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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:37:37 UTC

Update Date

2021-09-26 23:07:12 UTC

HMDB ID

HMDB0253771

Secondary Accession Numbers

None

Metabolite Identification

Common Name

{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid

Description

KB-141, also known as KB141 CPD, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on KB-141. This compound has been identified in human blood as reported by (PMID: 31557052 ). {3,5-dichloro-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}acetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic 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

HMDB0253771
     RDKit          3D
{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.7754    2.0571   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784    0.6307    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    0.1459   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465   -0.3274    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8867   -0.0935   -0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8297   -1.0151   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -0.7893   -1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -0.4276   -0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777    0.9007   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    2.1963   -0.7599 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    1.2347    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9959    0.3345    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3105    0.7482    1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2440    0.8529   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119   -0.1762   -0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    2.0419   -0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413   -0.9748    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3658   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -3.0132   -0.9316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -2.1764    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1566   -2.4494    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -1.5054    0.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3244   -1.7357    1.5450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    2.2601   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2061    2.7239    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723    2.4142   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634    0.5782    0.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653   -0.9389   -1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9754    0.6408   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349    0.4347   -2.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977    0.8176   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    2.2749    0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7259   -0.0425    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2259    1.7235    1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691    2.7128   -1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -1.7427    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -2.9770    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370   -3.3840    1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -2.5889    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  4  1  0
 18  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

IH5
  Mrv0541 02231216452D          

 23 24  0  0  0  0            999 V2000
    0.2047    3.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    2.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    2.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192    2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336    1.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336    0.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192   -0.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192   -0.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -1.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -2.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2242   -2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9387   -2.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2242   -1.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9387   -0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9387   -0.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6532   -1.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    0.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    1.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -0.0588    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -0.0588    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 21  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 23  1  0  0  0  0
  8  9  1  0  0  0  0
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253771

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC(OC2=C(Cl)C=C(CC(O)=O)C=C2Cl)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H16Cl2O4/c1-9(2)12-8-11(3-4-15(12)20)23-17-13(18)5-10(6-14(17)19)7-16(21)22/h3-6,8-9,20H,7H2,1-2H3,(H,21,22)

> <INCHI_KEY>
OZYQIQVPUZANTM-UHFFFAOYSA-N

> <FORMULA>
C17H16Cl2O4

> <MOLECULAR_WEIGHT>
355.213

> <EXACT_MASS>
354.042564414

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.26130998226948

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{3,5-dichloro-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}acetic acid

> <ALOGPS_LOGP>
4.88

> <JCHEM_LOGP>
5.26081447

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.158243143083883

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2695078166570863

> <JCHEM_PKA_STRONGEST_BASIC>
-5.660688657903603

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
89.38770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3,5-dichloro-4-(4-hydroxy-3-isopropylphenoxy)phenyl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253771
     RDKit          3D
{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.7754    2.0571   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784    0.6307    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    0.1459   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465   -0.3274    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8867   -0.0935   -0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8297   -1.0151   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -0.7893   -1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -0.4276   -0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777    0.9007   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    2.1963   -0.7599 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    1.2347    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9959    0.3345    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3105    0.7482    1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2440    0.8529   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119   -0.1762   -0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    2.0419   -0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413   -0.9748    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3658   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -3.0132   -0.9316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -2.1764    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1566   -2.4494    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -1.5054    0.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3244   -1.7357    1.5450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    2.2601   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2061    2.7239    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723    2.4142   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634    0.5782    0.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653   -0.9389   -1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9754    0.6408   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349    0.4347   -2.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977    0.8176   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    2.2749    0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7259   -0.0425    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2259    1.7235    1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691    2.7128   -1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -1.7427    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -2.9770    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370   -3.3840    1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -2.5889    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  4  1  0
 18  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: IH5                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       0.382   6.820   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.382   5.280   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.952   4.510   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.716   4.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.716   2.970   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.049   2.200   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.049   0.660   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.716  -0.110   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.716  -1.650   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.382  -2.420   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.382  -3.960   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.952  -4.730   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.285  -3.960   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.619  -4.730   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.285  -2.420   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.952  -1.650   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.619  -1.650   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.619  -0.110   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.953  -2.420   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.382   0.660   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.382   2.200   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      -0.952  -0.110   0.000  0.00  0.00          Cl+0
HETATM   23 Cl   UNK     0       4.383  -0.110   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   10   15                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    8   21   22                                                  
CONECT   21    5   20                                                       
CONECT   22   20                                                            
CONECT   23    7                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0253771
HETATM    1  C1  UNL     1      -3.775   2.057  -0.171  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.178   0.631   0.071  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.997   0.146  -1.163  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.047  -0.327   0.142  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.887  -0.094  -0.565  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.830  -1.015  -0.588  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.337  -0.789  -1.291  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.538  -0.428  -0.732  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.778   0.901  -0.425  1.00  0.00           C  
HETATM   10 CL1  UNL     1       0.625   2.196  -0.760  1.00  0.00          CL  
HETATM   11  C9  UNL     1       2.998   1.235   0.143  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.996   0.334   0.427  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.310   0.748   1.034  1.00  0.00           C  
HETATM   14  C12 UNL     1       6.244   0.853  -0.134  1.00  0.00           C  
HETATM   15  O2  UNL     1       6.512  -0.176  -0.801  1.00  0.00           O  
HETATM   16  O3  UNL     1       6.842   2.042  -0.528  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.741  -0.975   0.116  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.539  -1.366  -0.455  1.00  0.00           C  
HETATM   19 CL2  UNL     1       2.284  -3.013  -0.932  1.00  0.00          CL  
HETATM   20  C15 UNL     1      -0.996  -2.176   0.128  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.157  -2.449   0.855  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.154  -1.505   0.837  1.00  0.00           C  
HETATM   23  O4  UNL     1      -4.324  -1.736   1.545  1.00  0.00           O  
HETATM   24  H1  UNL     1      -2.717   2.260  -0.215  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.206   2.724   0.650  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.272   2.414  -1.087  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.863   0.578   0.923  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.065  -0.939  -1.077  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.975   0.641  -1.099  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.435   0.435  -2.090  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.798   0.818  -1.150  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.178   2.275   0.379  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.726  -0.042   1.684  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.226   1.723   1.512  1.00  0.00           H  
HETATM   35  H12 UNL     1       6.269   2.713  -1.023  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.449  -1.743   0.306  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.264  -2.977   0.188  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.237  -3.384   1.409  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.416  -2.589   2.053  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5    5   22
CONECT    5    6   31
CONECT    6    7   20   20
CONECT    7    8
CONECT    8    9    9   18
CONECT    9   10   11
CONECT   11   12   12   32
CONECT   12   13   17
CONECT   13   14   33   34
CONECT   14   15   15   16
CONECT   16   35
CONECT   17   18   18   36
CONECT   18   19
CONECT   20   21   37
CONECT   21   22   22   38
CONECT   22   23
CONECT   23   39
END

HMDB0253771
     RDKit          3D
{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.7754    2.0571   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784    0.6307    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    0.1459   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465   -0.3274    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8867   -0.0935   -0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8297   -1.0151   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -0.7893   -1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -0.4276   -0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777    0.9007   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    2.1963   -0.7599 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    1.2347    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9959    0.3345    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3105    0.7482    1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2440    0.8529   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119   -0.1762   -0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    2.0419   -0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413   -0.9748    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3658   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -3.0132   -0.9316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -2.1764    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1566   -2.4494    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -1.5054    0.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3244   -1.7357    1.5450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    2.2601   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2061    2.7239    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723    2.4142   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634    0.5782    0.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653   -0.9389   -1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9754    0.6408   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349    0.4347   -2.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977    0.8176   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    2.2749    0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7259   -0.0425    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2259    1.7235    1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691    2.7128   -1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -1.7427    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -2.9770    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370   -3.3840    1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -2.5889    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  4  1  0
 18  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
KB141 CPD	MeSH
2-{3,5-dichloro-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}acetate	Generator

Chemical Formula

C₁₇H₁₆Cl₂O₄

Average Molecular Weight

355.213

Monoisotopic Molecular Weight

354.042564414

IUPAC Name

2-{3,5-dichloro-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}acetic acid

Traditional Name

[3,5-dichloro-4-(4-hydroxy-3-isopropylphenoxy)phenyl]acetic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC(OC2=C(Cl)C=C(CC(O)=O)C=C2Cl)=CC=C1O

InChI Identifier

InChI=1S/C17H16Cl2O4/c1-9(2)12-8-11(3-4-15(12)20)23-17-13(18)5-10(6-14(17)19)7-16(21)22/h3-6,8-9,20H,7H2,1-2H3,(H,21,22)

InChI Key

OZYQIQVPUZANTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Cumene
Phenylpropane
Phenoxy compound
1,3-dichlorobenzene
Phenol ether
Chlorobenzene
1-hydroxy-2-unsubstituted benzenoid
Halobenzene
Phenol
Aryl halide
Aryl chloride
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organohalogen compound
Organic oxide
Organic oxygen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
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	4.88	ALOGPS
logP	5.26	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	3.27	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.39 m³·mol⁻¹	ChemAxon
Polarizability	34.26 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]+	169.903	30932474
DeepCCS	[M-H]-	167.545	30932474
DeepCCS	[M-2H]-	201.433	30932474
DeepCCS	[M+Na]+	177.449	30932474
AllCCS	[M+H]+	176.5	32859911
AllCCS	[M+H-H2O]+	173.5	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid	CC(C)C1=CC(OC2=C(Cl)C=C(CC(O)=O)C=C2Cl)=CC=C1O	4344.6	Standard polar	33892256
{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid	CC(C)C1=CC(OC2=C(Cl)C=C(CC(O)=O)C=C2Cl)=CC=C1O	2664.3	Standard non polar	33892256
{3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid	CC(C)C1=CC(OC2=C(Cl)C=C(CC(O)=O)C=C2Cl)=CC=C1O	2836.5	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 - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-1933000000-0a29fc59bf22c6ce70f9	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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 - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid 10V, Positive-QTOF	splash10-0a4r-0019000000-bcd581dcbfd120cb9656	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid 20V, Positive-QTOF	splash10-0a4r-0149000000-cbe78bc6e5a6a905f2e9	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid 40V, Positive-QTOF	splash10-05n4-3920000000-10811a994a934f9f6d28	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid 10V, Negative-QTOF	splash10-0zfr-0009000000-4f7f0771189a89224313	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid 20V, Negative-QTOF	splash10-0pb9-1029000000-78ecdf10fd82fe47ad1f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid 40V, Negative-QTOF	splash10-0600-4960000000-a50e5873ee98153cbc06	2017-07-26	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

DB03176

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8039143

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9863447

PDB ID

IH5

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 {3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid (HMDB0253771)

MOL for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

3D MOL for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

3D SDF for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

3D-SDF for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

PDB for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

3D PDB for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

SMILES for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

INCHI for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

Structure for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

3D Structure for HMDB0253771 ({3,5-Dichloro-4-[4-Hydroxy-3-(Propan-2-Yl)phenoxy]phenyl}acetic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra