H,5-6,12H2,1-4H3

> <INCHI_KEY>
IOLQYMRFIIVPMQ-UHFFFAOYSA-N

> <FORMULA>
C11H20N2O4

> <MOLECULAR_WEIGHT>
244.291

> <EXACT_MASS>
244.142307132

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.752249298342367

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

> <ALOGPS_LOGP>
0.12

> <JCHEM_LOGP>
0.07736629599999906

> <ALOGPS_LOGS>
-0.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.348540141545913

> <JCHEM_POLAR_SURFACE_AREA>
81.86

> <JCHEM_REFRACTIVITY>
60.80390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242584
     RDKit          3D
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.1772   -2.5246   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806   -1.3241   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.9354   -0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102   -1.6819    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448    0.3142   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710    1.4842   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    2.3490    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091    2.5695    1.7017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646    1.5408    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661    0.5497    0.0525 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786   -0.1306   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.9867   -1.0594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907    0.1137    0.6383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1232   -0.5214    0.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -0.2190   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0790    0.0658    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -2.0248    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0770   -2.2821   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760   -3.1934   -0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341   -3.0119   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    0.3569   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135    2.1141   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    1.1424   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308    3.3428    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6577    3.0268    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    3.2378    2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8890    1.1420    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1257    2.2300    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839    0.6050   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691    0.1655   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957   -1.0825   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103    0.0338    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    1.1517    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383   -0.4513    2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7191   -2.4038   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836   -2.3897    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -2.3725    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 10  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
M  END

HEADER    PROTEIN                                 01-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-21         0                                  
HETATM    1  C   UNK     0       2.393   7.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.853   5.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.933   5.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       1.060   2.080   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.795   0.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.971   3.157   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.436   3.633   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.735  -1.536   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0242584
HETATM    1  C1  UNL     1      -4.177  -2.525  -0.729  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.481  -1.324  -1.055  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.331  -0.935  -0.386  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.910  -1.682   0.533  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.645   0.314  -0.758  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.571   1.484  -0.486  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.926   2.349   0.546  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.809   2.569   1.702  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.765   1.541   1.044  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.466   0.550   0.053  1.00  0.00           N  
HETATM   11  C7  UNL     1       0.779  -0.131  -0.151  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.923  -0.987  -1.059  1.00  0.00           O  
HETATM   13  O4  UNL     1       1.891   0.114   0.638  1.00  0.00           O  
HETATM   14  C8  UNL     1       3.123  -0.521   0.479  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.650  -0.219  -0.903  1.00  0.00           C  
HETATM   16  C10 UNL     1       4.079   0.066   1.485  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.037  -2.025   0.583  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.077  -2.282  -0.108  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.476  -3.193  -0.189  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.534  -3.012  -1.645  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.363   0.357  -1.833  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.713   2.114  -1.409  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.558   1.142  -0.111  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.631   3.343   0.175  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.658   3.027   1.312  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.293   3.238   2.319  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.889   1.142   2.055  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.126   2.230   1.091  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.384   0.605  -0.816  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.869   0.166  -1.601  1.00  0.00           H  
HETATM   31  H14 UNL     1       4.196  -1.083  -1.342  1.00  0.00           H  
HETATM   32  H15 UNL     1       5.110   0.034   1.059  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.827   1.152   1.577  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.038  -0.451   2.462  1.00  0.00           H  
HETATM   35  H18 UNL     1       2.719  -2.404  -0.401  1.00  0.00           H  
HETATM   36  H19 UNL     1       4.084  -2.390   0.731  1.00  0.00           H  
HETATM   37  H20 UNL     1       2.438  -2.372   1.425  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   10   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26
CONECT    9   10   27   28
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   16   17
CONECT   15   29   30   31
CONECT   16   32   33   34
CONECT   17   35   36   37
END

HMDB0242584
     RDKit          3D
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.1772   -2.5246   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806   -1.3241   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.9354   -0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102   -1.6819    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448    0.3142   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710    1.4842   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    2.3490    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091    2.5695    1.7017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646    1.5408    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661    0.5497    0.0525 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786   -0.1306   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.9867   -1.0594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907    0.1137    0.6383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1232   -0.5214    0.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -0.2190   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0790    0.0658    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -2.0248    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0770   -2.2821   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760   -3.1934   -0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341   -3.0119   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    0.3569   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135    2.1141   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    1.1424   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308    3.3428    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6577    3.0268    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930    3.2378    2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8890    1.1420    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1257    2.2300    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839    0.6050   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691    0.1655   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957   -1.0825   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103    0.0338    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    1.1517    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383   -0.4513    2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7191   -2.4038   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836   -2.3897    0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -2.3725    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 10  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylic acid	Generator
(2R,4S)-1-Tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylic acid	Generator

Chemical Formula

C₁₁H₂₀N₂O₄

Average Molecular Weight

244.291

Monoisotopic Molecular Weight

244.142307132

IUPAC Name

1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

Traditional Name

1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1CC(N)CN1C(=O)OC(C)(C)C

InChI Identifier

InChI=1S/C11H20N2O4/c1-11(2,3)17-10(15)13-6-7(12)5-8(13)9(14)16-4/h7-8H,5-6,12H2,1-4H3

InChI Key

IOLQYMRFIIVPMQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Proline or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Carbamic acid ester
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Amine
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)

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	0.12	ALOGPS
logP	0.077	ChemAxon
logS	-0.35	ALOGPS
pKa (Strongest Basic)	9.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.8 m³·mol⁻¹	ChemAxon
Polarizability	25.75 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]+	157.341	30932474
DeepCCS	[M-H]-	154.946	30932474
DeepCCS	[M-2H]-	187.829	30932474
DeepCCS	[M+Na]+	163.316	30932474
AllCCS	[M+H]+	155.2	32859911
AllCCS	[M+H-H2O]+	151.8	32859911
AllCCS	[M+NH4]+	158.4	32859911
AllCCS	[M+Na]+	159.3	32859911
AllCCS	[M-H]-	158.2	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	159.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate	COC(=O)C1CC(N)CN1C(=O)OC(C)(C)C	2245.0	Standard polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate	COC(=O)C1CC(N)CN1C(=O)OC(C)(C)C	1562.9	Standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate	COC(=O)C1CC(N)CN1C(=O)OC(C)(C)C	1673.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,1TMS,isomer #1	COC(=O)C1CC(N[Si](C)(C)C)CN1C(=O)OC(C)(C)C	1770.9	Semi standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,1TMS,isomer #1	COC(=O)C1CC(N[Si](C)(C)C)CN1C(=O)OC(C)(C)C	1805.0	Standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,1TMS,isomer #1	COC(=O)C1CC(N[Si](C)(C)C)CN1C(=O)OC(C)(C)C	2489.6	Standard polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,2TMS,isomer #1	COC(=O)C1CC(N([Si](C)(C)C)[Si](C)(C)C)CN1C(=O)OC(C)(C)C	1933.4	Semi standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,2TMS,isomer #1	COC(=O)C1CC(N([Si](C)(C)C)[Si](C)(C)C)CN1C(=O)OC(C)(C)C	1953.1	Standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,2TMS,isomer #1	COC(=O)C1CC(N([Si](C)(C)C)[Si](C)(C)C)CN1C(=O)OC(C)(C)C	2320.3	Standard polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,1TBDMS,isomer #1	COC(=O)C1CC(N[Si](C)(C)C(C)(C)C)CN1C(=O)OC(C)(C)C	1973.3	Semi standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,1TBDMS,isomer #1	COC(=O)C1CC(N[Si](C)(C)C(C)(C)C)CN1C(=O)OC(C)(C)C	2011.0	Standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,1TBDMS,isomer #1	COC(=O)C1CC(N[Si](C)(C)C(C)(C)C)CN1C(=O)OC(C)(C)C	2535.5	Standard polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,2TBDMS,isomer #1	COC(=O)C1CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CN1C(=O)OC(C)(C)C	2307.1	Semi standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,2TBDMS,isomer #1	COC(=O)C1CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CN1C(=O)OC(C)(C)C	2340.4	Standard non polar	33892256
(2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate,2TBDMS,isomer #1	COC(=O)C1CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CN1C(=O)OC(C)(C)C	2461.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-9800000000-c27d1f898cfb13ca4138	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 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 - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 10V, Positive-QTOF	splash10-000b-0950000000-862124394be2ca962bfa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 20V, Positive-QTOF	splash10-004r-2910000000-cf234c6e988a25d30cac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 40V, Positive-QTOF	splash10-067r-9400000000-e3891c5653421e660710	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 10V, Negative-QTOF	splash10-0006-0190000000-c10c2593b5dfccb1c3fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 20V, Negative-QTOF	splash10-03di-0910000000-15ea47b2c5c19c711eea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 40V, Negative-QTOF	splash10-003r-9300000000-db7b3a5aa77a37dc4367	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

4095223

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4913064

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 (2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate (HMDB0242584)

MOL for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

3D MOL for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

3D SDF for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

3D-SDF for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

PDB for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

3D PDB for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

SMILES for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

INCHI for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

Structure for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

3D Structure for HMDB0242584 ((2R,4S)-1-Tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra