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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:23:15 UTC

Update Date

2021-09-26 22:59:28 UTC

HMDB ID

HMDB0248923

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Beclobrinic acid

Description

Beclobrinic acid, also known as beclobrinate, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review a small amount of articles have been published on Beclobrinic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Beclobrinic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Beclobrinic acid 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

HMDB0248923
     RDKit          3D
Beclobrinic acid
 41 42  0  0  0  0  0  0  0  0999 V2000
   -5.0766    0.6263    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    0.8289    0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -0.0724   -0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5141   -1.5165   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1225    0.1550   -1.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517    0.0144   -0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    1.0775    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.9486    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321   -0.2465    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.4420    1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -0.1313    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838    1.1508    0.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978    1.4851    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398    0.5596   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5460    0.9960   -1.5215 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6367   -0.7351   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271   -1.0711    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294   -1.3093    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2714   -1.1760   -0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601    0.1280   -1.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5876   -0.0254   -1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677    0.4788   -2.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0284    0.8591    2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8664    1.2192    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -0.4316    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643    0.6385    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429    1.8712    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -1.6932    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -1.8207   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0447   -2.1419   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9226    2.0381    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    1.7760    1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -1.4772    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6890    0.2217    2.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154    1.9191    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524    2.4918    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1131   -1.5021   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -2.0966    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361   -2.2808    0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.0294   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729    0.7150   -3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
  3 20  1  0
 20 21  2  0
 20 22  1  0
 19  6  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
M  END


  Mrv1652309112105232D          

 22 23  0  0  0  0            999 V2000
    0.7145    1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4289    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
    2.1434   -1.2375    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   -2.4750    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
    1.4289   -2.4750    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   -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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 Cl  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  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248923

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)(OC1=CC=C(CC2=CC=C(Cl)C=C2)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H19ClO3/c1-3-18(2,17(20)21)22-16-10-6-14(7-11-16)12-13-4-8-15(19)9-5-13/h4-11H,3,12H2,1-2H3,(H,20,21)

> <INCHI_KEY>
PBRVZNUUAUSXBJ-UHFFFAOYSA-N

> <FORMULA>
C18H19ClO3

> <MOLECULAR_WEIGHT>
318.8

> <EXACT_MASS>
318.1022722

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.75005827833748

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{4-[(4-chlorophenyl)methyl]phenoxy}-2-methylbutanoic acid

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
5.513449085333334

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.793464058686748

> <JCHEM_PKA_STRONGEST_BASIC>
-4.914387759224592

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
86.879

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[(4-chlorophenyl)methyl]phenoxy}-2-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248923
     RDKit          3D
Beclobrinic acid
 41 42  0  0  0  0  0  0  0  0999 V2000
   -5.0766    0.6263    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    0.8289    0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -0.0724   -0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5141   -1.5165   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1225    0.1550   -1.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517    0.0144   -0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    1.0775    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.9486    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321   -0.2465    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.4420    1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -0.1313    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838    1.1508    0.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978    1.4851    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398    0.5596   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5460    0.9960   -1.5215 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6367   -0.7351   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271   -1.0711    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294   -1.3093    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2714   -1.1760   -0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601    0.1280   -1.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5876   -0.0254   -1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677    0.4788   -2.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0284    0.8591    2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8664    1.2192    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -0.4316    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643    0.6385    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429    1.8712    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -1.6932    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -1.8207   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0447   -2.1419   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9226    2.0381    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    1.7760    1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -1.4772    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6890    0.2217    2.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154    1.9191    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524    2.4918    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1131   -1.5021   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -2.0966    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361   -2.2808    0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.0294   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729    0.7150   -3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
  3 20  1  0
 20 21  2  0
 20 22  1  0
 19  6  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  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       1.334   2.310   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.437   1.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.977   1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.667   2.667   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      -1.334 -10.010   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    8                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0248923
HETATM    1  C1  UNL     1      -5.077   0.626   1.185  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.717   0.829   0.615  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.415  -0.072  -0.556  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.514  -1.516  -0.109  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.122   0.155  -1.040  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.952   0.014  -0.346  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.439   1.077   0.347  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.758   0.949   1.062  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.432  -0.246   1.077  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.715  -0.442   1.824  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.892  -0.131   0.997  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.384   1.151   0.995  1.00  0.00           C  
HETATM   13  C12 UNL     1       5.498   1.485   0.224  1.00  0.00           C  
HETATM   14  C13 UNL     1       6.140   0.560  -0.553  1.00  0.00           C  
HETATM   15 CL1  UNL     1       7.546   0.996  -1.522  1.00  0.00          CL  
HETATM   16  C14 UNL     1       5.637  -0.735  -0.546  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.527  -1.071   0.220  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.929  -1.309   0.390  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.271  -1.176  -0.326  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.360   0.128  -1.676  1.00  0.00           C  
HETATM   21  O2  UNL     1      -5.588  -0.025  -1.468  1.00  0.00           O  
HETATM   22  O3  UNL     1      -3.968   0.479  -2.957  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.028   0.859   2.289  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.866   1.219   0.681  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.404  -0.432   1.126  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.964   0.639   1.407  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.543   1.871   0.263  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.121  -1.693   0.893  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.602  -1.821  -0.130  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.045  -2.142  -0.903  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.923   2.038   0.373  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.179   1.776   1.616  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.716  -1.477   2.226  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.689   0.222   2.737  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.915   1.919   1.590  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.852   2.492   0.248  1.00  0.00           H  
HETATM   37  H15 UNL     1       6.113  -1.502  -1.147  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.182  -2.097   0.184  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.436  -2.281   0.376  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.650  -2.029  -0.862  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.973   0.715  -3.067  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    5   20
CONECT    4   28   29   30
CONECT    5    6
CONECT    6    7    7   19
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10   18
CONECT   10   11   33   34
CONECT   11   12   12   17
CONECT   12   13   35
CONECT   13   14   14   36
CONECT   14   15   16
CONECT   16   17   17   37
CONECT   17   38
CONECT   18   19   19   39
CONECT   19   40
CONECT   20   21   21   22
CONECT   22   41
END

HMDB0248923
     RDKit          3D
Beclobrinic acid
 41 42  0  0  0  0  0  0  0  0999 V2000
   -5.0766    0.6263    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    0.8289    0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -0.0724   -0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5141   -1.5165   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1225    0.1550   -1.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517    0.0144   -0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    1.0775    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.9486    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321   -0.2465    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.4420    1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -0.1313    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838    1.1508    0.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978    1.4851    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398    0.5596   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5460    0.9960   -1.5215 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6367   -0.7351   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271   -1.0711    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294   -1.3093    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2714   -1.1760   -0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601    0.1280   -1.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5876   -0.0254   -1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677    0.4788   -2.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0284    0.8591    2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8664    1.2192    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -0.4316    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643    0.6385    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429    1.8712    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -1.6932    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -1.8207   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0447   -2.1419   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9226    2.0381    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    1.7760    1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -1.4772    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6890    0.2217    2.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154    1.9191    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524    2.4918    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1131   -1.5021   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -2.0966    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361   -2.2808    0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.0294   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729    0.7150   -3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
  3 20  1  0
 20 21  2  0
 20 22  1  0
 19  6  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Beclobrinate	Generator
2-(4 ((4-Chlorophenyl)methyl)phenoxy)-2-methyl butanoic acid	HMDB
Beclobric acid	HMDB
Beclobrinic acid, (R)-isomer	HMDB
Beclobrinic acid, (S)-isomer	HMDB
Beclobrinic acid, sodium salt	HMDB

Chemical Formula

C₁₈H₁₉ClO₃

Average Molecular Weight

318.8

Monoisotopic Molecular Weight

318.1022722

IUPAC Name

2-{4-[(4-chlorophenyl)methyl]phenoxy}-2-methylbutanoic acid

Traditional Name

2-{4-[(4-chlorophenyl)methyl]phenoxy}-2-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)(OC1=CC=C(CC2=CC=C(Cl)C=C2)C=C1)C(O)=O

InChI Identifier

InChI=1S/C18H19ClO3/c1-3-18(2,17(20)21)22-16-10-6-14(7-11-16)12-13-4-8-15(19)9-5-13/h4-11H,3,12H2,1-2H3,(H,20,21)

InChI Key

PBRVZNUUAUSXBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenoxyacetate
Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organochloride
Organohalogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
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	4.64	ALOGPS
logP	5.51	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.88 m³·mol⁻¹	ChemAxon
Polarizability	33.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	176.96	30932474
DeepCCS	[M-H]-	174.602	30932474
DeepCCS	[M-2H]-	207.489	30932474
DeepCCS	[M+Na]+	183.053	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	170.8	32859911
AllCCS	[M+NH4]+	177.1	32859911
AllCCS	[M+Na]+	178.0	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	175.8	32859911
AllCCS	[M+HCOO]-	175.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	19.0267 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.06 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2735.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	584.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	236.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	331.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	412.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	948.2 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	847.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1697.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	735.0 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	1763.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	563.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	441.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	319.2 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Beclobrinic acid	CCC(C)(OC1=CC=C(CC2=CC=C(Cl)C=C2)C=C1)C(O)=O	3713.7	Standard polar	33892256
Beclobrinic acid	CCC(C)(OC1=CC=C(CC2=CC=C(Cl)C=C2)C=C1)C(O)=O	2453.4	Standard non polar	33892256
Beclobrinic acid	CCC(C)(OC1=CC=C(CC2=CC=C(Cl)C=C2)C=C1)C(O)=O	2462.7	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 - Beclobrinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-3290000000-718d092bceaebdcd1d4e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beclobrinic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beclobrinic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beclobrinic acid 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 - Beclobrinic acid 10V, Positive-QTOF	splash10-01b9-0094000000-6b6aa9215c80c2ae398d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beclobrinic acid 20V, Positive-QTOF	splash10-06di-2190000000-a79dff86dc47195eee29	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beclobrinic acid 40V, Positive-QTOF	splash10-0691-0970000000-ea0946cffa8df1ca7587	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beclobrinic acid 10V, Negative-QTOF	splash10-014i-0096000000-8f938d744d190fdba850	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beclobrinic acid 20V, Negative-QTOF	splash10-00dl-1090000000-0242d3e45ea2f2957caf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beclobrinic acid 40V, Negative-QTOF	splash10-00lr-8950000000-66b3b225da1905a8de9d	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

46504

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51341

PDB ID

Not Available

ChEBI ID

Not Available

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 Beclobrinic acid (HMDB0248923)

MOL for HMDB0248923 (Beclobrinic acid)

3D MOL for HMDB0248923 (Beclobrinic acid)

3D SDF for HMDB0248923 (Beclobrinic acid)

3D-SDF for HMDB0248923 (Beclobrinic acid)

PDB for HMDB0248923 (Beclobrinic acid)

3D PDB for HMDB0248923 (Beclobrinic acid)

SMILES for HMDB0248923 (Beclobrinic acid)

INCHI for HMDB0248923 (Beclobrinic acid)

Structure for HMDB0248923 (Beclobrinic acid)

3D Structure for HMDB0248923 (Beclobrinic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra