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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:08:57 UTC

Update Date

2021-09-26 22:54:58 UTC

HMDB ID

HMDB0246110

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3',4'-Dihydroxyflurbiprofen

Description

3',4'-Dihydroxyflurbiprofen, also known as 3',4'-DHF, belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Based on a literature review very few articles have been published on 3',4'-Dihydroxyflurbiprofen. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3',4'-dihydroxyflurbiprofen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3',4'-Dihydroxyflurbiprofen 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

HMDB0246110
     RDKit          3D
3',4'-Dihydroxyflurbiprofen
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.1634    1.8024    0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    0.5188   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749   -0.6267    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -0.4475    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2459   -1.8739   -0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606    0.3080   -0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6597    0.1467    0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771   -0.0512    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032   -0.0862   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385   -0.2890   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -1.1824   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.4355   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652   -0.7579   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0497   -0.9925   -0.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    0.1450    0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    0.7794    1.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640    0.3545    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0778   -1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    0.0536   -2.5396 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    0.2732   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130    1.7898    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2856    1.7769    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359    2.6989   -0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9942    0.6237   -1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666   -2.1444   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2924    0.1779    1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -0.1702    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -1.7188   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3535   -2.1330   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397   -0.5170    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7089    1.4440    2.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271    1.0557    1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    0.4001   -2.4667 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  1  0
 18 19  1  0
 18 20  2  0
 20  6  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
M  END


  Mrv1652309112101092D          

 20 21  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 F   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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
  5 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246110

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H13FO4/c1-8(15(19)20)9-2-4-11(12(16)6-9)10-3-5-13(17)14(18)7-10/h2-8,17-18H,1H3,(H,19,20)

> <INCHI_KEY>
PXJMZAQJKURKMR-UHFFFAOYSA-N

> <FORMULA>
C15H13FO4

> <MOLECULAR_WEIGHT>
276.263

> <EXACT_MASS>
276.079787062

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.25608677101737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-fluoro-3',4'-dihydroxy-[1,1'-biphenyl]-4-yl}propanoic acid

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.336777038666666

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.038741553905888

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.953744005219091

> <JCHEM_PKA_STRONGEST_BASIC>
-6.308250196668518

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
71.2545

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-fluoro-3',4'-dihydroxy-[1,1'-biphenyl]-4-yl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246110
     RDKit          3D
3',4'-Dihydroxyflurbiprofen
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.1634    1.8024    0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    0.5188   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749   -0.6267    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -0.4475    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2459   -1.8739   -0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606    0.3080   -0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6597    0.1467    0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771   -0.0512    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032   -0.0862   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385   -0.2890   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -1.1824   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.4355   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652   -0.7579   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0497   -0.9925   -0.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    0.1450    0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    0.7794    1.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640    0.3545    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0778   -1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    0.0536   -2.5396 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    0.2732   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130    1.7898    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2856    1.7769    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359    2.6989   -0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9942    0.6237   -1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666   -2.1444   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2924    0.1779    1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -0.1702    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -1.7188   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3535   -2.1330   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397   -0.5170    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7089    1.4440    2.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271    1.0557    1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    0.4001   -2.4667 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  1  0
 18 19  1  0
 18 20  2  0
 20  6  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   17  F   UNK     0       4.001  -5.390   0.000  0.00  0.00           F+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12                                                            
CONECT   16   11                                                            
CONECT   17    5                                                            
CONECT   18    2   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0246110
HETATM    1  C1  UNL     1       4.163   1.802   0.180  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.722   0.519  -0.511  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.475  -0.627   0.036  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.273  -0.448   0.970  1.00  0.00           O  
HETATM    5  O2  UNL     1       4.246  -1.874  -0.536  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.261   0.308  -0.370  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.660   0.147   0.853  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.277  -0.051   0.964  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.503  -0.086  -0.170  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.939  -0.289  -0.098  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.535  -1.182  -0.973  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.891  -1.435  -0.974  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.665  -0.758  -0.054  1.00  0.00           C  
HETATM   14  O3  UNL     1      -6.050  -0.992  -0.028  1.00  0.00           O  
HETATM   15  C12 UNL     1      -4.128   0.145   0.844  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.972   0.779   1.730  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.764   0.355   0.794  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.121   0.078  -1.386  1.00  0.00           C  
HETATM   19  F1  UNL     1      -0.590   0.054  -2.540  1.00  0.00           F  
HETATM   20  C15 UNL     1       1.484   0.273  -1.500  1.00  0.00           C  
HETATM   21  H1  UNL     1       3.813   1.790   1.221  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.286   1.777   0.163  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.836   2.699  -0.393  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.994   0.624  -1.563  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.267  -2.144  -0.660  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.292   0.178   1.731  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.129  -0.170   1.948  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.928  -1.719  -1.700  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.354  -2.133  -1.658  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.640  -0.517   0.627  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.709   1.444   2.418  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.327   1.056   1.487  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.955   0.400  -2.467  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    6   24
CONECT    3    4    4    5
CONECT    5   25
CONECT    6    7    7   20
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   18
CONECT   10   11   11   17
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   15
CONECT   14   30
CONECT   15   16   17   17
CONECT   16   31
CONECT   17   32
CONECT   18   19   20   20
CONECT   20   33
END

HMDB0246110
     RDKit          3D
3',4'-Dihydroxyflurbiprofen
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.1634    1.8024    0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    0.5188   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749   -0.6267    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -0.4475    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2459   -1.8739   -0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606    0.3080   -0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6597    0.1467    0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771   -0.0512    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032   -0.0862   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385   -0.2890   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -1.1824   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.4355   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652   -0.7579   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0497   -0.9925   -0.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    0.1450    0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    0.7794    1.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640    0.3545    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0778   -1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    0.0536   -2.5396 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    0.2732   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130    1.7898    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2856    1.7769    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359    2.6989   -0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9942    0.6237   -1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666   -2.1444   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2924    0.1779    1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -0.1702    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -1.7188   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3535   -2.1330   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397   -0.5170    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7089    1.4440    2.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271    1.0557    1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    0.4001   -2.4667 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  1  0
 18 19  1  0
 18 20  2  0
 20  6  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',4'-Dihydroxyflurbiprofen, (S)-isomer	HMDB
3',4'-Dihydroxyflurbiprofen, (R)-isomer	HMDB
3',4'-DHF	HMDB

Chemical Formula

C₁₅H₁₃FO₄

Average Molecular Weight

276.263

Monoisotopic Molecular Weight

276.079787062

IUPAC Name

2-{2-fluoro-3',4'-dihydroxy-[1,1'-biphenyl]-4-yl}propanoic acid

Traditional Name

2-{2-fluoro-3',4'-dihydroxy-[1,1'-biphenyl]-4-yl}propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C15H13FO4/c1-8(15(19)20)9-2-4-11(12(16)6-9)10-3-5-13(17)14(18)7-10/h2-8,17-18H,1H3,(H,19,20)

InChI Key

PXJMZAQJKURKMR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
2-phenylpropanoic-acid
Monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
P-cymene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Halobenzene
Fluorobenzene
Aryl halide
Aryl fluoride
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organofluoride
Organohalogen compound
Carbonyl group
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	3.31	ALOGPS
logP	3.34	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.25 m³·mol⁻¹	ChemAxon
Polarizability	27.26 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]+	167.788	30932474
DeepCCS	[M-H]-	165.43	30932474
DeepCCS	[M-2H]-	198.587	30932474
DeepCCS	[M+Na]+	173.882	30932474
AllCCS	[M+H]+	162.3	32859911
AllCCS	[M+H-H2O]+	158.6	32859911
AllCCS	[M+NH4]+	165.8	32859911
AllCCS	[M+Na]+	166.8	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	161.8	32859911
AllCCS	[M+HCOO]-	161.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.3186 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.43 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1740.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	318.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	148.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	276.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	569.0 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	506.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	985.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	431.8 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	1191.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	369.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	201.0 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	102.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',4'-Dihydroxyflurbiprofen	CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC(O)=C(O)C=C1	4152.7	Standard polar	33892256
3',4'-Dihydroxyflurbiprofen	CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC(O)=C(O)C=C1	2300.3	Standard non polar	33892256
3',4'-Dihydroxyflurbiprofen	CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC(O)=C(O)C=C1	2461.4	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 - 3',4'-Dihydroxyflurbiprofen GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1290000000-1c57330f9ebb82d91aed	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydroxyflurbiprofen GC-MS (TBDMS_3_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 - 3',4'-Dihydroxyflurbiprofen 10V, Positive-QTOF	splash10-004i-0090000000-3662e8903c8321817cfc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxyflurbiprofen 20V, Positive-QTOF	splash10-003r-0090000000-4dc4c02eedf5e0b7d215	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxyflurbiprofen 40V, Positive-QTOF	splash10-03di-0490000000-8b528fdd3df071cae5d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxyflurbiprofen 10V, Negative-QTOF	splash10-01q9-0090000000-95a62d0c28931d8ec82a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxyflurbiprofen 20V, Negative-QTOF	splash10-03di-0090000000-55737f7030903ffffc10	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydroxyflurbiprofen 40V, Negative-QTOF	splash10-01q9-0940000000-5981a45d87fe33f3cb7b	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

113756

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128319

PDB ID

Not Available

ChEBI ID

190035

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 3',4'-Dihydroxyflurbiprofen (HMDB0246110)

MOL for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

3D MOL for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

3D SDF for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

3D-SDF for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

PDB for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

3D PDB for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

SMILES for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

INCHI for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

Structure for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

3D Structure for HMDB0246110 (3',4'-Dihydroxyflurbiprofen)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra