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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:47:56 UTC

Update Date

2021-09-26 23:03:26 UTC

HMDB ID

HMDB0251439

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dioxybenzone

Description

Dioxybenzone belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Based on a literature review a significant number of articles have been published on Dioxybenzone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dioxybenzone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dioxybenzone 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

HMDB0251439
     RDKit          3D
Dioxybenzone
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.2960   -1.6258   -2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790   -1.1151   -0.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344   -0.7523   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.9019   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -0.5493   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252   -0.0317    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7558    0.2540    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.2314    2.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774    0.5602    0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567    1.1507   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894    1.5392   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2372    1.3546   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668    0.7802    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    0.3725    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542   -0.1975    2.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    0.1085    1.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302    0.6023    2.7375 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -0.2500    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174   -1.9387   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119   -2.5235   -2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951   -0.9190   -2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -1.3042   -2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1898   -0.7388   -1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663    1.3170   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505    1.9961   -2.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993    1.6848   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359    0.6274    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.5467    2.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021    0.9427    3.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293   -0.1273    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  2  0
 18  3  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
M  END


  Mrv1572004221603122D          

 18 19  0  0  0  0            999 V2000
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    6.4302    1.2375    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
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    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
    5.7158    0.0000    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
    3.5724    2.0625    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
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
 11  7  1  0  0  0  0
 12  5  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18  1  1  0  0  0  0
 18  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251439

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3

> <INCHI_KEY>
MEZZCSHVIGVWFI-UHFFFAOYSA-N

> <FORMULA>
C14H12O4

> <MOLECULAR_WEIGHT>
244.246

> <EXACT_MASS>
244.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.806725498165267

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-hydroxybenzoyl)-5-methoxyphenol

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.967796944333333

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.431421088552028

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.780698074091342

> <JCHEM_PKA_STRONGEST_BASIC>
-4.84933392935937

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
67.05850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dioxybenzone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251439
     RDKit          3D
Dioxybenzone
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.2960   -1.6258   -2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790   -1.1151   -0.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344   -0.7523   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.9019   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -0.5493   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252   -0.0317    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7558    0.2540    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.2314    2.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774    0.5602    0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567    1.1507   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894    1.5392   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2372    1.3546   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668    0.7802    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    0.3725    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542   -0.1975    2.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    0.1085    1.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302    0.6023    2.7375 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -0.2500    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174   -1.9387   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119   -2.5235   -2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951   -0.9190   -2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -1.3042   -2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1898   -0.7388   -1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663    1.3170   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505    1.9961   -2.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993    1.6848   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359    0.6274    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.5467    2.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021    0.9427    3.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293   -0.1273    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  2  0
 18  3  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      14.670  -0.770   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   10                                                       
CONECT    5    3   12                                                       
CONECT    6    7    9                                                       
CONECT    7    6   11                                                       
CONECT    8    9   13                                                       
CONECT    9    6    8   18                                                  
CONECT   10    4   12   14                                                  
CONECT   11    7   13   14                                                  
CONECT   12    5   10   15                                                  
CONECT   13    8   11   16                                                  
CONECT   14   10   11   17                                                  
CONECT   15   12                                                            
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18    1    9                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0251439
HETATM    1  C1  UNL     1       4.296  -1.626  -2.182  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.279  -1.115  -0.877  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.034  -0.752  -0.326  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.882  -0.902  -1.062  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.658  -0.549  -0.530  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.525  -0.032   0.754  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.756   0.254   1.347  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.805   0.231   2.624  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.977   0.560   0.618  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.857   1.151  -0.646  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.989   1.539  -1.328  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.237   1.355  -0.778  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.367   0.780   0.457  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.219   0.373   1.173  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.454  -0.197   2.399  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.688   0.109   1.469  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.730   0.602   2.738  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.936  -0.250   0.933  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.317  -1.939  -2.480  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.612  -2.523  -2.225  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.895  -0.919  -2.938  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.979  -1.304  -2.066  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.190  -0.739  -1.163  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.866   1.317  -1.030  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.851   1.996  -2.315  1.00  0.00           H  
HETATM   26  H8  UNL     1      -5.099   1.685  -1.368  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.336   0.627   0.906  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.760  -0.547   2.993  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.102   0.943   3.382  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.829  -0.127   1.522  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   22
CONECT    5    6    6   23
CONECT    6    7   16
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15
CONECT   15   28
CONECT   16   17   18   18
CONECT   17   29
CONECT   18   30
END

HMDB0251439
     RDKit          3D
Dioxybenzone
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.2960   -1.6258   -2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790   -1.1151   -0.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344   -0.7523   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.9019   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -0.5493   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252   -0.0317    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7558    0.2540    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.2314    2.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774    0.5602    0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567    1.1507   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894    1.5392   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2372    1.3546   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668    0.7802    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    0.3725    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542   -0.1975    2.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    0.1085    1.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302    0.6023    2.7375 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -0.2500    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174   -1.9387   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119   -2.5235   -2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951   -0.9190   -2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -1.3042   -2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1898   -0.7388   -1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663    1.3170   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505    1.9961   -2.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993    1.6848   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359    0.6274    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.5467    2.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021    0.9427    3.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293   -0.1273    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  2  0
 18  3  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₂O₄

Average Molecular Weight

244.246

Monoisotopic Molecular Weight

244.073558866

IUPAC Name

2-(2-hydroxybenzoyl)-5-methoxyphenol

Traditional Name

dioxybenzone

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3

InChI Key

MEZZCSHVIGVWFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
Methoxyphenol
Anisole
Phenoxy compound
Methoxybenzene
Benzoyl
Aryl ketone
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Vinylogous acid
Ketone
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzophenones (CHEBI:34208 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.15	ALOGPS
logP	3.97	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.78	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.06 m³·mol⁻¹	ChemAxon
Polarizability	24.81 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]+	155.99	30932474
DeepCCS	[M-H]-	153.632	30932474
DeepCCS	[M-2H]-	186.518	30932474
DeepCCS	[M+Na]+	162.083	30932474
AllCCS	[M+H]+	154.9	32859911
AllCCS	[M+H-H2O]+	150.8	32859911
AllCCS	[M+NH4]+	158.7	32859911
AllCCS	[M+Na]+	159.8	32859911
AllCCS	[M-H]-	156.0	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	155.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dioxybenzone	COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1O	3086.6	Standard polar	33892256
Dioxybenzone	COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1O	2229.1	Standard non polar	33892256
Dioxybenzone	COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1O	2104.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Dioxybenzone EI-B (Non-derivatized)	splash10-00di-4940000000-2c3d6cfb7d965e13c292	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0980000000-300d4689a0f599fb1be2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dioxybenzone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone LC-ESI-QTOF , negative-QTOF	splash10-006x-6950000000-609717a3d05749da24af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone LC-ESI-QTOF , negative-QTOF	splash10-006x-8900000000-41e6f76cb518b9945a46	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone LC-ESI-QTOF , negative-QTOF	splash10-052f-9500000000-dc8e101c89f7f7c5d22a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone LC-ESI-QTOF , positive-QTOF	splash10-00dj-0950000000-df004f08d4b1ec58c60c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone LC-ESI-QTOF , positive-QTOF	splash10-00di-0900000000-47c83a7c750591adc5ae	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone LC-ESI-QTOF , positive-QTOF	splash10-01bc-9400000000-ed92fd233e08bf95537b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone , positive-QTOF	splash10-0fk9-3900000000-89cfb6ab7edb964da658	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 40V, Positive-QTOF	splash10-01bc-9500000000-fa7ff6fd38dab234cdff	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 20V, Negative-QTOF	splash10-006x-8900000000-41e6f76cb518b9945a46	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 40V, Negative-QTOF	splash10-052f-9500000000-4b415e8a3f0ae82bf2d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 20V, Positive-QTOF	splash10-00di-0900000000-7d6e43e687a0ab7f1e11	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 10V, Positive-QTOF	splash10-00dj-0950000000-ebdea00b1e865ace4568	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 40V, Positive-QTOF	splash10-01bc-9500000000-d151099590240574093d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 10V, Negative-QTOF	splash10-006x-6950000000-609717a3d05749da24af	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dioxybenzone 10V, Positive-QTOF	splash10-006x-6950000000-927611febc2f5c241c89	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 10V, Positive-QTOF	splash10-0002-0590000000-b661c578ea33bdb762f7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 20V, Positive-QTOF	splash10-0fk9-0920000000-534f41510450465d32bd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 40V, Positive-QTOF	splash10-0fk9-6900000000-3eb011f44bc45ef316de	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 10V, Negative-QTOF	splash10-0006-0190000000-fbdc52a288cacb7b6bb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 20V, Negative-QTOF	splash10-0006-2590000000-53124ac61e379dae74dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 40V, Negative-QTOF	splash10-0006-9410000000-4a1e7f1ec5252f80e94c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 10V, Positive-QTOF	splash10-0002-0290000000-1a0b986a0a6bc1d02c1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 20V, Positive-QTOF	splash10-00di-3910000000-bd254f8ba0dfcf78268a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 40V, Positive-QTOF	splash10-0fdo-9500000000-cfc8a18afa13d6fccca4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dioxybenzone 10V, Negative-QTOF	splash10-00kf-0970000000-6dd938c55fea94311dfd	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

DB11221

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8251

KEGG Compound ID

C14283

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dioxybenzone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1158421

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 Dioxybenzone (HMDB0251439)

MOL for HMDB0251439 (Dioxybenzone)

3D MOL for HMDB0251439 (Dioxybenzone)

3D SDF for HMDB0251439 (Dioxybenzone)

3D-SDF for HMDB0251439 (Dioxybenzone)

PDB for HMDB0251439 (Dioxybenzone)

3D PDB for HMDB0251439 (Dioxybenzone)

SMILES for HMDB0251439 (Dioxybenzone)

INCHI for HMDB0251439 (Dioxybenzone)

Structure for HMDB0251439 (Dioxybenzone)

3D Structure for HMDB0251439 (Dioxybenzone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra