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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:46:07 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259262

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Triphenyl Phosphate

Description

triphenyl phosphate, also known as TPP, belongs to the class of organic compounds known as aryl phosphotriesters. These are aryl phosphates in which the phosphate is esterified at exactly three positions. Based on a literature review very few articles have been published on triphenyl phosphate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Triphenyl phosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Triphenyl Phosphate 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

HMDB0259262
     RDKit          3D
TRIPHENYL PHOSPHATE
 38 40  0  0  0  0  0  0  0  0999 V2000
    1.1215   -0.5775    2.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.1035    1.1014 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0890   -0.9780   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -1.9841    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846   -2.2372    1.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992   -3.2640    1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199   -4.0381    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645   -3.8207   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3603   -2.7867   -0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5317    1.2204    0.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.8652   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443    0.3826   -1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429    0.0586   -1.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3692    0.2040   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1266    0.6826    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    1.0059    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686    0.9964    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801    1.7491    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440    3.0598    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551    3.8034   -0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0287    3.2767   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667    1.9667   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    1.2228    0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197   -1.6215    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9452   -3.4571    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -4.8371    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390   -4.4494   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212   -2.6028   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.2799   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650   -0.3179   -2.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3775   -0.0583   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9457    0.7982    1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322    1.3875    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    3.5011    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    4.8468   -0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866    3.8650   -1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2074    1.5579   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198    0.1965    0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  9  4  1  0
 16 11  1  0
 23 18  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END


  Mrv1572004191602082D          

 23 25  0  0  0  0            999 V2000
   -0.9355    8.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    7.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    7.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    5.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    6.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    5.5539    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 18 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  2  0  0  0  0
 23 20  1  0  0  0  0
 23 21  1  0  0  0  0
 23 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259262

> <DATABASE_NAME>
hmdb

> <SMILES>
O=P(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H15O4P/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H

> <INCHI_KEY>
XZZNDPSIHUTMOC-UHFFFAOYSA-N

> <FORMULA>
C18H15O4P

> <MOLECULAR_WEIGHT>
326.288

> <EXACT_MASS>
326.070795961

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.3595322840542

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
triphenyl phosphate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
5.087653691333333

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.39557393741402

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
87.4316

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
triphenyl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259262
     RDKit          3D
TRIPHENYL PHOSPHATE
 38 40  0  0  0  0  0  0  0  0999 V2000
    1.1215   -0.5775    2.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.1035    1.1014 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0890   -0.9780   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -1.9841    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846   -2.2372    1.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992   -3.2640    1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199   -4.0381    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645   -3.8207   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3603   -2.7867   -0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5317    1.2204    0.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.8652   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443    0.3826   -1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429    0.0586   -1.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3692    0.2040   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1266    0.6826    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    1.0059    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686    0.9964    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801    1.7491    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440    3.0598    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551    3.8034   -0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0287    3.2767   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667    1.9667   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    1.2228    0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197   -1.6215    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9452   -3.4571    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -4.8371    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390   -4.4494   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212   -2.6028   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.2799   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650   -0.3179   -2.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3775   -0.0583   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9457    0.7982    1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322    1.3875    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    3.5011    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    4.8468   -0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866    3.8650   -1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2074    1.5579   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198    0.1965    0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  9  4  1  0
 16 11  1  0
 23 18  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -1.746  15.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.921   4.977   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.977  11.701   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.080  14.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.413  14.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.255   5.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.413   5.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.207  13.035   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.207  10.367   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.080  13.447   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.413  13.447   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.255   7.287   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.413   7.287   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  13.035   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  10.367   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.746  12.677   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.921   8.057   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.897  11.701   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.183   9.034   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.746  11.137   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.921   9.597   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.357  11.701   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      -0.413  10.367   0.000  0.00  0.00           P+0
CONECT    1    4    5                                                       
CONECT    2    6    7                                                       
CONECT    3    8    9                                                       
CONECT    4    1   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    2   13                                                       
CONECT    8    3   14                                                       
CONECT    9    3   15                                                       
CONECT   10    4   16                                                       
CONECT   11    5   16                                                       
CONECT   12    6   17                                                       
CONECT   13    7   17                                                       
CONECT   14    8   18                                                       
CONECT   15    9   18                                                       
CONECT   16   10   11   20                                                  
CONECT   17   12   13   21                                                  
CONECT   18   14   15   22                                                  
CONECT   19   23                                                            
CONECT   20   16   23                                                       
CONECT   21   17   23                                                       
CONECT   22   18   23                                                       
CONECT   23   19   20   21   22                                             
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0259262
HETATM    1  O1  UNL     1       1.122  -0.577   2.277  1.00  0.00           O  
HETATM    2  P1  UNL     1       0.472   0.104   1.101  1.00  0.00           P  
HETATM    3  O2  UNL     1      -0.089  -0.978  -0.066  1.00  0.00           O  
HETATM    4  C1  UNL     1      -1.003  -1.984   0.155  1.00  0.00           C  
HETATM    5  C2  UNL     1      -1.585  -2.237   1.387  1.00  0.00           C  
HETATM    6  C3  UNL     1      -2.499  -3.264   1.553  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.820  -4.038   0.447  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.265  -3.821  -0.796  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.360  -2.787  -0.908  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.532   1.220   0.347  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.795   0.865  -0.085  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.044   0.383  -1.365  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.343   0.059  -1.690  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.369   0.204  -0.786  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.127   0.683   0.485  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.832   1.006   0.810  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.869   0.996   1.691  1.00  0.00           O  
HETATM   18  C13 UNL     1      -1.580   1.749   0.766  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.244   3.060   0.495  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.955   3.803  -0.426  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.029   3.277  -1.115  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.367   1.967  -0.846  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.655   1.223   0.076  1.00  0.00           C  
HETATM   24  H1  UNL     1      -1.320  -1.621   2.234  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.945  -3.457   2.500  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.534  -4.837   0.586  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.539  -4.449  -1.648  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.921  -2.603  -1.857  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.220   0.280  -2.050  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.565  -0.318  -2.675  1.00  0.00           H  
HETATM   31  H8  UNL     1       6.377  -0.058  -1.070  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.946   0.798   1.205  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.632   1.387   1.820  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.403   3.501   1.022  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.681   4.847  -0.637  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.587   3.865  -1.840  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.207   1.558  -1.387  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.920   0.196   0.287  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10   17
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   28
CONECT   10   11
CONECT   11   12   12   16
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   33
CONECT   17   18
CONECT   18   19   19   23
CONECT   19   20   34
CONECT   20   21   21   35
CONECT   21   22   36
CONECT   22   23   23   37
CONECT   23   38
END

HMDB0259262
     RDKit          3D
TRIPHENYL PHOSPHATE
 38 40  0  0  0  0  0  0  0  0999 V2000
    1.1215   -0.5775    2.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.1035    1.1014 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0890   -0.9780   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -1.9841    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846   -2.2372    1.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992   -3.2640    1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199   -4.0381    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645   -3.8207   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3603   -2.7867   -0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5317    1.2204    0.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.8652   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443    0.3826   -1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429    0.0586   -1.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3692    0.2040   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1266    0.6826    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    1.0059    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686    0.9964    1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801    1.7491    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440    3.0598    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551    3.8034   -0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0287    3.2767   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667    1.9667   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    1.2228    0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197   -1.6215    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9452   -3.4571    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -4.8371    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390   -4.4494   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212   -2.6028   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.2799   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650   -0.3179   -2.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3775   -0.0583   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9457    0.7982    1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322    1.3875    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    3.5011    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    4.8468   -0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866    3.8650   -1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2074    1.5579   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198    0.1965    0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  9  4  1  0
 16 11  1  0
 23 18  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Phosphoric acid, triphenyl ester	ChEBI
TPP	ChEBI
Triphenoxyphosphine oxide	ChEBI
Triphenylphosphate	ChEBI
Phosphate, triphenyl ester	Generator
Triphenylphosphoric acid	Generator
Triphenyl phosphoric acid	Generator

Chemical Formula

C₁₈H₁₅O₄P

Average Molecular Weight

326.288

Monoisotopic Molecular Weight

326.070795961

IUPAC Name

triphenyl phosphate

Traditional Name

triphenyl phosphate

CAS Registry Number

Not Available

SMILES

O=P(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC=CC=C1

InChI Identifier

InChI=1S/C18H15O4P/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H

InChI Key

XZZNDPSIHUTMOC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl phosphotriesters. These are aryl phosphates in which the phosphate is esterified at exactly three positions.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Aryl phosphotriesters

Alternative Parents

Substituents

Aryl phosphotriester
Phenoxy compound
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aryl phosphate (CHEBI:35033 )

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	4.16	ALOGPS
logP	5.09	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-9.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.43 m³·mol⁻¹	ChemAxon
Polarizability	31.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	164.066	30932474
DeepCCS	[M-H]-	161.708	30932474
DeepCCS	[M-2H]-	195.101	30932474
DeepCCS	[M+Na]+	170.328	30932474
AllCCS	[M+H]+	174.5	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.6	32859911
AllCCS	[M+Na]+	178.5	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	165.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
TRIPHENYL PHOSPHATE	O=P(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC=CC=C1	3620.5	Standard polar	33892256
TRIPHENYL PHOSPHATE	O=P(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC=CC=C1	2434.7	Standard non polar	33892256
TRIPHENYL PHOSPHATE	O=P(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC=CC=C1	2369.8	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 - Triphenyl Phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004m-9043000000-a176102e0ef6a4321433	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triphenyl Phosphate 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 55V, Negative-QTOF	splash10-0159-0900000000-e91fc1d5871d49c1bb7b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 30V, Positive-QTOF	splash10-0ugi-0594000000-35f784d53311ddeea31f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 40V, Positive-QTOF	splash10-0udi-0960000000-c825b90fc17744aa05c0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 35V, Negative-QTOF	splash10-0159-0900000000-c3d0c11e4677e86ab097	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 55V, Negative-QTOF	splash10-004i-0009000000-290ef7952d3180005ab5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 20V, Positive-QTOF	splash10-004i-0009000000-22062e1e299ffe12ee58	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 10V, Positive-QTOF	splash10-004i-0009000000-53cc04250f618b7ff996	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 80V, Negative-QTOF	splash10-004i-0009000000-4857bcee1817c9c6169d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 55V, Positive-QTOF	splash10-0ge9-0190000000-e95b8bf6bbed2ccbdda7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 50V, Positive-QTOF	splash10-0udi-0920000000-c0367ef0c150bc573208	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 15V, Positive-QTOF	splash10-004i-0009000000-7a4015fdb1c21030d1d2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 35V, Positive-QTOF	splash10-00o0-0190000000-d568272e6e5c74d6c158	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 35V, Positive-QTOF	splash10-004i-1339000000-18c18e5fdcaf8183f044	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 45V, Positive-QTOF	splash10-0udi-3791000000-3f26c6e622e0f4fef164	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 30V, Positive-QTOF	splash10-004i-0019000000-0fb15f274469b784ddf9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 35V, Positive-QTOF	splash10-004i-1229000000-fe198ca9f0cdf87ed34f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 45V, Positive-QTOF	splash10-0udi-3791000000-04d7ae0d20d80d7d2515	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 30V, Positive-QTOF	splash10-004i-0019000000-f9f242a738f0719bd107	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triphenyl Phosphate 15V, Positive-QTOF	splash10-004i-0009000000-acc2798bd96641bb4de4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triphenyl Phosphate 10V, Positive-QTOF	splash10-004i-0009000000-60cb9f09a629ec27b0c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triphenyl Phosphate 20V, Positive-QTOF	splash10-004i-0009000000-835d1b0b9e52b08100ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triphenyl Phosphate 40V, Positive-QTOF	splash10-0f6x-9001000000-8aace4f42bfa59816f76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triphenyl Phosphate 10V, Negative-QTOF	splash10-004i-0009000000-fef0b2841cbbd289e304	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triphenyl Phosphate 20V, Negative-QTOF	splash10-004i-0009000000-8cdf6dd409f9316ae3c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triphenyl Phosphate 40V, Negative-QTOF	splash10-0fbc-9336000000-c3ca5d4166710e3cdcdd	2016-08-03	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

7988

KEGG Compound ID

C14235

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triphenyl_phosphate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

35033

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1294351

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 Triphenyl Phosphate (HMDB0259262)

MOL for HMDB0259262 (Triphenyl Phosphate)

3D MOL for HMDB0259262 (Triphenyl Phosphate)

3D SDF for HMDB0259262 (Triphenyl Phosphate)

3D-SDF for HMDB0259262 (Triphenyl Phosphate)

PDB for HMDB0259262 (Triphenyl Phosphate)

3D PDB for HMDB0259262 (Triphenyl Phosphate)

SMILES for HMDB0259262 (Triphenyl Phosphate)

INCHI for HMDB0259262 (Triphenyl Phosphate)

Structure for HMDB0259262 (Triphenyl Phosphate)

3D Structure for HMDB0259262 (Triphenyl Phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra