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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015497

Secondary Accession Numbers

HMDB15497

Metabolite Identification

Common Name

Oxybenzone

Description

Oxybenzone, also known as benzophenone-3 or oxibenzona, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Oxybenzone is a drug which is used as an ingredient in sunscreen and other cosmetics. Based on a literature review a significant number of articles have been published on Oxybenzone.

Structure

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

HMDB0015497
     RDKit          3D
Oxybenzone
 29 30  0  0  0  0  0  0  0  0999 V2000
   -5.2213   -0.6972   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.3147   -0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.7246   -0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145   -1.3058   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360   -0.7620   -0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3166    0.3476   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    0.9713    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    2.1480    0.7754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2679    0.4682   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    1.3593   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504    0.9436   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8956   -0.3882   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9204   -1.2847   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6239   -0.8405    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    0.9171    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    2.0275    1.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113    0.3963    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3935    0.3302   -0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1448   -1.2617   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.6331    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8159   -2.1852   -1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772   -1.2591   -1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123    2.4259   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2787    1.6994   -0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -0.7147   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1899   -2.3313   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -1.6243    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    2.4690    1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062    0.8236    0.7438 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
  6 15  1  0
 15 16  1  0
 15 17  2  0
 17  3  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
M  END

1428
  Mrv1652305271900252D          

 17 18  0  0  0  0            999 V2000
    3.5220   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 17  1  0  0  0  0
  2  7  1  0  0  0  0
  3  5  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  2  0  0  0  0
  6 13  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015497

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3

> <INCHI_KEY>
DXGLGDHPHMLXJC-UHFFFAOYSA-N

> <FORMULA>
C14H12O3

> <MOLECULAR_WEIGHT>
228.2433

> <EXACT_MASS>
228.07864425

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.96111181175272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-benzoyl-5-methoxyphenol

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
3.6213622659999993

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.073430637559264

> <JCHEM_PKA_STRONGEST_BASIC>
-4.848677912480104

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
65.07760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxybenzone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015497
     RDKit          3D
Oxybenzone
 29 30  0  0  0  0  0  0  0  0999 V2000
   -5.2213   -0.6972   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.3147   -0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.7246   -0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145   -1.3058   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360   -0.7620   -0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3166    0.3476   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    0.9713    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    2.1480    0.7754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2679    0.4682   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    1.3593   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504    0.9436   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8956   -0.3882   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9204   -1.2847   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6239   -0.8405    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    0.9171    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    2.0275    1.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113    0.3963    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3935    0.3302   -0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1448   -1.2617   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.6331    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8159   -2.1852   -1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772   -1.2591   -1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123    2.4259   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2787    1.6994   -0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -0.7147   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1899   -2.3313   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -1.6243    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    2.4690    1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062    0.8236    0.7438 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
  6 15  1  0
 15 16  1  0
 15 17  2  0
 17  3  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1428                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       6.574  -4.235   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.907   0.385   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.241   2.695   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.574   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.574   1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.908   2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.241  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.574  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.908   4.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.242   1.925   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.242   5.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.576   2.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.576   4.235   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.908  -5.005   0.000  0.00  0.00           C+0
CONECT    1    9   17                                                       
CONECT    2    7                                                            
CONECT    3    5                                                            
CONECT    4    5    7    8                                                  
CONECT    5    3    4    6                                                  
CONECT    6    5   12   13                                                  
CONECT    7    2    4   10                                                  
CONECT    8    4   11                                                       
CONECT    9    1   10   11                                                  
CONECT   10    7    9                                                       
CONECT   11    8    9                                                       
CONECT   12    6   14                                                       
CONECT   13    6   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
CONECT   17    1                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0015497
HETATM    1  C1  UNL     1      -5.221  -0.697  -0.134  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.074  -1.315  -0.721  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.833  -0.725  -0.458  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.714  -1.306  -1.015  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.436  -0.762  -0.790  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.317   0.348  -0.013  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.964   0.971   0.220  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.968   2.148   0.775  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.268   0.468  -0.079  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.266   1.359  -0.450  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.550   0.944  -0.714  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.896  -0.388  -0.619  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.920  -1.285  -0.253  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.624  -0.840   0.011  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.456   0.917   0.538  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.318   2.028   1.313  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.711   0.396   0.326  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.394   0.330  -0.556  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.145  -1.262  -0.347  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.016  -0.633   0.955  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.816  -2.185  -1.630  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.377  -1.259  -1.273  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.012   2.426  -0.531  1.00  0.00           H  
HETATM   24  H7  UNL     1       5.279   1.699  -0.998  1.00  0.00           H  
HETATM   25  H8  UNL     1       5.921  -0.715  -0.831  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.190  -2.331  -0.177  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.940  -1.624   0.316  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.120   2.469   1.731  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.606   0.824   0.744  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   15
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   23
CONECT   11   12   12   24
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   27
CONECT   15   16   17   17
CONECT   16   28
CONECT   17   29
END

HMDB0015497
     RDKit          3D
Oxybenzone
 29 30  0  0  0  0  0  0  0  0999 V2000
   -5.2213   -0.6972   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.3147   -0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.7246   -0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145   -1.3058   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360   -0.7620   -0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3166    0.3476   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    0.9713    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    2.1480    0.7754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2679    0.4682   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    1.3593   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504    0.9436   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8956   -0.3882   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9204   -1.2847   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6239   -0.8405    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    0.9171    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    2.0275    1.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113    0.3963    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3935    0.3302   -0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1448   -1.2617   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.6331    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8159   -2.1852   -1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772   -1.2591   -1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123    2.4259   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2787    1.6994   -0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -0.7147   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1899   -2.3313   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -1.6243    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    2.4690    1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062    0.8236    0.7438 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
  6 15  1  0
 15 16  1  0
 15 17  2  0
 17  3  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Benzoyl-5-methoxyphenol	ChEBI
2-Hydroxy-4-methoxybenzophenone	ChEBI
4-Methoxy-2-hydroxybenzophenone	ChEBI
Benzophenone-3	ChEBI
Oxibenzona	ChEBI
Oxybenzonum	ChEBI
Uvinul 40	Kegg
(2-Hydroxy-4-methoxyphenyl)phenylmethanone	HMDB
4-Methoxy-2-hydroxybenzophenone butyric acid	HMDB
HMBP CPD	HMDB
Solbar	HMDB
2-Hydroxy-4-methoxybenzone	HMDB
Eusolex 4360	HMDB
Eusolex-4360	HMDB

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Weight

228.2433

Monoisotopic Molecular Weight

228.07864425

IUPAC Name

2-benzoyl-5-methoxyphenol

Traditional Name

oxybenzone

CAS Registry Number

131-57-7

SMILES

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

InChI Identifier

InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3

InChI Key

DXGLGDHPHMLXJC-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

monomethoxybenzene (CHEBI:34283 )
hydroxybenzophenone (CHEBI:34283 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015497)

Source

Exogenous

Exogenous (HMDB: HMDB0015497)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	65.5 °C	Not Available
Boiling Point	370.00 to 371.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.13 g/L	Not Available
LogP	3.79	CHEM INSPECT TEST INST (1992)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	3.35	ALOGPS
logP	3.62	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.07	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.08 m³·mol⁻¹	ChemAxon
Polarizability	23.96 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
DarkChem	[M+H]+	152.814	31661259
DarkChem	[M-H]-	155.202	31661259
DeepCCS	[M+H]+	155.98	30932474
DeepCCS	[M-H]-	153.584	30932474
DeepCCS	[M-2H]-	186.536	30932474
DeepCCS	[M+Na]+	162.036	30932474
AllCCS	[M+H]+	150.9	32859911
AllCCS	[M+H-H2O]+	146.7	32859911
AllCCS	[M+NH4]+	154.8	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	152.9	32859911
AllCCS	[M+Na-2H]-	152.7	32859911
AllCCS	[M+HCOO]-	152.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.21 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7782 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.83 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2421.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	455.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	253.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	687.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	777.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1336.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	498.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1422.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	464.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	471.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	401.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	315.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	61.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxybenzone	COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1	2951.0	Standard polar	33892256
Oxybenzone	COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1	1940.1	Standard non polar	33892256
Oxybenzone	COC1=CC(O)=C(C=C1)C(=O)C1=CC=CC=C1	2023.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxybenzone,1TMS,isomer #1	COC1=CC=C(C(=O)C2=CC=CC=C2)C(O[Si](C)(C)C)=C1	2044.4	Semi standard non polar	33892256
Oxybenzone,1TBDMS,isomer #1	COC1=CC=C(C(=O)C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1	2290.4	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01428	21059682	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01428	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01428

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4471

KEGG Compound ID

C14285

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxybenzone

METLIN ID

Not Available

PubChem Compound

4632

PDB ID

Not Available

ChEBI ID

34283

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1131411

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Gonzalez H, Farbrot A, Larko O, Wennberg AM: Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet irradiation. Br J Dermatol. 2006 Feb;154(2):337-40. [PubMed:16433806 ]

Showing metabocard for Oxybenzone (HMDB0015497)

MOL for HMDB0015497 (Oxybenzone)

3D MOL for HMDB0015497 (Oxybenzone)

3D SDF for HMDB0015497 (Oxybenzone)

3D-SDF for HMDB0015497 (Oxybenzone)

PDB for HMDB0015497 (Oxybenzone)

3D PDB for HMDB0015497 (Oxybenzone)

SMILES for HMDB0015497 (Oxybenzone)

INCHI for HMDB0015497 (Oxybenzone)

Structure for HMDB0015497 (Oxybenzone)

3D Structure for HMDB0015497 (Oxybenzone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized