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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:40:06 UTC

Update Date

2021-09-26 22:54:11 UTC

HMDB ID

HMDB0245609

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester

Description

Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester, also known as butyroyloxymethyl diethylphosphate or diethoxyphosphoryloxymethyl butanoate, belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains. Based on a literature review very few articles have been published on Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 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

HMDB0245609
     RDKit          3D
Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester
 35 34  0  0  0  0  0  0  0  0999 V2000
    6.5791   -0.2526   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539   -0.6082   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -0.0977    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8018   -0.4389    0.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6040   -1.0662   -0.9931 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -0.1080    0.8317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.4414    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    0.0388    1.4317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -0.3448    1.0101 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.5163   -1.4251    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.9773   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771   -0.0601   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546   -0.7352   -2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016    1.0268    1.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527    0.7575    1.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833    2.0743    1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582    0.6997   -0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5944   -0.0185    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833   -1.0803   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0974   -1.6986   -0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -0.1423   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513   -0.5074    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397    1.0018    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    0.0683   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2307   -1.5355    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.4221   -1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089    0.7586   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982   -0.0213   -3.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -1.4626   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088   -1.2874   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791    0.0988    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.1649    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9479    2.4241    2.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4891    2.8655    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0388    1.9081    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END


  Mrv1652309112100402D          

 16 15  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245609

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)OCOP(=O)(OCC)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C9H19O6P/c1-4-7-9(10)12-8-15-16(11,13-5-2)14-6-3/h4-8H2,1-3H3

> <INCHI_KEY>
UGIGKLCVADLBRB-UHFFFAOYSA-N

> <FORMULA>
C9H19O6P

> <MOLECULAR_WEIGHT>
254.219

> <EXACT_MASS>
254.09192533

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.925699931811582

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(diethoxyphosphoryl)oxy]methyl butanoate

> <ALOGPS_LOGP>
1.36

> <JCHEM_LOGP>
1.833623107333334

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.10299953849435

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
57.07720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(diethoxyphosphoryl)oxy]methyl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245609
     RDKit          3D
Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester
 35 34  0  0  0  0  0  0  0  0999 V2000
    6.5791   -0.2526   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539   -0.6082   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -0.0977    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8018   -0.4389    0.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6040   -1.0662   -0.9931 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -0.1080    0.8317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.4414    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    0.0388    1.4317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -0.3448    1.0101 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.5163   -1.4251    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.9773   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771   -0.0601   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546   -0.7352   -2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016    1.0268    1.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527    0.7575    1.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833    2.0743    1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582    0.6997   -0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5944   -0.0185    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833   -1.0803   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0974   -1.6986   -0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -0.1423   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513   -0.5074    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397    1.0018    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    0.0683   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2307   -1.5355    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.4221   -1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089    0.7586   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982   -0.0213   -3.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -1.4626   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088   -1.2874   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791    0.0988    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.1649    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9479    2.4241    2.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4891    2.8655    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0388    1.9081    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.977   1.334   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.645   1.334   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       8.978   2.104   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       9.748   0.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      10.312   2.874   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.979   2.874   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.208   3.437   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.978   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.518   4.771   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   14                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0245609
HETATM    1  C1  UNL     1       6.579  -0.253  -0.191  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.154  -0.608  -0.591  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.184  -0.098   0.458  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.802  -0.439   0.077  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.604  -1.066  -0.993  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.698  -0.108   0.832  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.368  -0.441   0.456  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.472   0.039   1.432  1.00  0.00           O  
HETATM    9  P1  UNL     1      -2.067  -0.345   1.010  1.00  0.00           P  
HETATM   10  O4  UNL     1      -2.516  -1.425   1.998  1.00  0.00           O  
HETATM   11  O5  UNL     1      -2.196  -0.977  -0.527  1.00  0.00           O  
HETATM   12  C6  UNL     1      -2.677  -0.060  -1.457  1.00  0.00           C  
HETATM   13  C7  UNL     1      -2.755  -0.735  -2.810  1.00  0.00           C  
HETATM   14  O6  UNL     1      -3.002   1.027   1.255  1.00  0.00           O  
HETATM   15  C8  UNL     1      -4.253   0.758   1.754  1.00  0.00           C  
HETATM   16  C9  UNL     1      -4.983   2.074   1.926  1.00  0.00           C  
HETATM   17  H1  UNL     1       6.858   0.700  -0.690  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.594  -0.019   0.911  1.00  0.00           H  
HETATM   19  H3  UNL     1       7.283  -1.080  -0.407  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.097  -1.699  -0.672  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.878  -0.142  -1.560  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.451  -0.507   1.470  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.240   1.002   0.561  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.123   0.068  -0.499  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.231  -1.536   0.335  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.610   0.422  -1.166  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.909   0.759  -1.574  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.598  -0.021  -3.646  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.907  -1.463  -2.881  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.709  -1.287  -2.879  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.779   0.099   1.014  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.236   0.165   2.705  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.948   2.424   2.986  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.489   2.865   1.300  1.00  0.00           H  
HETATM   35  H19 UNL     1      -6.039   1.908   1.627  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9
CONECT    9   10   10   11   14
CONECT   11   12
CONECT   12   13   26   27
CONECT   13   28   29   30
CONECT   14   15
CONECT   15   16   31   32
CONECT   16   33   34   35
END

HMDB0245609
     RDKit          3D
Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester
 35 34  0  0  0  0  0  0  0  0999 V2000
    6.5791   -0.2526   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539   -0.6082   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -0.0977    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8018   -0.4389    0.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6040   -1.0662   -0.9931 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -0.1080    0.8317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.4414    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    0.0388    1.4317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -0.3448    1.0101 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.5163   -1.4251    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.9773   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771   -0.0601   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546   -0.7352   -2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016    1.0268    1.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527    0.7575    1.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833    2.0743    1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582    0.6997   -0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5944   -0.0185    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833   -1.0803   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0974   -1.6986   -0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -0.1423   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513   -0.5074    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397    1.0018    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    0.0683   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2307   -1.5355    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.4221   -1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089    0.7586   -1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982   -0.0213   -3.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -1.4626   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088   -1.2874   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791    0.0988    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.1649    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9479    2.4241    2.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4891    2.8655    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0388    1.9081    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Butanoate, [(diethoxyphosphinyl)oxy]methyl ester	Generator
Diethoxyphosphoryloxymethyl butanoate	HMDB
Butyroyloxymethyl diethylphosphate	HMDB
Butyroyloxymethyl-diethyl phosphate	HMDB
AN-7 diethylphosphate	HMDB
AN-7 phosphate CPD	HMDB

Chemical Formula

C₉H₁₉O₆P

Average Molecular Weight

254.219

Monoisotopic Molecular Weight

254.09192533

IUPAC Name

[(diethoxyphosphoryl)oxy]methyl butanoate

Traditional Name

[(diethoxyphosphoryl)oxy]methyl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)OCOP(=O)(OCC)OCC

InChI Identifier

InChI=1S/C9H19O6P/c1-4-7-9(10)12-8-15-16(11,13-5-2)14-6-3/h4-8H2,1-3H3

InChI Key

UGIGKLCVADLBRB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Trialkyl phosphates

Alternative Parents

Substituents

Trialkyl phosphate
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	1.36	ALOGPS
logP	1.83	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	57.08 m³·mol⁻¹	ChemAxon
Polarizability	24.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	150.403	30932474
DeepCCS	[M-H]-	148.045	30932474
DeepCCS	[M-2H]-	182.511	30932474
DeepCCS	[M+Na]+	157.246	30932474
AllCCS	[M+H]+	159.8	32859911
AllCCS	[M+H-H2O]+	156.6	32859911
AllCCS	[M+NH4]+	162.9	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	156.1	32859911
AllCCS	[M+Na-2H]-	157.3	32859911
AllCCS	[M+HCOO]-	158.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.5244 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2070.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	369.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	145.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	101.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	618.1 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	572.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1102.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	450.3 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	1443.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	383.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	323.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	355.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	342.8 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	72.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester	CCCC(=O)OCOP(=O)(OCC)OCC	2211.6	Standard polar	33892256
Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester	CCCC(=O)OCOP(=O)(OCC)OCC	1545.1	Standard non polar	33892256
Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester	CCCC(=O)OCOP(=O)(OCC)OCC	1552.5	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 - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-4910000000-ddff13a8d116941db783	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 10V, Positive-QTOF	splash10-0a4i-1970000000-f6dc06ff3075be9356f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 20V, Positive-QTOF	splash10-004i-0900000000-c22c7c911334dcc12ea0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 40V, Positive-QTOF	splash10-0a6r-2900000000-2fa95e50f7a415d6844a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 10V, Negative-QTOF	splash10-0udi-0950000000-23991db52eb35a4a35a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 20V, Negative-QTOF	splash10-0zfr-0900000000-c0c1298e7d02be68be07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester 40V, Negative-QTOF	splash10-05di-0900000000-69c22628fb31722e5904	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

8013655

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9837935

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 Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester (HMDB0245609)

MOL for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

3D MOL for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

3D SDF for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

3D-SDF for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

PDB for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

3D PDB for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

SMILES for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

INCHI for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

Structure for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

3D Structure for HMDB0245609 (Butanoic acid, [(diethoxyphosphinyl)oxy]methyl ester)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra