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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-05-18 15:59:08 UTC

Update Date

2021-10-13 05:41:22 UTC

HMDB ID

HMDB0013835

Secondary Accession Numbers

HMDB13835

Metabolite Identification

Common Name

Diisobutyl phthalate

Description

Diisobutyl phthalate, also known as DIBP or hexaplas m/1b, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Diisobutyl phthalate is found, on average, in the highest concentration within kohlrabis (Brassica oleracea var. gongylodes). This could make diisobutyl phthalate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Diisobutyl phthalate.

Structure

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

HMDB0013835
     RDKit          3D
Diisobutyl phthalate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.6994   -1.5509   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -0.5688   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0138    0.7868   -0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378   -0.9519   -0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    0.0322    0.4672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1738   -0.0626    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7219   -1.0350   -0.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299    0.9515    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734    1.9931    1.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5639    2.9909    2.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047    2.9453    2.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466    1.9508    2.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    0.9159    1.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783   -0.0807    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343   -1.0569    0.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1801   -0.0077    0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -0.9331    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863   -1.0549   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    0.2403   -1.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1545   -2.0812   -1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7412   -1.3441   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665   -2.5712   -0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7263   -1.3512   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1257   -0.5571    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    1.5414   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1143    0.9687   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959    0.8401   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0811   -0.8804   -1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -1.9734    0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2540    1.9788    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608    3.7756    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2900    3.7500    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6297    1.9194    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786   -0.6540    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8967   -1.9757    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1185   -1.4321   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979    0.8350   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903    0.7868   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -0.0284   -2.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1156   -1.8422   -0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676   -3.0967   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3410   -2.1125   -2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END


  Mrv1652305271900092D          

 20 20  0  0  0  0            999 V2000
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013835

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O4/c1-11(2)9-19-15(17)13-7-5-6-8-14(13)16(18)20-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3

> <INCHI_KEY>
MGWAVDBGNNKXQV-UHFFFAOYSA-N

> <FORMULA>
C16H22O4

> <MOLECULAR_WEIGHT>
278.3435

> <EXACT_MASS>
278.151809192

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
31.49362123654712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2-bis(2-methylpropyl) benzene-1,2-dicarboxylate

> <ALOGPS_LOGP>
3.98

> <JCHEM_LOGP>
4.468806096000001

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.656120787984938

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
77.597

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diisobutyl phthalate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013835
     RDKit          3D
Diisobutyl phthalate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.6994   -1.5509   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -0.5688   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0138    0.7868   -0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378   -0.9519   -0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    0.0322    0.4672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1738   -0.0626    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7219   -1.0350   -0.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299    0.9515    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734    1.9931    1.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5639    2.9909    2.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047    2.9453    2.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466    1.9508    2.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    0.9159    1.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783   -0.0807    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343   -1.0569    0.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1801   -0.0077    0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -0.9331    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863   -1.0549   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    0.2403   -1.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1545   -2.0812   -1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7412   -1.3441   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665   -2.5712   -0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7263   -1.3512   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1257   -0.5571    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    1.5414   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1143    0.9687   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959    0.8401   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0811   -0.8804   -1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -1.9734    0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2540    1.9788    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608    3.7756    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2900    3.7500    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6297    1.9194    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786   -0.6540    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8967   -1.9757    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1185   -1.4321   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979    0.8350   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903    0.7868   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -0.0284   -2.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1156   -1.8422   -0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676   -3.0967   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3410   -2.1125   -2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      14.671  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   14                                                       
CONECT    9   11   19                                                       
CONECT   10   12   20                                                       
CONECT   11    1    2    9                                                  
CONECT   12    3    4   10                                                  
CONECT   13    7   14   15                                                  
CONECT   14    8   13   16                                                  
CONECT   15   13   17   19                                                  
CONECT   16   14   18   20                                                  
CONECT   17   15                                                            
CONECT   18   16                                                            
CONECT   19    9   15                                                       
CONECT   20   10   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0013835
HETATM    1  C1  UNL     1      -5.699  -1.551  -0.817  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.787  -0.569  -0.105  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.014   0.787  -0.715  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.338  -0.952  -0.233  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.590   0.032   0.467  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.174  -0.063   0.523  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.722  -1.035  -0.070  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.430   0.952   1.242  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.173   1.993   1.860  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.564   2.991   2.561  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.805   2.945   2.644  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.547   1.951   2.056  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.920   0.916   1.330  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.778  -0.081   0.748  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.434  -1.057   0.077  1.00  0.00           O  
HETATM   16  O4  UNL     1       3.180  -0.008   0.916  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.076  -0.933   0.381  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.086  -1.055  -1.103  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.438   0.240  -1.799  1.00  0.00           C  
HETATM   20  C16 UNL     1       5.154  -2.081  -1.460  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.741  -1.344  -1.918  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.367  -2.571  -0.614  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.726  -1.351  -0.428  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.126  -0.557   0.959  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.521   1.541  -0.071  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.114   0.969  -0.809  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.596   0.840  -1.727  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.081  -0.880  -1.315  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.143  -1.973   0.127  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.254   1.979   1.762  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.161   3.776   3.023  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.290   3.750   3.208  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.630   1.919   2.125  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.079  -0.654   0.762  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.897  -1.976   0.774  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.118  -1.432  -1.455  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.098   0.835  -1.165  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.490   0.787  -2.012  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.975  -0.028  -2.733  1.00  0.00           H  
HETATM   40  H20 UNL     1       6.116  -1.842  -0.950  1.00  0.00           H  
HETATM   41  H21 UNL     1       4.868  -3.097  -1.088  1.00  0.00           H  
HETATM   42  H22 UNL     1       5.341  -2.112  -2.553  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   34   35
CONECT   18   19   20   36
CONECT   19   37   38   39
CONECT   20   40   41   42
END

HMDB0013835
     RDKit          3D
Diisobutyl phthalate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.6994   -1.5509   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -0.5688   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0138    0.7868   -0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378   -0.9519   -0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    0.0322    0.4672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1738   -0.0626    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7219   -1.0350   -0.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299    0.9515    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734    1.9931    1.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5639    2.9909    2.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047    2.9453    2.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466    1.9508    2.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    0.9159    1.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783   -0.0807    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343   -1.0569    0.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1801   -0.0077    0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -0.9331    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863   -1.0549   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    0.2403   -1.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1545   -2.0812   -1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7412   -1.3441   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665   -2.5712   -0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7263   -1.3512   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1257   -0.5571    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    1.5414   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1143    0.9687   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959    0.8401   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0811   -0.8804   -1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -1.9734    0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2540    1.9788    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608    3.7756    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2900    3.7500    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6297    1.9194    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786   -0.6540    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8967   -1.9757    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1185   -1.4321   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979    0.8350   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903    0.7868   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -0.0284   -2.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1156   -1.8422   -0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676   -3.0967   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3410   -2.1125   -2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Benzenedicarboxylic acid bis(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid di(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid, 1,2-bis(2-methylpropyl) ester	ChEBI
Bis(2-methylpropyl) phthalate	ChEBI
Di(i-butyl)phthalate	ChEBI
Di-2-methylpropyl phthalate	ChEBI
Di-iso-butyl phthalate	ChEBI
DIBP	ChEBI
Isobutyl phthalate	ChEBI
Isobutyl-O-phthalate	ChEBI
Phthalic acid, diisobutyl ester	ChEBI
1,2-Benzenedicarboxylate bis(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylate di(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylate, 1,2-bis(2-methylpropyl) ester	Generator
Bis(2-methylpropyl) phthalic acid	Generator
Di(i-butyl)phthalic acid	Generator
Di-2-methylpropyl phthalic acid	Generator
Di-iso-butyl phthalic acid	Generator
Isobutyl phthalic acid	Generator
Isobutyl-O-phthalic acid	Generator
Phthalate, diisobutyl ester	Generator
Diisobutyl phthalic acid	Generator
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester	HMDB
1,2-Benzenedicarboxylic acid, di(2-methylpropyl) ester	HMDB
Diisobutyl phthalate (acd/name 4.0)	HMDB
Diisobutylester kyseliny ftalove	HMDB
Hexaplas m/1b	HMDB
Kodaflex dibp	HMDB
Di-(2-methylpropyl)-phthalic acid	HMDB

Chemical Formula

C₁₆H₂₂O₄

Average Molecular Weight

278.3435

Monoisotopic Molecular Weight

278.151809192

IUPAC Name

1,2-bis(2-methylpropyl) benzene-1,2-dicarboxylate

Traditional Name

diisobutyl phthalate

CAS Registry Number

84-69-5

SMILES

CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C

InChI Identifier

InChI=1S/C16H22O4/c1-11(2)9-19-15(17)13-7-5-6-8-14(13)16(18)20-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

diester (CHEBI:79053 )
phthalate ester (CHEBI:79053 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0013835)

Biofluid or Excreta

Urine (HMDB: HMDB0013835)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0013835)

Cellular substructure

Membrane (HMDB: HMDB0013835)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0013835)
Inhalation (HMDB: HMDB0013835)

Enteral

Ingestion (HMDB: HMDB0013835)

Source

Endogenous

Endogenous (HMDB: HMDB0013835)

Exogenous

Synthetic

Synthetic (HMDB: HMDB0013835)

Environmental

Sludge (HMDB: HMDB0013835)

Food

Vegetable

Root vegetable

Kohlrabi (FooDB: FOOD00033)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	296.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.0062 mg/mL at 24 °C	Not Available
LogP	4.11	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.98	ALOGPS
logP	4.47	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	77.6 m³·mol⁻¹	ChemAxon
Polarizability	31.49 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]+	166.269	31661259
DarkChem	[M-H]-	164.422	31661259
DeepCCS	[M+H]+	170.908	30932474
DeepCCS	[M-H]-	168.55	30932474
DeepCCS	[M-2H]-	201.436	30932474
DeepCCS	[M+Na]+	177.001	30932474
AllCCS	[M+H]+	165.4	32859911
AllCCS	[M+H-H2O]+	162.2	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	170.1	32859911
AllCCS	[M+Na-2H]-	170.5	32859911
AllCCS	[M+HCOO]-	171.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diisobutyl phthalate	CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C	2584.3	Standard polar	33892256
Diisobutyl phthalate	CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C	1930.0	Standard non polar	33892256
Diisobutyl phthalate	CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C	1929.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate EI-B (Non-derivatized)	splash10-0002-2900000000-abec18892ce4da3756e0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate EI-B (Non-derivatized)	splash10-0002-4910000000-f91f01037e6da27fb89b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate EI-B (Non-derivatized)	splash10-0002-0910000000-3ed563f6a8676b13ac03	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate CI-B (Non-derivatized)	splash10-0002-0950000000-6650563a272a276c2986	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate EI-B (Non-derivatized)	splash10-0002-2900000000-abec18892ce4da3756e0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate EI-B (Non-derivatized)	splash10-0002-4910000000-f91f01037e6da27fb89b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate EI-B (Non-derivatized)	splash10-0002-0910000000-3ed563f6a8676b13ac03	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisobutyl phthalate CI-B (Non-derivatized)	splash10-0002-0950000000-6650563a272a276c2986	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisobutyl phthalate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5190000000-3cdee427d414b0b97469	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisobutyl phthalate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisobutyl phthalate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-5910000000-eb47d6296ed23011b3fc	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 - Diisobutyl phthalate 30V, Positive-QTOF	splash10-0a4j-2920000000-a259b42b28bed64bb35f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 90V, Positive-QTOF	splash10-066r-4900000000-fe89b1519d0396eeeadc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 90V, Positive-QTOF	splash10-002b-9800000000-b81075221fc6e8060665	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 75V, Positive-QTOF	splash10-0a4i-2900000000-f6cf8e89556ba7e548f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 15V, Positive-QTOF	splash10-0002-4910000000-b006f036bf41476aaf6b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 30V, Positive-QTOF	splash10-052b-4920000000-d5ac27f5087499ebf6ff	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 60V, Positive-QTOF	splash10-0a4j-1900000000-9c0a0dff37933669808f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 45V, Positive-QTOF	splash10-0a4j-2900000000-2dfca5014fcf109f03ed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 45V, Positive-QTOF	splash10-0a4j-2900000000-c3375f5918c308c461ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 15V, Positive-QTOF	splash10-052b-2910000000-cb35fe1c0bce4c9e7233	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diisobutyl phthalate 60V, Positive-QTOF	splash10-0a4j-1900000000-8ddb46ee566aac676de9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 10V, Positive-QTOF	splash10-0a6r-6090000000-3922a463577bdefc01fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 20V, Positive-QTOF	splash10-0a4i-9130000000-c092263dab19ba039666	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 40V, Positive-QTOF	splash10-0a4i-9300000000-58a47be1f5ce3c753e35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 10V, Negative-QTOF	splash10-004i-1090000000-c6c63d84e32a57928a03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 20V, Negative-QTOF	splash10-00b9-2490000000-2038c67ef03d4059d4ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 40V, Negative-QTOF	splash10-00di-5910000000-107418e7a1be51abc14c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 10V, Negative-QTOF	splash10-004i-0090000000-95d4efbe59d9e89a80aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 20V, Negative-QTOF	splash10-00b9-0960000000-a314d50d660b210ec028	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 40V, Negative-QTOF	splash10-00fr-3900000000-7c951a251ddbba9bbdff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 10V, Positive-QTOF	splash10-0a6r-0290000000-6399bc22b0dbd3431dbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 20V, Positive-QTOF	splash10-052b-1930000000-a64f6ab167b9b42bc035	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisobutyl phthalate 40V, Positive-QTOF	splash10-0a4l-7910000000-99d19de0de10b8aa156d	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zhang, S., Liu, L...	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diisobutyl_phthalate

METLIN ID

Not Available

PubChem Compound

6782

PDB ID

Not Available

ChEBI ID

79053

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1309191

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Diisobutyl phthalate (HMDB0013835)

MOL for HMDB0013835 (Diisobutyl phthalate)

3D MOL for HMDB0013835 (Diisobutyl phthalate)

3D SDF for HMDB0013835 (Diisobutyl phthalate)

3D-SDF for HMDB0013835 (Diisobutyl phthalate)

PDB for HMDB0013835 (Diisobutyl phthalate)

3D PDB for HMDB0013835 (Diisobutyl phthalate)

SMILES for HMDB0013835 (Diisobutyl phthalate)

INCHI for HMDB0013835 (Diisobutyl phthalate)

Structure for HMDB0013835 (Diisobutyl phthalate)

3D Structure for HMDB0013835 (Diisobutyl phthalate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra