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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:46:53 UTC

Update Date

2021-09-26 23:00:01 UTC

HMDB ID

HMDB0249276

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bisphenol AF

Description

bisphenol AF, also known as bpaf compound, belongs to the class of organic compounds known as bisphenols. These are methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone). bisphenol AF is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on bisphenol AF. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bisphenol af is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bisphenol AF 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

HMDB0249276
     RDKit          3D
Bisphenol AF
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.6489    1.9112    0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5005    1.1726    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    0.9077    1.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3828    0.1893    1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1699   -0.3041   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646   -1.0926   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2483   -0.2763   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966   -0.8376   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331   -0.0998    0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334    1.2546    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.9977    0.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2923    1.8625    0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1624    1.0880   -0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445   -2.3477    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070   -2.1257    1.6178 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -3.3191   -0.0213 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.8856   -0.0591 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -1.5377   -2.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -2.2614   -2.1718 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -0.4622   -2.8398 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247   -2.4148   -2.3170 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220   -0.0534   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730    0.6700   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    2.0614   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7438    1.3224    2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.0586    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -1.8998   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5967   -0.5731    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6886    2.9797    0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    2.9384    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.6273   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164   -0.4118   -2.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187    0.8613   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  5 22  1  0
 22 23  2  0
 23  2  1  0
 13  7  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 22 32  1  0
 23 33  1  0
M  END

  Mrv0541 05031418392D          

 23 24  0  0  0  0            999 V2000
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    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
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 15  1  0  0  0  0
 21 15  1  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249276

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C(C1=CC=C(O)C=C1)(C(F)(F)F)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C15H10F6O2/c16-14(17,18)13(15(19,20)21,9-1-5-11(22)6-2-9)10-3-7-12(23)8-4-10/h1-8,22-23H

> <INCHI_KEY>
ZFVMWEVVKGLCIJ-UHFFFAOYSA-N

> <FORMULA>
C15H10F6O2

> <MOLECULAR_WEIGHT>
336.2291

> <EXACT_MASS>
336.058498794

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.030931686969485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
4.773829600666666

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.73790244813873

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.127074136083586

> <JCHEM_PKA_STRONGEST_BASIC>
-5.5529801322745636

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
81.14010000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bisphenol AF

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249276
     RDKit          3D
Bisphenol AF
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.6489    1.9112    0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5005    1.1726    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    0.9077    1.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3828    0.1893    1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1699   -0.3041   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646   -1.0926   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2483   -0.2763   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966   -0.8376   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331   -0.0998    0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334    1.2546    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.9977    0.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2923    1.8625    0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1624    1.0880   -0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445   -2.3477    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070   -2.1257    1.6178 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -3.3191   -0.0213 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.8856   -0.0591 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -1.5377   -2.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -2.2614   -2.1718 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -0.4622   -2.8398 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247   -2.4148   -2.3170 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220   -0.0534   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730    0.6700   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    2.0614   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7438    1.3224    2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.0586    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -1.8998   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5967   -0.5731    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6886    2.9797    0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    2.9384    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.6273   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164   -0.4118   -2.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187    0.8613   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  5 22  1  0
 22 23  2  0
 23  2  1  0
 13  7  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 22 32  1  0
 23 33  1  0
M  END

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    5    9                                                       
CONECT    2    6    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    1    2   13                                                  
CONECT   10    3    4   13                                                  
CONECT   11    5    6   22                                                  
CONECT   12    7    8   23                                                  
CONECT   13    9   10   14   15                                             
CONECT   14   13   16   17   18                                             
CONECT   15   13   19   20   21                                             
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   15                                                            
CONECT   21   15                                                            
CONECT   22   11                                                            
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0249276
HETATM    1  O1  UNL     1       4.649   1.911   0.621  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.500   1.173   0.307  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.529   0.908   1.255  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.383   0.189   1.003  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.170  -0.304  -0.256  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.065  -1.093  -0.559  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.248  -0.276  -0.292  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.497  -0.838  -0.194  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.633  -0.100   0.063  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.533   1.255   0.231  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.679   1.998   0.491  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.292   1.862   0.140  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.162   1.088  -0.121  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.045  -2.348   0.276  1.00  0.00           C  
HETATM   15  F1  UNL     1       0.107  -2.126   1.618  1.00  0.00           F  
HETATM   16  F2  UNL     1      -0.852  -3.319  -0.021  1.00  0.00           F  
HETATM   17  F3  UNL     1       1.304  -2.886  -0.059  1.00  0.00           F  
HETATM   18  C13 UNL     1      -0.077  -1.538  -2.003  1.00  0.00           C  
HETATM   19  F4  UNL     1      -1.269  -2.261  -2.172  1.00  0.00           F  
HETATM   20  F5  UNL     1      -0.182  -0.462  -2.840  1.00  0.00           F  
HETATM   21  F6  UNL     1       0.925  -2.415  -2.317  1.00  0.00           F  
HETATM   22  C14 UNL     1       2.122  -0.053  -1.214  1.00  0.00           C  
HETATM   23  C15 UNL     1       3.273   0.670  -0.956  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.309   2.061  -0.119  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.744   1.322   2.242  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.708   0.059   1.833  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.592  -1.900  -0.325  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.597  -0.573   0.133  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.689   2.980   0.624  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.204   2.938   0.272  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.230   1.627  -0.178  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.016  -0.412  -2.227  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.019   0.861  -1.727  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3    3   23
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6   22
CONECT    6    7   14   18
CONECT    7    8    8   13
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11   12
CONECT   11   29
CONECT   12   13   13   30
CONECT   13   31
CONECT   14   15   16   17
CONECT   18   19   20   21
CONECT   22   23   23   32
CONECT   23   33
END

HMDB0249276
     RDKit          3D
Bisphenol AF
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.6489    1.9112    0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5005    1.1726    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    0.9077    1.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3828    0.1893    1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1699   -0.3041   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646   -1.0926   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2483   -0.2763   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966   -0.8376   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331   -0.0998    0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334    1.2546    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.9977    0.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2923    1.8625    0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1624    1.0880   -0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445   -2.3477    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070   -2.1257    1.6178 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -3.3191   -0.0213 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.8856   -0.0591 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -1.5377   -2.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -2.2614   -2.1718 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -0.4622   -2.8398 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247   -2.4148   -2.3170 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220   -0.0534   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730    0.6700   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    2.0614   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7438    1.3224    2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.0586    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -1.8998   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5967   -0.5731    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6886    2.9797    0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    2.9384    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.6273   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164   -0.4118   -2.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187    0.8613   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  5 22  1  0
 22 23  2  0
 23  2  1  0
 13  7  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 22 32  1  0
 23 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2-Bis(4-hydroxyphenyl)perfluoropropane	ChEBI
2,2-Bis-(p-hydroxyphenyl)-hexafluoropropane	ChEBI
4,4'-(Hexafluoroisopropylidene)diphenol	ChEBI
Hexafluoroisopropylidenebis(4-hydroxybenzene)	ChEBI
2,2-Bis(4-hydroxyphenyl)hexafluoropropane	MeSH
4,4'-Hexafluorisopropylidene diphenol	MeSH
BPAF compound	MeSH

Chemical Formula

C₁₅H₁₀F₆O₂

Average Molecular Weight

336.2291

Monoisotopic Molecular Weight

336.058498794

IUPAC Name

4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol

Traditional Name

bisphenol AF

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C(C1=CC=C(O)C=C1)(C(F)(F)F)C(F)(F)F

InChI Identifier

InChI=1S/C15H10F6O2/c16-14(17,18)13(15(19,20)21,9-1-5-11(22)6-2-9)10-3-7-12(23)8-4-10/h1-8,22-23H

InChI Key

ZFVMWEVVKGLCIJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bisphenols. These are methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Bisphenols

Alternative Parents

Substituents

Bisphenol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organofluoride
Organohalogen compound
Alkyl halide
Alkyl fluoride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:72754 )
bisphenol (CHEBI:72754 )

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	4.23	ALOGPS
logP	4.77	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.13	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.14 m³·mol⁻¹	ChemAxon
Polarizability	26.03 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]+	170.006	30932474
DeepCCS	[M-H]-	167.648	30932474
DeepCCS	[M-2H]-	201.559	30932474
DeepCCS	[M+Na]+	176.786	30932474
AllCCS	[M+H]+	171.0	32859911
AllCCS	[M+H-H2O]+	167.6	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	175.0	32859911
AllCCS	[M-H]-	162.2	32859911
AllCCS	[M+Na-2H]-	161.2	32859911
AllCCS	[M+HCOO]-	160.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisphenol AF	OC1=CC=C(C=C1)C(C1=CC=C(O)C=C1)(C(F)(F)F)C(F)(F)F	2323.2	Standard polar	33892256
Bisphenol AF	OC1=CC=C(C=C1)C(C1=CC=C(O)C=C1)(C(F)(F)F)C(F)(F)F	2026.1	Standard non polar	33892256
Bisphenol AF	OC1=CC=C(C=C1)C(C1=CC=C(O)C=C1)(C(F)(F)F)C(F)(F)F	2080.6	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 - Bisphenol AF GC-MS (Non-derivatized) - 70eV, Positive	splash10-014r-4079000000-59d4f7f5cf1ec804a3df	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisphenol AF GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisphenol AF GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisphenol AF GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisphenol AF GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisphenol AF GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bisphenol AF 75V, Negative-QTOF	splash10-00dj-1590000000-419643c630fb93fc6cff	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bisphenol AF 90V, Negative-QTOF	splash10-014i-6920000000-2e0fb206b15a5f7d5a03	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bisphenol AF 45V, Negative-QTOF	splash10-014i-1090000000-75209a4ae003f7d2f08e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bisphenol AF 60V, Negative-QTOF	splash10-014i-2290000000-8b6482f9e6fe7e428032	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bisphenol AF 30V, Negative-QTOF	splash10-014i-0091000000-c635ed5637cbea165e73	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bisphenol AF 15V, Negative-QTOF	splash10-000i-0029000000-bc7fbc103f6257f27516	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 10V, Positive-QTOF	splash10-000i-0009000000-bafa4adbc024ba7d77df	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 20V, Positive-QTOF	splash10-000i-0009000000-fd4370ae5504511bb634	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 40V, Positive-QTOF	splash10-00kk-6392000000-b7c32f6a497dd981889d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 10V, Negative-QTOF	splash10-000i-0009000000-56fa8fa7ae1e88837b35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 20V, Negative-QTOF	splash10-000i-2009000000-bc466b71cb841d15c2aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 40V, Negative-QTOF	splash10-0006-9043000000-14cc98d9fe376e8f7325	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 10V, Positive-QTOF	splash10-000i-0009000000-c4290c5dd7cff1e11015	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 20V, Positive-QTOF	splash10-000i-0009000000-c4290c5dd7cff1e11015	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 40V, Positive-QTOF	splash10-00ks-2290000000-8ffe2bcb4a2edcdb505a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 10V, Negative-QTOF	splash10-000i-0009000000-8b1b60a7e6c6ed977368	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 20V, Negative-QTOF	splash10-000i-0019000000-8a7c634eb176336ce3f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisphenol AF 40V, Negative-QTOF	splash10-000i-1009000000-298a35f4a2c619dd5830	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

66498

KEGG Compound ID

C14350

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bisphenol_AF

METLIN ID

Not Available

PubChem Compound

73864

PDB ID

Not Available

ChEBI ID

72754

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 Bisphenol AF (HMDB0249276)

MOL for HMDB0249276 (Bisphenol AF)

3D MOL for HMDB0249276 (Bisphenol AF)

3D SDF for HMDB0249276 (Bisphenol AF)

3D-SDF for HMDB0249276 (Bisphenol AF)

PDB for HMDB0249276 (Bisphenol AF)

3D PDB for HMDB0249276 (Bisphenol AF)

SMILES for HMDB0249276 (Bisphenol AF)

INCHI for HMDB0249276 (Bisphenol AF)

Structure for HMDB0249276 (Bisphenol AF)

3D Structure for HMDB0249276 (Bisphenol AF)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra