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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:25:18 UTC

Update Date

2021-09-26 22:59:32 UTC

HMDB ID

HMDB0248956

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benoxaprofen

Description

Benoxaprofen, also known as lilly 90459 or oraflex, belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group. Based on a literature review a significant number of articles have been published on Benoxaprofen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benoxaprofen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benoxaprofen 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

HMDB0248956
     RDKit          3D
Benoxaprofen
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.3621    1.1870    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156   -0.1796   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4319   -1.2150    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5973   -1.9892    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7611   -1.3440    0.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648   -0.1601   -0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.2332   -2.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.2201   -2.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354   -0.1312   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -0.0986   -1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -0.0089   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346    0.0470    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2927    0.0077   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6480    0.0608   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0776    0.1552    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927    0.2239    1.1306 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    0.1958    1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849    0.1415    1.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8568    0.0173    0.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2821   -0.0577   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -0.0738    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982    1.0787    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2693    1.6065   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520    1.9223   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5742   -0.2543   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3072   -0.4837    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -0.3031   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5146   -0.2795   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -0.0667   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3674    0.0285   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4790    0.2700    2.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    0.1728    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -0.0161    1.1851 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21  6  1  0
 20  9  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

4812
  Mrv0541 02231217562D          

 21 23  0  0  1  0            999 V2000
   10.2277   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4461   -1.0764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4461    0.2514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9276   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7526   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1651    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1651   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9901    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9901   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4026   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2 10  1  0  0  0  0
  2 14  1  0  0  0  0
  3 16  1  0  0  0  0
  4 16  2  0  0  0  0
  5  8  1  0  0  0  0
  5 14  2  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  6 16  1  0  0  0  0
  7  9  2  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 12  1  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248956

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(O)=O)C1=CC2=C(OC(=N2)C2=CC=C(Cl)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)

> <INCHI_KEY>
MITFXPHMIHQXPI-UHFFFAOYSA-N

> <FORMULA>
C16H12ClNO3

> <MOLECULAR_WEIGHT>
301.724

> <EXACT_MASS>
301.050570962

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.3376320166972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
4.1294149

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.65678429357589

> <JCHEM_PKA_STRONGEST_BASIC>
0.09072018781816582

> <JCHEM_POLAR_SURFACE_AREA>
63.330000000000005

> <JCHEM_REFRACTIVITY>
88.51160000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benoxaprofen

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248956
     RDKit          3D
Benoxaprofen
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.3621    1.1870    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156   -0.1796   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4319   -1.2150    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5973   -1.9892    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7611   -1.3440    0.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648   -0.1601   -0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.2332   -2.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.2201   -2.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354   -0.1312   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -0.0986   -1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -0.0089   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346    0.0470    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2927    0.0077   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6480    0.0608   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0776    0.1552    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927    0.2239    1.1306 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    0.1958    1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849    0.1415    1.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8568    0.0173    0.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2821   -0.0577   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -0.0738    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982    1.0787    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2693    1.6065   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520    1.9223   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5742   -0.2543   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3072   -0.4837    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -0.3031   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5146   -0.2795   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -0.0667   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3674    0.0285   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4790    0.2700    2.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    0.1728    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -0.0161    1.1851 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21  6  1  0
 20  9  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4812                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      19.092  -0.770   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0      12.033  -2.009   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907   0.770   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.241  -1.540   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      12.033   0.469   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.574   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.908   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.576   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.242   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.576  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.242  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.574   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.932  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.472  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.241   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.242   0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.242  -2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.782   0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.782  -2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.552  -0.770   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   10   14                                                       
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5    8   14                                                       
CONECT    6    7   13   16                                                  
CONECT    7    6    9   11                                                  
CONECT    8    5    9   10                                                  
CONECT    9    7    8                                                       
CONECT   10    2    8   12                                                  
CONECT   11    7   12                                                       
CONECT   12   10   11                                                       
CONECT   13    6                                                            
CONECT   14    2    5   15                                                  
CONECT   15   14   17   18                                                  
CONECT   16    3    4    6                                                  
CONECT   17   15   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   21                                                       
CONECT   21    1   19   20                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0248956
HETATM    1  C1  UNL     1       4.362   1.187   0.054  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.016  -0.180  -0.558  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.432  -1.215   0.380  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.597  -1.989   0.887  1.00  0.00           O  
HETATM    5  O2  UNL     1       5.761  -1.344   0.714  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.565  -0.160  -0.820  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.142  -0.233  -2.128  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.801  -0.220  -2.448  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.135  -0.131  -1.424  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.436  -0.099  -1.423  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.916  -0.009  -0.208  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.335   0.047   0.111  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.293   0.008  -0.879  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.648   0.061  -0.579  1.00  0.00           C  
HETATM   15  C12 UNL     1      -6.078   0.155   0.729  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -7.793   0.224   1.131  1.00  0.00          CL  
HETATM   17  C13 UNL     1      -5.133   0.196   1.734  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.785   0.141   1.412  1.00  0.00           C  
HETATM   19  N1  UNL     1      -0.857   0.017   0.617  1.00  0.00           N  
HETATM   20  C15 UNL     1       0.282  -0.058  -0.111  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.617  -0.074   0.160  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.598   1.079   1.143  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.269   1.606  -0.443  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.552   1.922  -0.127  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.574  -0.254  -1.511  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.307  -0.484   0.797  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.898  -0.303  -2.926  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.515  -0.280  -3.490  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.925  -0.067  -1.899  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.367   0.028  -1.366  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.479   0.270   2.759  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.040   0.173   2.194  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.932  -0.016   1.185  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    6   25
CONECT    3    4    4    5
CONECT    5   26
CONECT    6    7    7   21
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   20
CONECT   10   11
CONECT   11   12   19   19
CONECT   12   13   13   18
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16   17
CONECT   17   18   18   31
CONECT   18   32
CONECT   19   20
CONECT   20   21   21
CONECT   21   33
END

HMDB0248956
     RDKit          3D
Benoxaprofen
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.3621    1.1870    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156   -0.1796   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4319   -1.2150    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5973   -1.9892    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7611   -1.3440    0.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648   -0.1601   -0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.2332   -2.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.2201   -2.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354   -0.1312   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -0.0986   -1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -0.0089   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346    0.0470    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2927    0.0077   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6480    0.0608   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0776    0.1552    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927    0.2239    1.1306 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    0.1958    1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849    0.1415    1.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8568    0.0173    0.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2821   -0.0577   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -0.0738    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982    1.0787    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2693    1.6065   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520    1.9223   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5742   -0.2543   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3072   -0.4837    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -0.3031   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5146   -0.2795   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -0.0667   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3674    0.0285   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4790    0.2700    2.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    0.1728    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -0.0161    1.1851 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21  6  1  0
 20  9  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Benoxaprofen	ChEBI
(1)-2-(4-Chlorophenyl)benzoxazole-5-propionic acid	ChEBI
2-(4-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid	ChEBI
2-(p-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid	ChEBI
Benoxaprofene	ChEBI
Benoxaprofeno	ChEBI
Benoxaprofenum	ChEBI
DL-Benoxaprofen	ChEBI
Lilly 90459	ChEBI
Oraflex	Kegg
(1)-2-(4-Chlorophenyl)benzoxazole-5-propionate	Generator
2-(4-Chlorophenyl)-a-methyl-5-benzoxazoleacetate	Generator
2-(4-Chlorophenyl)-a-methyl-5-benzoxazoleacetic acid	Generator
2-(4-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetate	Generator
2-(4-Chlorophenyl)-α-methyl-5-benzoxazoleacetate	Generator
2-(4-Chlorophenyl)-α-methyl-5-benzoxazoleacetic acid	Generator
2-(p-Chlorophenyl)-a-methyl-5-benzoxazoleacetate	Generator
2-(p-Chlorophenyl)-a-methyl-5-benzoxazoleacetic acid	Generator
2-(p-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetate	Generator
2-(p-Chlorophenyl)-α-methyl-5-benzoxazoleacetate	Generator
2-(p-Chlorophenyl)-α-methyl-5-benzoxazoleacetic acid	Generator
Benoxaprofen, (+)-isomer	HMDB
LRCL 3794	HMDB
Benoxaprofen, (+-)-isomer	HMDB
Benoxaprofen, monosodium salt	HMDB
Benoxaprofen, ammonium salt	HMDB
Benoxaprofen, (-)-isomer	HMDB
2-[2-(4-Chlorophenyl)-1,3-benzoxazol-5-yl]propanoate	HMDB

Chemical Formula

C₁₆H₁₂ClNO₃

Average Molecular Weight

301.724

Monoisotopic Molecular Weight

301.050570962

IUPAC Name

2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid

Traditional Name

benoxaprofen

CAS Registry Number

Not Available

SMILES

CC(C(O)=O)C1=CC2=C(OC(=N2)C2=CC=C(Cl)C=C2)C=C1

InChI Identifier

InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)

InChI Key

MITFXPHMIHQXPI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

Phenyl-1,3-oxazoles

Alternative Parents

Substituents

Phenyl-1,3-oxazole
Benzoxazole
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1,3-benzoxazoles (CHEBI:76114 )
monocarboxylic acid (CHEBI:76114 )
monochlorobenzenes (CHEBI:76114 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0248956)

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	4.22	ALOGPS
logP	4.13	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.66	ChemAxon
pKa (Strongest Basic)	0.091	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.33 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.51 m³·mol⁻¹	ChemAxon
Polarizability	31.34 Å³	ChemAxon
Number of Rings	3	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]+	172.345	30932474
DeepCCS	[M-H]-	169.987	30932474
DeepCCS	[M-2H]-	203.745	30932474
DeepCCS	[M+Na]+	178.972	30932474
AllCCS	[M+H]+	166.9	32859911
AllCCS	[M+H-H2O]+	163.5	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	170.9	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	166.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benoxaprofen	CC(C(O)=O)C1=CC2=C(OC(=N2)C2=CC=C(Cl)C=C2)C=C1	3796.9	Standard polar	33892256
Benoxaprofen	CC(C(O)=O)C1=CC2=C(OC(=N2)C2=CC=C(Cl)C=C2)C=C1	2582.2	Standard non polar	33892256
Benoxaprofen	CC(C(O)=O)C1=CC2=C(OC(=N2)C2=CC=C(Cl)C=C2)C=C1	2631.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Benoxaprofen EI-B (Non-derivatized)	splash10-0a4i-7294000000-6fce0cace9618294c879	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benoxaprofen GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-0950000000-5d0b37b42442ccd580a8	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benoxaprofen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benoxaprofen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benoxaprofen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Benoxaprofen 10V, Positive-QTOF	splash10-0udi-0079000000-378fba1ed509d2be0ded	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 20V, Positive-QTOF	splash10-0pc0-0092000000-22ee08cb4cbf3cd04f7e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 40V, Positive-QTOF	splash10-0j5a-4980000000-a80cc3aa977c018a22e7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 10V, Negative-QTOF	splash10-0udi-0049000000-ff347f83a8f58bf60182	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 20V, Negative-QTOF	splash10-0pb9-0194000000-c35a3ca878f97546a673	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 40V, Negative-QTOF	splash10-03fr-3970000000-812dcf8d86d5f3ea9da2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 10V, Negative-QTOF	splash10-0a4i-0091000000-c67b46a01c9b91126026	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 20V, Negative-QTOF	splash10-0a4i-0090000000-6a6e0a7917aff75d5897	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 40V, Negative-QTOF	splash10-001i-8790000000-a4436e7d143bb705a47d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 10V, Positive-QTOF	splash10-0pb9-0097000000-381c8e8159e9ef91df4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 20V, Positive-QTOF	splash10-0a4i-0091000000-a21e3f21df01b9e4e43c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxaprofen 40V, Positive-QTOF	splash10-053i-0890000000-b73f7497e3790f3c5fca	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

DB04812

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

36518

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benoxaprofen

METLIN ID

Not Available

PubChem Compound

39941

PDB ID

Not Available

ChEBI ID

76114

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 Benoxaprofen (HMDB0248956)

MOL for HMDB0248956 (Benoxaprofen)

3D MOL for HMDB0248956 (Benoxaprofen)

3D SDF for HMDB0248956 (Benoxaprofen)

3D-SDF for HMDB0248956 (Benoxaprofen)

PDB for HMDB0248956 (Benoxaprofen)

3D PDB for HMDB0248956 (Benoxaprofen)

SMILES for HMDB0248956 (Benoxaprofen)

INCHI for HMDB0248956 (Benoxaprofen)

Structure for HMDB0248956 (Benoxaprofen)

3D Structure for HMDB0248956 (Benoxaprofen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra