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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:01:25 UTC

Update Date

2021-09-26 22:56:26 UTC

HMDB ID

HMDB0247005

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tris(2-carboxyethyl)phosphine

Description

Tris(2-carboxyethyl)phosphine, also known as TCEP, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on Tris(2-carboxyethyl)phosphine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tris(2-carboxyethyl)phosphine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tris(2-carboxyethyl)phosphine 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

HMDB0247005
     RDKit          3D
Tris(2-carboxyethyl)phosphine
 31 30  0  0  0  0  0  0  0  0999 V2000
   -1.3622    1.9058    2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241    2.5781    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029    3.0325    1.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    2.8669    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672    2.2870    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066    0.4634    0.3915 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3176   -0.3548   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170   -1.8576   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -2.5147   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273   -1.8480   -1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -3.9022   -0.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -0.1831   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801   -0.6140    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9331   -1.1293   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -1.1843   -1.6984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -1.5627    0.2586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630    3.2901    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    2.4483   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866    3.9603    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    2.7173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095    2.5942   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095   -0.0898    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494   -0.0926   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -2.1535   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8630   -2.2145    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -4.3917   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0827    0.6133   -1.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3632   -1.0119   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -1.4509    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    0.2109    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810   -2.4125    0.8207 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  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 16 31  1  0
M  END

  Mrv0541 05041411502D          

 16 15  0  0  0  0            999 V2000
    2.7770   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.3645    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247005

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCP(CCC(O)=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H15O6P/c10-7(11)1-4-16(5-2-8(12)13)6-3-9(14)15/h1-6H2,(H,10,11)(H,12,13)(H,14,15)

> <INCHI_KEY>
PZBFGYYEXUXCOF-UHFFFAOYSA-N

> <FORMULA>
C9H15O6P

> <MOLECULAR_WEIGHT>
250.1856

> <EXACT_MASS>
250.060624724

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
23.24904285474378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[bis(2-carboxyethyl)phosphanyl]propanoic acid

> <ALOGPS_LOGP>
0.30

> <JCHEM_LOGP>
-1.2397103494838058

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.799287409982233

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2212362024886243

> <JCHEM_PKA_STRONGEST_BASIC>
8.935018431089262

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
59.157000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tris(2-carboxyethyl)phosphine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247005
     RDKit          3D
Tris(2-carboxyethyl)phosphine
 31 30  0  0  0  0  0  0  0  0999 V2000
   -1.3622    1.9058    2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241    2.5781    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029    3.0325    1.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    2.8669    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672    2.2870    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066    0.4634    0.3915 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3176   -0.3548   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170   -1.8576   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -2.5147   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273   -1.8480   -1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -3.9022   -0.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -0.1831   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801   -0.6140    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9331   -1.1293   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -1.1843   -1.6984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -1.5627    0.2586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630    3.2901    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    2.4483   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866    3.9603    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    2.7173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095    2.5942   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095   -0.0898    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494   -0.0926   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -2.1535   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8630   -2.2145    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -4.3917   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0827    0.6133   -1.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3632   -1.0119   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -1.4509    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    0.2109    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810   -2.4125    0.8207 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  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
CONECT    1    4    7                                                       
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    1   16                                                       
CONECT    5    2   16                                                       
CONECT    6    3   16                                                       
CONECT    7    1   10   11                                                  
CONECT    8    2   12   13                                                  
CONECT    9    3   14   15                                                  
CONECT   10    7                                                            
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15    9                                                            
CONECT   16    4    5    6                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0247005
HETATM    1  O1  UNL     1      -1.362   1.906   2.429  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.924   2.578   1.542  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.203   3.032   1.763  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.220   2.867   0.297  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.167   2.287   0.239  1.00  0.00           C  
HETATM    6  P1  UNL     1       0.207   0.463   0.391  1.00  0.00           P  
HETATM    7  C4  UNL     1      -1.318  -0.355  -0.246  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.117  -1.858  -0.174  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.352  -2.515  -0.690  1.00  0.00           C  
HETATM   10  O3  UNL     1      -3.327  -1.848  -1.089  1.00  0.00           O  
HETATM   11  O4  UNL     1      -2.436  -3.902  -0.735  1.00  0.00           O  
HETATM   12  C7  UNL     1       1.652  -0.183  -0.584  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.780  -0.614   0.338  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.933  -1.129  -0.425  1.00  0.00           C  
HETATM   15  O5  UNL     1       3.931  -1.184  -1.698  1.00  0.00           O  
HETATM   16  O6  UNL     1       5.043  -1.563   0.259  1.00  0.00           O  
HETATM   17  H1  UNL     1      -3.863   3.290   1.044  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.768   2.448  -0.597  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.187   3.960   0.119  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.743   2.717   1.096  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.709   2.594  -0.677  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.210  -0.090   0.353  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.449  -0.093  -1.312  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.282  -2.154  -0.853  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.863  -2.215   0.828  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.268  -4.392  -0.420  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.083   0.613  -1.244  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.363  -1.012  -1.254  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.398  -1.451   0.987  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.060   0.211   1.001  1.00  0.00           H  
HETATM   31  H15 UNL     1       5.081  -2.412   0.821  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   12
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   10   11
CONECT   11   26
CONECT   12   13   27   28
CONECT   13   14   29   30
CONECT   14   15   15   16
CONECT   16   31
END

HMDB0247005
     RDKit          3D
Tris(2-carboxyethyl)phosphine
 31 30  0  0  0  0  0  0  0  0999 V2000
   -1.3622    1.9058    2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241    2.5781    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029    3.0325    1.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    2.8669    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672    2.2870    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066    0.4634    0.3915 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3176   -0.3548   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170   -1.8576   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -2.5147   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273   -1.8480   -1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -3.9022   -0.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -0.1831   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801   -0.6140    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9331   -1.1293   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -1.1843   -1.6984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -1.5627    0.2586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630    3.2901    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    2.4483   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866    3.9603    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    2.7173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095    2.5942   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095   -0.0898    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494   -0.0926   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -2.1535   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8630   -2.2145    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -4.3917   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0827    0.6133   -1.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3632   -1.0119   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -1.4509    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    0.2109    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810   -2.4125    0.8207 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  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 16 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,3',3''-Phosphinidynetrispropanoic acid	ChEBI
3,3',3''-Phosphinidynetrispropanoate	Generator
TCEP	HMDB
Tris(2-carboxyethyl)phosphine	ChEBI, MeSH

Chemical Formula

C₉H₁₅O₆P

Average Molecular Weight

250.1856

Monoisotopic Molecular Weight

250.060624724

IUPAC Name

3-[bis(2-carboxyethyl)phosphanyl]propanoic acid

Traditional Name

tris(2-carboxyethyl)phosphine

CAS Registry Number

Not Available

SMILES

OC(=O)CCP(CCC(O)=O)CCC(O)=O

InChI Identifier

InChI=1S/C9H15O6P/c10-7(11)1-4-16(5-2-8(12)13)6-3-9(14)15/h1-6H2,(H,10,11)(H,12,13)(H,14,15)

InChI Key

PZBFGYYEXUXCOF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Phosphine
Carboxylic acid
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tricarboxylic acid (CHEBI:63213 )
phosphine derivative (CHEBI:63213 )

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	0.3	ALOGPS
logP	-1.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	8.94	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	59.16 m³·mol⁻¹	ChemAxon
Polarizability	23.25 Å³	ChemAxon
Number of Rings	0	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]+	147.024	30932474
DeepCCS	[M-H]-	143.409	30932474
DeepCCS	[M-2H]-	180.877	30932474
DeepCCS	[M+Na]+	156.415	30932474
AllCCS	[M+H]+	151.4	32859911
AllCCS	[M+H-H2O]+	148.5	32859911
AllCCS	[M+NH4]+	154.1	32859911
AllCCS	[M+Na]+	154.9	32859911
AllCCS	[M-H]-	150.7	32859911
AllCCS	[M+Na-2H]-	151.6	32859911
AllCCS	[M+HCOO]-	152.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tris(2-carboxyethyl)phosphine	OC(=O)CCP(CCC(O)=O)CCC(O)=O	3138.2	Standard polar	33892256
Tris(2-carboxyethyl)phosphine	OC(=O)CCP(CCC(O)=O)CCC(O)=O	1641.8	Standard non polar	33892256
Tris(2-carboxyethyl)phosphine	OC(=O)CCP(CCC(O)=O)CCC(O)=O	2154.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fc3-8960000000-4aafe01b4ae2a26aeef1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tris(2-carboxyethyl)phosphine GC-MS (TBDMS_3_1) - 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 - Tris(2-carboxyethyl)phosphine 10V, Positive-QTOF	splash10-0f89-2090000000-fe85e1eddb0f767c40b5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 20V, Positive-QTOF	splash10-0kjl-2950000000-c5ded8a0aa5f7a253e5e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 40V, Positive-QTOF	splash10-05di-9300000000-5ed9326d1a72413796b7	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 10V, Negative-QTOF	splash10-0002-0090000000-7de00c02ed285ee20147	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 20V, Negative-QTOF	splash10-000t-3190000000-a40c72d1e8063620d292	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 40V, Negative-QTOF	splash10-0a4i-9410000000-f39b6f41ed81f24fad15	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 10V, Negative-QTOF	splash10-0002-0190000000-96af553a37b6db956b98	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 20V, Negative-QTOF	splash10-0pc0-1920000000-fd428ea3df90f91d8057	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 40V, Negative-QTOF	splash10-0a4i-2900000000-8fe77c0bf480ef1d1b27	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 10V, Positive-QTOF	splash10-0ue9-0090000000-ca38cf08356239f472f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 20V, Positive-QTOF	splash10-0gx0-0950000000-eca47e5469965147e7a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tris(2-carboxyethyl)phosphine 40V, Positive-QTOF	splash10-0zfr-2900000000-630d1f7736421dd03b98	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

106653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

TCEP

METLIN ID

Not Available

PubChem Compound

119411

PDB ID

Not Available

ChEBI ID

63213

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 Tris(2-carboxyethyl)phosphine (HMDB0247005)

MOL for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

3D MOL for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

3D SDF for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

3D-SDF for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

PDB for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

3D PDB for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

SMILES for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

INCHI for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

Structure for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

3D Structure for HMDB0247005 (Tris(2-carboxyethyl)phosphine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra