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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:27:15 UTC

Update Date

2021-09-26 22:51:56 UTC

HMDB ID

HMDB0244286

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(3-Phosphonopropyl)piperazine-2-carboxylic acid

Description

4-(3-Phosphonopropyl)piperazine-2-carboxylic acid, also known as carboxypeptidase p or microsomal prolylcarboxypeptidase, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a significant number of articles have been published on 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(3-phosphonopropyl)piperazine-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 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

HMDB0244286
     RDKit          3D
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.4165   -1.7723    1.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -0.7147    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4410    0.5130    1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -0.5146   -0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4756   -0.8604    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302   -0.1385   -0.5293 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308    0.4602    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5889   -0.4241    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -0.9194   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -0.2164    0.3563 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5469   -0.8286    1.7277 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -0.6466   -0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.4597    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    0.6690   -1.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9879    1.5409   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    0.5880   -1.0410 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0570    1.0294    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1262   -1.4150   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2726   -1.9422    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.6228    1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400    1.3510   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725    0.8518    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484   -1.3004    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977    0.1140    1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330   -0.6394   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794   -2.0028   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9019   -1.4435   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.7726    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230    1.3558   -1.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2278    0.0391   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408    2.3505   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076    1.8113    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5426    0.4951   -1.9345 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16  4  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
M  END


  Mrv1652309102123272D          

 16 16  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244286

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CN(CCCP(O)(O)=O)CCN1

> <INCHI_IDENTIFIER>
InChI=1S/C8H17N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h7,9H,1-6H2,(H,11,12)(H2,13,14,15)

> <INCHI_KEY>
CUVGUPIVTLGRGI-UHFFFAOYSA-N

> <FORMULA>
C8H17N2O5P

> <MOLECULAR_WEIGHT>
252.207

> <EXACT_MASS>
252.087508653

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.79152125487841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(3-phosphonopropyl)piperazine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.79

> <JCHEM_LOGP>
-4.131344720137692

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.8221467176346846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9780254258213197

> <JCHEM_PKA_STRONGEST_BASIC>
9.513973069918169

> <JCHEM_POLAR_SURFACE_AREA>
110.10000000000002

> <JCHEM_REFRACTIVITY>
56.7716

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-phosphonopropyl)piperazine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244286
     RDKit          3D
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.4165   -1.7723    1.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -0.7147    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4410    0.5130    1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -0.5146   -0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4756   -0.8604    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302   -0.1385   -0.5293 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308    0.4602    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5889   -0.4241    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -0.9194   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -0.2164    0.3563 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5469   -0.8286    1.7277 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -0.6466   -0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.4597    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    0.6690   -1.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9879    1.5409   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    0.5880   -1.0410 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0570    1.0294    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1262   -1.4150   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2726   -1.9422    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.6228    1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400    1.3510   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725    0.8518    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484   -1.3004    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977    0.1140    1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330   -0.6394   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794   -2.0028   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9019   -1.4435   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.7726    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230    1.3558   -1.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2278    0.0391   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408    2.3505   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076    1.8113    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5426    0.4951   -1.9345 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16  4  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.000   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  P   UNK     0      -2.667  -4.620   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      -2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.207  -4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.127  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0244286
HETATM    1  O1  UNL     1      -4.416  -1.772   1.106  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.926  -0.715   0.775  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.441   0.513   1.378  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.814  -0.515  -0.210  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.476  -0.860   0.202  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.430  -0.138  -0.529  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.531   0.460   0.344  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.589  -0.424   0.934  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.587  -0.919  -0.080  1.00  0.00           C  
HETATM   10  P1  UNL     1       4.225  -0.216   0.356  1.00  0.00           P  
HETATM   11  O3  UNL     1       4.547  -0.829   1.728  1.00  0.00           O  
HETATM   12  O4  UNL     1       5.394  -0.647  -0.748  1.00  0.00           O  
HETATM   13  O5  UNL     1       4.167   1.460   0.459  1.00  0.00           O  
HETATM   14  C7  UNL     1      -0.835   0.669  -1.574  1.00  0.00           C  
HETATM   15  C8  UNL     1      -1.988   1.541  -1.036  1.00  0.00           C  
HETATM   16  N2  UNL     1      -3.112   0.588  -1.041  1.00  0.00           N  
HETATM   17  H1  UNL     1      -5.057   1.029   0.668  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.126  -1.415  -0.962  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.273  -1.942   0.125  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.358  -0.623   1.322  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.940   1.351  -0.189  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.072   0.852   1.231  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.048  -1.300   1.387  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.098   0.114   1.743  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.333  -0.639  -1.125  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.679  -2.003  -0.015  1.00  0.00           H  
HETATM   27  H11 UNL     1       5.902  -1.443  -0.430  1.00  0.00           H  
HETATM   28  H12 UNL     1       5.126   1.773   0.386  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.023   1.356  -1.873  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.228   0.039  -2.384  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.241   2.351  -1.698  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.808   1.811   0.002  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.543   0.495  -1.934  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5   16   18
CONECT    5    6   19   20
CONECT    6    7   14
CONECT    7    8   21   22
CONECT    8    9   23   24
CONECT    9   10   25   26
CONECT   10   11   11   12   13
CONECT   12   27
CONECT   13   28
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   33
END

HMDB0244286
     RDKit          3D
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.4165   -1.7723    1.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -0.7147    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4410    0.5130    1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -0.5146   -0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4756   -0.8604    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302   -0.1385   -0.5293 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308    0.4602    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5889   -0.4241    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -0.9194   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -0.2164    0.3563 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5469   -0.8286    1.7277 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -0.6466   -0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.4597    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    0.6690   -1.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9879    1.5409   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    0.5880   -1.0410 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0570    1.0294    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1262   -1.4150   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2726   -1.9422    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.6228    1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400    1.3510   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725    0.8518    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484   -1.3004    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977    0.1140    1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330   -0.6394   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794   -2.0028   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9019   -1.4435   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.7726    0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230    1.3558   -1.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2278    0.0391   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408    2.3505   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076    1.8113    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5426    0.4951   -1.9345 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16  4  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(3-Phosphonopropyl)piperazine-2-carboxylate	Generator
3-(2-Carboxypiperazin-4-yl)propyl-1-phosphonic acid	HMDB
3-2-CPP	HMDB
4-(3-Phosphonopropyl)-2-piperazinecarboxylic acid	HMDB
Carboxypeptidase p	HMDB
Microsomal prolylcarboxypeptidase	HMDB

Chemical Formula

C₈H₁₇N₂O₅P

Average Molecular Weight

252.207

Monoisotopic Molecular Weight

252.087508653

IUPAC Name

4-(3-phosphonopropyl)piperazine-2-carboxylic acid

Traditional Name

4-(3-phosphonopropyl)piperazine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CN(CCCP(O)(O)=O)CCN1

InChI Identifier

InChI=1S/C8H17N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h7,9H,1-6H2,(H,11,12)(H2,13,14,15)

InChI Key

CUVGUPIVTLGRGI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

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 acids

Alternative Parents

Substituents

Alpha-amino acid
Piperazine-2-carboxylic acid
N-alkylpiperazine
1,4-diazinane
Piperazine
Organophosphonic acid
Organophosphonic acid derivative
Amino acid
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Organonitrogen compound
Organic oxide
Carbonyl group
Amine
Organooxygen compound
Organophosphorus compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
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	-2.8	ALOGPS
logP	-4.1	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	0.98	ChemAxon
pKa (Strongest Basic)	9.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	110.1 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.77 m³·mol⁻¹	ChemAxon
Polarizability	23.79 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	143.629	30932474
DeepCCS	[M-H]-	141.233	30932474
DeepCCS	[M-2H]-	176.004	30932474
DeepCCS	[M+Na]+	150.6	30932474
AllCCS	[M+H]+	153.1	32859911
AllCCS	[M+H-H2O]+	149.7	32859911
AllCCS	[M+NH4]+	156.2	32859911
AllCCS	[M+Na]+	157.2	32859911
AllCCS	[M-H]-	151.8	32859911
AllCCS	[M+Na-2H]-	152.4	32859911
AllCCS	[M+HCOO]-	153.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0243 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.9 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	360.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	278.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	44.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	59.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	315.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	241.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	999.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	621.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	50.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	636.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	305.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	827.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	651.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	520.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid	OC(=O)C1CN(CCCP(O)(O)=O)CCN1	2904.8	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid	OC(=O)C1CN(CCCP(O)(O)=O)CCN1	1953.3	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid	OC(=O)C1CN(CCCP(O)(O)=O)CCN1	2306.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C)CCN1	2312.1	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C)CCN1	2282.8	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C)CCN1	3326.3	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O)CCN1[Si](C)(C)C	2310.8	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O)CCN1[Si](C)(C)C	2313.6	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O)CCN1[Si](C)(C)C	3473.4	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #3	C[Si](C)(C)OP(=O)(CCCN1CCNC(C(=O)O)C1)O[Si](C)(C)C	2345.2	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #3	C[Si](C)(C)OP(=O)(CCCN1CCNC(C(=O)O)C1)O[Si](C)(C)C	2324.8	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #3	C[Si](C)(C)OP(=O)(CCCN1CCNC(C(=O)O)C1)O[Si](C)(C)C	3247.2	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)CCCN1CCN([Si](C)(C)C)C(C(=O)O)C1	2338.2	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)CCCN1CCN([Si](C)(C)C)C(C(=O)O)C1	2337.1	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)CCCN1CCN([Si](C)(C)C)C(C(=O)O)C1	3263.7	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)CCN1	2314.6	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)CCN1	2387.3	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)CCN1	2892.9	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C)CCN1[Si](C)(C)C	2322.1	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C)CCN1[Si](C)(C)C	2387.3	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C)CCN1[Si](C)(C)C	2989.1	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #3	C[Si](C)(C)OP(=O)(CCCN1CCN([Si](C)(C)C)C(C(=O)O)C1)O[Si](C)(C)C	2363.5	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #3	C[Si](C)(C)OP(=O)(CCCN1CCN([Si](C)(C)C)C(C(=O)O)C1)O[Si](C)(C)C	2409.5	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TMS,isomer #3	C[Si](C)(C)OP(=O)(CCCN1CCN([Si](C)(C)C)C(C(=O)O)C1)O[Si](C)(C)C	2873.9	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)CCN1[Si](C)(C)C	2346.4	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)CCN1[Si](C)(C)C	2447.5	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)CCN1[Si](C)(C)C	2667.7	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C(C)(C)C)CCN1	2756.8	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C(C)(C)C)CCN1	2738.7	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C(C)(C)C)CCN1	3420.2	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O)CCN1[Si](C)(C)C(C)(C)C	2817.4	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O)CCN1[Si](C)(C)C(C)(C)C	2783.9	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O)CCN1[Si](C)(C)C(C)(C)C	3620.0	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(CCCN1CCNC(C(=O)O)C1)O[Si](C)(C)C(C)(C)C	2831.4	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(CCCN1CCNC(C(=O)O)C1)O[Si](C)(C)C(C)(C)C	2753.6	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(CCCN1CCNC(C(=O)O)C1)O[Si](C)(C)C(C)(C)C	3367.2	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)CCCN1CCN([Si](C)(C)C(C)(C)C)C(C(=O)O)C1	2836.3	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)CCCN1CCN([Si](C)(C)C(C)(C)C)C(C(=O)O)C1	2781.5	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)CCCN1CCN([Si](C)(C)C(C)(C)C)C(C(=O)O)C1	3450.0	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CCN1	2973.3	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CCN1	2959.5	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CCN1	3088.4	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C(C)(C)C)CCN1[Si](C)(C)C(C)(C)C	3011.4	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C(C)(C)C)CCN1[Si](C)(C)C(C)(C)C	3010.2	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O)O[Si](C)(C)C(C)(C)C)CCN1[Si](C)(C)C(C)(C)C	3198.7	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(CCCN1CCN([Si](C)(C)C(C)(C)C)C(C(=O)O)C1)O[Si](C)(C)C(C)(C)C	3073.9	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(CCCN1CCN([Si](C)(C)C(C)(C)C)C(C(=O)O)C1)O[Si](C)(C)C(C)(C)C	3010.4	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(CCCN1CCN([Si](C)(C)C(C)(C)C)C(C(=O)O)C1)O[Si](C)(C)C(C)(C)C	3143.0	Standard polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CCN1[Si](C)(C)C(C)(C)C	3228.7	Semi standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CCN1[Si](C)(C)C(C)(C)C	3147.6	Standard non polar	33892256
4-(3-Phosphonopropyl)piperazine-2-carboxylic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CN(CCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CCN1[Si](C)(C)C(C)(C)C	2988.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9730000000-3ff580728660f44ba548	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	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 - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 10V, Positive-QTOF	splash10-0udi-0090000000-c4f58e410e9abd52b7fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 20V, Positive-QTOF	splash10-0ly9-1970000000-5c2e8e646236666e6dee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 40V, Positive-QTOF	splash10-053r-9300000000-6dc32954f48161fd99e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 10V, Negative-QTOF	splash10-0udi-0090000000-fcdbf38d60cc4daa7396	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 20V, Negative-QTOF	splash10-0f89-3190000000-9f6af968d11fa3b59d6e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid 40V, Negative-QTOF	splash10-01t9-9400000000-f5bf23c470c6a7eb338c	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

1191

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1228

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 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid (HMDB0244286)

MOL for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

3D MOL for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

3D SDF for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

3D-SDF for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

PDB for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

3D PDB for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

SMILES for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

INCHI for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

Structure for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

3D Structure for HMDB0244286 (4-(3-Phosphonopropyl)piperazine-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra