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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:19:37 UTC

Update Date

2021-09-26 23:09:11 UTC

HMDB ID

HMDB0254852

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Monocyclohexyl phthalate

Description

monocyclohexyl phthalate, also known as MCHP, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. monocyclohexyl phthalate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Monocyclohexyl phthalate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Monocyclohexyl phthalate 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

HMDB0254852
     RDKit          3D
Monocyclohexyl phthalate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.5191   -2.6557    1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458   -2.1154    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -2.9115    1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845   -0.7677    0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6393   -0.1738    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    1.0875   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914    1.8261   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494    1.3090   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -0.0086    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -0.4888    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028   -1.5900    0.7798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1331    0.3761    0.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4794   -0.0194    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    0.9972    1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6845    0.8959    1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3366    0.2226   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -0.5640   -1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970    0.0013   -1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831   -3.8601    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386   -0.7644    0.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8146    1.5042   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8235    2.8303   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    1.8762   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607   -1.0492    0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8779    2.0093    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977    0.9388    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007    1.9458    1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963    0.4332    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9268    0.9478   -0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1318   -0.4774    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -1.6355   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -0.6178   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -0.5792   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2038    1.0773   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9  4  1  0
 18 13  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 13 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

  Mrv1572003201609422D          

 18 19  0  0  0  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254852

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1C(=O)OC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O4/c15-13(16)11-8-4-5-9-12(11)14(17)18-10-6-2-1-3-7-10/h4-5,8-10H,1-3,6-7H2,(H,15,16)

> <INCHI_KEY>
PMDKYLLIOLFQPO-UHFFFAOYSA-N

> <FORMULA>
C14H16O4

> <MOLECULAR_WEIGHT>
248.278

> <EXACT_MASS>
248.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.524700952632294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(cyclohexyloxy)carbonyl]benzoic acid

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
3.4335762196666666

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.083811922579074

> <JCHEM_PKA_STRONGEST_BASIC>
-6.963994699311193

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
66.3537

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(cyclohexyloxy)carbonyl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254852
     RDKit          3D
Monocyclohexyl phthalate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.5191   -2.6557    1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458   -2.1154    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -2.9115    1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845   -0.7677    0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6393   -0.1738    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    1.0875   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914    1.8261   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494    1.3090   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -0.0086    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -0.4888    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028   -1.5900    0.7798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1331    0.3761    0.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4794   -0.0194    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    0.9972    1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6845    0.8959    1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3366    0.2226   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -0.5640   -1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970    0.0013   -1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831   -3.8601    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386   -0.7644    0.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8146    1.5042   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8235    2.8303   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    1.8762   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607   -1.0492    0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8779    2.0093    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977    0.9388    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007    1.9458    1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963    0.4332    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9268    0.9478   -0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1318   -0.4774    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -1.6355   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -0.6178   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -0.5792   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2038    1.0773   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9  4  1  0
 18 13  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 13 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 20-MAR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-16         0                                  
HETATM    1  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0254852
HETATM    1  O1  UNL     1       4.519  -2.656   1.121  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.346  -2.115   0.935  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.295  -2.911   1.255  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.385  -0.768   0.421  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.639  -0.174   0.175  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.817   1.088  -0.308  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.691   1.826  -0.570  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.449   1.309  -0.353  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.287  -0.009   0.151  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.938  -0.489   0.356  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.603  -1.590   0.780  1.00  0.00           O  
HETATM   12  O4  UNL     1      -0.133   0.376   0.044  1.00  0.00           O  
HETATM   13  C9  UNL     1      -1.479  -0.019   0.217  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.212   0.997   1.021  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.684   0.896   1.021  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.337   0.223  -0.113  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.474  -0.564  -1.024  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.097   0.001  -1.188  1.00  0.00           C  
HETATM   19  H1  UNL     1       2.183  -3.860   0.896  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.539  -0.764   0.385  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.815   1.504  -0.483  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.824   2.830  -0.954  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.539   1.876  -0.554  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.561  -1.049   0.610  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.878   2.009   0.663  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.798   0.939   2.072  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.101   1.946   1.096  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.996   0.433   2.005  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.927   0.948  -0.749  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.132  -0.477   0.283  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.419  -1.636  -0.682  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.933  -0.618  -2.052  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.506  -0.579  -1.892  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.204   1.077  -1.446  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5    5    9
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   18   24
CONECT   14   15   25   26
CONECT   15   16   27   28
CONECT   16   17   29   30
CONECT   17   18   31   32
CONECT   18   33   34
END

HMDB0254852
     RDKit          3D
Monocyclohexyl phthalate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.5191   -2.6557    1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458   -2.1154    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -2.9115    1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845   -0.7677    0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6393   -0.1738    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    1.0875   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914    1.8261   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494    1.3090   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -0.0086    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -0.4888    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028   -1.5900    0.7798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1331    0.3761    0.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4794   -0.0194    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    0.9972    1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6845    0.8959    1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3366    0.2226   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -0.5640   -1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970    0.0013   -1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831   -3.8601    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386   -0.7644    0.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8146    1.5042   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8235    2.8303   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    1.8762   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607   -1.0492    0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8779    2.0093    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977    0.9388    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007    1.9458    1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963    0.4332    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9268    0.9478   -0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1318   -0.4774    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -1.6355   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -0.6178   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -0.5792   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2038    1.0773   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9  4  1  0
 18 13  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 13 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Benzenedicarboxylic acid, monocyclohexyl ester	ChEBI
2-(Cyclohexyloxycarbonyl)benzoic acid	ChEBI
Cyclohexyl hydrogen phthalate	ChEBI
MCHP	ChEBI
Phthalic acid, monocyclohexyl ester	ChEBI
1,2-Benzenedicarboxylate, monocyclohexyl ester	Generator
2-(Cyclohexyloxycarbonyl)benzoate	Generator
Cyclohexyl hydrogen phthalic acid	Generator
Phthalate, monocyclohexyl ester	Generator
Monocyclohexyl phthalic acid	Generator
2-(3-methylcinnamylhydrazono)Propionate	MeSH

Chemical Formula

C₁₄H₁₆O₄

Average Molecular Weight

248.278

Monoisotopic Molecular Weight

248.104858995

IUPAC Name

2-[(cyclohexyloxy)carbonyl]benzoic acid

Traditional Name

2-[(cyclohexyloxy)carbonyl]benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1C(=O)OC1CCCCC1

InChI Identifier

InChI=1S/C14H16O4/c15-13(16)11-8-4-5-9-12(11)14(17)18-10-6-2-1-3-7-10/h4-5,8-10H,1-3,6-7H2,(H,15,16)

InChI Key

PMDKYLLIOLFQPO-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: 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	2.98	ALOGPS
logP	3.43	ChemAxon
logS	-3.3	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	4	ChemAxon
Refractivity	66.35 m³·mol⁻¹	ChemAxon
Polarizability	25.52 Å³	ChemAxon
Number of Rings	2	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]+	155.713	30932474
DeepCCS	[M-H]-	153.317	30932474
DeepCCS	[M-2H]-	186.667	30932474
DeepCCS	[M+Na]+	161.745	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	157.7	32859911
AllCCS	[M+Na-2H]-	157.7	32859911
AllCCS	[M+HCOO]-	157.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Monocyclohexyl phthalate	OC(=O)C1=CC=CC=C1C(=O)OC1CCCCC1	2777.7	Standard polar	33892256
Monocyclohexyl phthalate	OC(=O)C1=CC=CC=C1C(=O)OC1CCCCC1	1945.4	Standard non polar	33892256
Monocyclohexyl phthalate	OC(=O)C1=CC=CC=C1C(=O)OC1CCCCC1	2061.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Monocyclohexyl phthalate GC-MS (Non-derivatized) - 70eV, Positive	splash10-053v-9420000000-a8395bc6cd986526ec67	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monocyclohexyl phthalate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monocyclohexyl phthalate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monocyclohexyl phthalate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Monocyclohexyl phthalate 10V, Positive-QTOF	splash10-000t-1290000000-e0b59c9f45f5291765c7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 20V, Positive-QTOF	splash10-001i-9780000000-43f243f8f77fd4da7ac8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 40V, Positive-QTOF	splash10-0a4l-9400000000-9bd9551b65b12a4d0dea	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 10V, Negative-QTOF	splash10-0002-1090000000-e707d1f3fb5addb5c38f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 20V, Negative-QTOF	splash10-0f92-3390000000-2d6bf4d7fdcf5bfce805	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 40V, Negative-QTOF	splash10-0092-9300000000-9ecc1cf830eb2c2cd2a7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 10V, Positive-QTOF	splash10-000t-0970000000-3609c57b160205056ccc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 20V, Positive-QTOF	splash10-0002-0900000000-2970196ccb247773283f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 40V, Positive-QTOF	splash10-0a59-8920000000-2392e15745ddb6f69f74	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 10V, Negative-QTOF	splash10-0udj-0090000000-e6c59ce78f271a99bf59	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 20V, Negative-QTOF	splash10-0udi-2290000000-caa67e4ec6652275da68	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monocyclohexyl phthalate 40V, Negative-QTOF	splash10-004i-9400000000-e0926772c6a05d4188a2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

165618

PDB ID

Not Available

ChEBI ID

132609

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 Monocyclohexyl phthalate (HMDB0254852)

MOL for HMDB0254852 (Monocyclohexyl phthalate)

3D MOL for HMDB0254852 (Monocyclohexyl phthalate)

3D SDF for HMDB0254852 (Monocyclohexyl phthalate)

3D-SDF for HMDB0254852 (Monocyclohexyl phthalate)

PDB for HMDB0254852 (Monocyclohexyl phthalate)

3D PDB for HMDB0254852 (Monocyclohexyl phthalate)

SMILES for HMDB0254852 (Monocyclohexyl phthalate)

INCHI for HMDB0254852 (Monocyclohexyl phthalate)

Structure for HMDB0254852 (Monocyclohexyl phthalate)

3D Structure for HMDB0254852 (Monocyclohexyl phthalate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra