Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-11-30 15:51:39 UTC

Update Date

2020-11-09 23:18:51 UTC

HMDB ID

HMDB0013247

Secondary Accession Numbers

HMDB13247

Metabolite Identification

Common Name

Monobutylphthalate

Description

Monobutylphthalate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Monobutylphthalate has been detected, but not quantified in, breakfast cereal and cereals and cereal products. This could make monobutylphthalate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Monobutylphthalate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0013247
     RDKit          3D
Monobutylphthalate
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.4220    1.4859   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8284    0.1146   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982    0.0079   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    0.9715   -0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335    0.9296   -0.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -0.2262   -0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599   -1.1693   -0.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.1186    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958    1.1306    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769    1.3005    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658    0.2562    1.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229   -0.9380    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -1.1740    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679   -2.4555    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4087   -3.3441    0.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4265   -2.9653   -0.6483 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2604    1.9661    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.1681   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5206    1.3864   -0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -0.0796   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492   -0.6225   -0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2030   -1.0546   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    0.2166    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162    0.7604   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.9801   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054    1.9554    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6313    2.2650    2.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2132    0.4076    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6197   -1.7641    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054   -3.3907   -1.5543 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13  8  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
  4 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 16 30  1  0
M  END


  Mrv1652303102016512D          

 16 16  0  0  0  0            999 V2000
   13.3579  -11.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3579  -12.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6433  -11.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6433  -12.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9289  -11.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9289  -12.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6433  -10.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3578   -9.8055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9288   -9.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2144  -11.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2144  -10.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5000  -11.4556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7855  -11.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0710  -11.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565  -11.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6420  -11.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013247

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(=O)C1=CC=CC=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-2-3-8-16-12(15)10-7-5-4-6-9(10)11(13)14/h4-7H,2-3,8H2,1H3,(H,13,14)

> <INCHI_KEY>
YZBOVSFWWNVKRJ-UHFFFAOYSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.2372

> <EXACT_MASS>
222.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.481124312343454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(butoxycarbonyl)benzoic acid

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.9582047026666665

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.08472720984912

> <JCHEM_PKA_STRONGEST_BASIC>
-6.956425236846911

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
59.21310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
monobutyl phthalate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013247
     RDKit          3D
Monobutylphthalate
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.4220    1.4859   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8284    0.1146   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982    0.0079   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    0.9715   -0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335    0.9296   -0.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -0.2262   -0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599   -1.1693   -0.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.1186    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958    1.1306    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769    1.3005    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658    0.2562    1.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229   -0.9380    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -1.1740    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679   -2.4555    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4087   -3.3441    0.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4265   -2.9653   -0.6483 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2604    1.9661    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.1681   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5206    1.3864   -0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -0.0796   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492   -0.6225   -0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2030   -1.0546   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    0.2166    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162    0.7604   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.9801   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054    1.9554    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6313    2.2650    2.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2132    0.4076    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6197   -1.7641    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054   -3.3907   -1.5543 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13  8  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
  4 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      24.935 -21.384   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.935 -22.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.601 -20.614   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.601 -23.694   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.267 -21.384   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.267 -22.924   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.601 -19.074   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      24.935 -18.304   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      22.267 -18.304   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      20.934 -20.614   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      20.934 -19.074   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.600 -21.384   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      18.266 -20.614   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.933 -21.384   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.599 -20.614   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.265 -21.384   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    7                                                  
CONECT    4    2    6                                                       
CONECT    5    3    6   10                                                  
CONECT    6    4    5                                                       
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0013247
HETATM    1  C1  UNL     1       4.422   1.486  -0.848  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.828   0.115  -0.953  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.498   0.008  -0.234  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.498   0.972  -0.810  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.233   0.930  -0.187  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.585  -0.226  -0.160  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.060  -1.169  -0.740  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.859  -0.119   0.521  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.196   1.131   1.107  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.377   1.301   1.761  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.266   0.256   1.862  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.923  -0.938   1.290  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.721  -1.174   0.604  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.468  -2.456   0.048  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.409  -3.344   0.227  1.00  0.00           O  
HETATM   16  O4  UNL     1      -1.426  -2.965  -0.648  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.260   1.966   0.133  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.072   2.168  -1.652  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.521   1.386  -0.985  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.656  -0.080  -2.046  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.549  -0.623  -0.555  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.203  -1.055  -0.287  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.706   0.217   0.838  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.416   0.760  -1.912  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.900   1.980  -0.665  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.505   1.955   1.034  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.631   2.265   2.212  1.00  0.00           H  
HETATM   28  H12 UNL     1      -5.213   0.408   2.391  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.620  -1.764   1.367  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.505  -3.391  -1.554  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0013247
     RDKit          3D
Monobutylphthalate
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.4220    1.4859   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8284    0.1146   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982    0.0079   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    0.9715   -0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335    0.9296   -0.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -0.2262   -0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599   -1.1693   -0.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.1186    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958    1.1306    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769    1.3005    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658    0.2562    1.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229   -0.9380    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -1.1740    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679   -2.4555    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4087   -3.3441    0.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4265   -2.9653   -0.6483 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2604    1.9661    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.1681   -1.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5206    1.3864   -0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -0.0796   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492   -0.6225   -0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2030   -1.0546   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    0.2166    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162    0.7604   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.9801   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054    1.9554    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6313    2.2650    2.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2132    0.4076    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6197   -1.7641    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054   -3.3907   -1.5543 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13  8  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
  4 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Monobutylphthalic acid	Generator
-N-Butyl-phthalate	HMDB
2-(Butoxycarbonyl)benzoate	HMDB
2-(Butoxycarbonyl)benzoic acid	HMDB
Butyl hydrogen phthalate	HMDB
mono-N-Butyl phthalate	HMDB
MONOBUTYL phthalATE	HMDB
Phthalic acid monobutyl ester	HMDB
Phthalic acid, monobutyl ester	HMDB
Monobutyl phthalate, copper (2+) salt	HMDB
Monobutyl phthalate, potassium salt	HMDB
Monobutyl phthalate, manganese (2+) salt	HMDB
Monobutyl phthalate, sodium salt	HMDB
Monobutyl phthalate, cobalt (2+) salt	HMDB

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Weight

222.2372

Monoisotopic Molecular Weight

222.089208936

IUPAC Name

2-(butoxycarbonyl)benzoic acid

Traditional Name

monobutyl phthalate

CAS Registry Number

131-70-4

SMILES

CCCCOC(=O)C1=CC=CC=C1C(O)=O

InChI Identifier

InChI=1S/C12H14O4/c1-2-3-8-16-12(15)10-7-5-4-6-9(10)11(13)14/h4-7H,2-3,8H2,1H3,(H,13,14)

InChI Key

YZBOVSFWWNVKRJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoic acid
Benzoyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cellular substructure

Membrane (HMDB: HMDB0013247)

Source

Endogenous

Endogenous (HMDB: HMDB0013247)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	73.5 °C	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
Water Solubility	0.64 g/L	ALOGPS
logP	2.48	ALOGPS
logP	2.96	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.08	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.21 m³·mol⁻¹	ChemAxon
Polarizability	23.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	151.27	31661259
DarkChem	[M-H]-	148.094	31661259
DeepCCS	[M+H]+	155.624	30932474
DeepCCS	[M-H]-	151.778	30932474
DeepCCS	[M-2H]-	188.559	30932474
DeepCCS	[M+Na]+	164.439	30932474
AllCCS	[M+H]+	150.2	32859911
AllCCS	[M+H-H2O]+	146.4	32859911
AllCCS	[M+NH4]+	153.6	32859911
AllCCS	[M+Na]+	154.6	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	151.7	32859911
AllCCS	[M+HCOO]-	152.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.8 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5152 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.68 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2290.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	394.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	226.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	594.5 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	697.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1113.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	437.2 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	1417.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	348.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	308.0 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	51.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Monobutylphthalate	CCCCOC(=O)C1=CC=CC=C1C(O)=O	2860.9	Standard polar	33892256
Monobutylphthalate	CCCCOC(=O)C1=CC=CC=C1C(O)=O	1729.8	Standard non polar	33892256
Monobutylphthalate	CCCCOC(=O)C1=CC=CC=C1C(O)=O	1847.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Monobutylphthalate,1TMS,isomer #1	CCCCOC(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C	1833.7	Semi standard non polar	33892256
Monobutylphthalate,1TBDMS,isomer #1	CCCCOC(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	2058.3	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 - Monobutylphthalate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-4900000000-0bd4c8a9079199664436	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monobutylphthalate GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5190000000-8ce12e65fc5416eb63c6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monobutylphthalate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-2900000000-8b540fe8b986d5e981d2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 75V, Negative-QTOF	splash10-00b9-9700000000-2002a92aa776f731f547	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 90V, Negative-QTOF	splash10-004i-9200000000-bab0e6b59be9a589fdf8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 45V, Negative-QTOF	splash10-00di-0900000000-3a6c7d7f9113fed59174	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 60V, Negative-QTOF	splash10-00di-3900000000-a00fe976c698b4ed6325	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 75V, Positive-QTOF	splash10-0umj-5900000000-82639734b79004580e2b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 90V, Positive-QTOF	splash10-0udj-7900000000-a0eea15924ac087b77f8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 30V, Negative-QTOF	splash10-00di-0900000000-1a1e3d54f88fd157a5de	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 15V, Negative-QTOF	splash10-00di-0910000000-70714079ed7e95d6ef74	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 45V, Positive-QTOF	splash10-00ou-9800000000-3e69e882204361a9a257	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 60V, Positive-QTOF	splash10-00bc-3900000000-20330bc7cb80b4cf2ef2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 30V, Positive-QTOF	splash10-004i-0900000000-e14af552e9b8db2e9364	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Monobutylphthalate 15V, Positive-QTOF	splash10-014i-9000000000-ed8d9d8c1adcba78ab3e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 10V, Positive-QTOF	splash10-0ab9-2390000000-f41da427e765b1dd9871	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 20V, Positive-QTOF	splash10-0a4i-9740000000-cb5edfb11d260e7c31fd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 40V, Positive-QTOF	splash10-0a4i-9500000000-b49c31617c73e9b8576e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 10V, Negative-QTOF	splash10-00di-1690000000-7e0e4445918862b4b063	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 20V, Negative-QTOF	splash10-01di-1910000000-ce84303eee04f3918d73	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 40V, Negative-QTOF	splash10-00xr-6900000000-6436ac077fdf043a99e2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 10V, Positive-QTOF	splash10-052b-0950000000-d305caaad2e713bf407a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 20V, Positive-QTOF	splash10-0002-1900000000-b7daf95a5e27e7595028	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 40V, Positive-QTOF	splash10-0a4i-3900000000-b4e189df4806c2a3f6a1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 10V, Negative-QTOF	splash10-00fr-4950000000-9c4ed667a42f397ac54a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 20V, Negative-QTOF	splash10-004i-9700000000-55facdfeaed9d4e03bf6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monobutylphthalate 40V, Negative-QTOF	splash10-004i-9100000000-5f179b04881d20510473	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

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	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.00900 (0.00829-0.0977) umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	National Health a...	details
Urine	Detected and Quantified	0.0144 (0.0127-0.0163) umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	National Health a...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB012951

KNApSAcK ID

Not Available

Chemspider ID

8257

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Monobutyl phthalate

METLIN ID

Not Available

PubChem Compound

8575

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

Blount BC, Silva MJ, Caudill SP, Needham LL, Pirkle JL, Sampson EJ, Lucier GW, Jackson RJ, Brock JW: Levels of seven urinary phthalate metabolites in a human reference population. Environ Health Perspect. 2000 Oct;108(10):979-82. [PubMed:11049818 ]

Showing metabocard for Monobutylphthalate (HMDB0013247)

MOL for HMDB0013247 (Monobutylphthalate)

3D MOL for HMDB0013247 (Monobutylphthalate)

3D SDF for HMDB0013247 (Monobutylphthalate)

3D-SDF for HMDB0013247 (Monobutylphthalate)

PDB for HMDB0013247 (Monobutylphthalate)

3D PDB for HMDB0013247 (Monobutylphthalate)

SMILES for HMDB0013247 (Monobutylphthalate)

INCHI for HMDB0013247 (Monobutylphthalate)

Structure for HMDB0013247 (Monobutylphthalate)

3D Structure for HMDB0013247 (Monobutylphthalate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra