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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:05:54 UTC

Update Date

2021-09-26 22:54:54 UTC

HMDB ID

HMDB0246058

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,5-Diiodothyropropionic acid

Description

3,5-Diiodothyropropionic acid, also known as 3,5-ditpa or 3,5-diiodothyropropanoate, 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 3,5-Diiodothyropropionic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,5-diiodothyropropionic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,5-Diiodothyropropionic 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

HMDB0246058
     RDKit          3D
3,5-Diiodothyropropionic acid
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.8340    0.4754    1.4773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0131    0.2922    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683    1.4027   -0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -1.0593    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -1.1645   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -0.5786   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158    0.6663   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    1.1519   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503    3.0810   -0.6554 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266    0.4374    0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    0.8662    1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613    0.6576    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7505    1.1437    1.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049    0.9256    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1911    0.2455   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4691    0.0573   -0.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.2550   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644   -0.0259   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493   -0.8102    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -1.9899    2.5398 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -1.3228    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    1.8837   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -1.6451    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4384   -1.6466   -0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668   -0.5977   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -2.2084   -1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    1.2902   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    1.6970    2.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8538    1.3152    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9966   -0.7582   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2762   -0.7921   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -0.4151   -0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -2.3196    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  2  0
 21  6  1  0
 18 12  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END


  Mrv1652310211601192D          

 21 22  0  0  0  0            999 V2000
    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   -1.2375    0.0000 C   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   -3.7125    0.0000 O   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   -2.8875    0.0000 I   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
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  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
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246058

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12I2O4/c16-12-7-9(1-6-14(19)20)8-13(17)15(12)21-11-4-2-10(18)3-5-11/h2-5,7-8,18H,1,6H2,(H,19,20)

> <INCHI_KEY>
WONYMNWUJVKVII-UHFFFAOYSA-N

> <FORMULA>
C15H12I2O4

> <MOLECULAR_WEIGHT>
510.066

> <EXACT_MASS>
509.8825

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
37.603900512199715

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

> <ALOGPS_LOGP>
5.09

> <JCHEM_LOGP>
5.110173588333333

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.671166117074018

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5046643426192534

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7318943265154787

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
96.91329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246058
     RDKit          3D
3,5-Diiodothyropropionic acid
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.8340    0.4754    1.4773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0131    0.2922    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683    1.4027   -0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -1.0593    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -1.1645   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -0.5786   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158    0.6663   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    1.1519   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503    3.0810   -0.6554 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266    0.4374    0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    0.8662    1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613    0.6576    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7505    1.1437    1.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049    0.9256    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1911    0.2455   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4691    0.0573   -0.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.2550   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644   -0.0259   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493   -0.8102    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -1.9899    2.5398 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -1.3228    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    1.8837   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -1.6451    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4384   -1.6466   -0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668   -0.5977   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -2.2084   -1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    1.2902   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    1.6970    2.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8538    1.3152    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9966   -0.7582   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2762   -0.7921   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -0.4151   -0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -2.3196    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  2  0
 21  6  1  0
 18 12  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  I   UNK     0       1.334  -5.390   0.000  0.00  0.00           I+0
HETATM   16  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   21  I   UNK     0       4.001 -10.010   0.000  0.00  0.00           I+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0246058
HETATM    1  O1  UNL     1       5.834   0.475   1.477  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.013   0.292   0.520  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.568   1.403  -0.135  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.598  -1.059   0.174  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.434  -1.165  -0.753  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.168  -0.579  -0.253  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.716   0.666  -0.616  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.537   1.152  -0.080  1.00  0.00           C  
HETATM    9  I1  UNL     1      -0.150   3.081  -0.655  1.00  0.00           I  
HETATM   10  C7  UNL     1      -0.227   0.437   0.819  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.396   0.866   1.379  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.661   0.658   0.862  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.750   1.144   1.542  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.005   0.926   1.012  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.191   0.246  -0.161  1.00  0.00           C  
HETATM   16  O4  UNL     1      -6.469   0.057  -0.643  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.109  -0.255  -0.867  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.864  -0.026  -0.319  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.249  -0.810   1.165  1.00  0.00           C  
HETATM   20  I2  UNL     1      -0.852  -1.990   2.540  1.00  0.00           I  
HETATM   21  C15 UNL     1       1.417  -1.323   0.652  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.205   1.884  -0.778  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.371  -1.645   1.128  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.438  -1.647  -0.318  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.667  -0.598  -1.697  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.222  -2.208  -1.065  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.237   1.290  -1.331  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.633   1.697   2.494  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.854   1.315   1.559  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.997  -0.758  -0.378  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.276  -0.792  -1.795  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.988  -0.415  -0.866  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.747  -2.320   0.961  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7    7   21
CONECT    7    8   27
CONECT    8    9   10   10
CONECT   10   11   19
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   17
CONECT   16   30
CONECT   17   18   18   31
CONECT   18   32
CONECT   19   20   21   21
CONECT   21   33
END

HMDB0246058
     RDKit          3D
3,5-Diiodothyropropionic acid
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.8340    0.4754    1.4773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0131    0.2922    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683    1.4027   -0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -1.0593    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -1.1645   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -0.5786   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158    0.6663   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    1.1519   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503    3.0810   -0.6554 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266    0.4374    0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    0.8662    1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613    0.6576    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7505    1.1437    1.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049    0.9256    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1911    0.2455   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4691    0.0573   -0.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.2550   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644   -0.0259   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493   -0.8102    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -1.9899    2.5398 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -1.3228    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    1.8837   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -1.6451    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4384   -1.6466   -0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668   -0.5977   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -2.2084   -1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    1.2902   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    1.6970    2.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8538    1.3152    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9966   -0.7582   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2762   -0.7921   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -0.4151   -0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -2.3196    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  2  0
 21  6  1  0
 18 12  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Diiodo-4-(4-hydroxyphenoxy)hydrocinnamic acid	ChEBI
3,5-Diiodothyropropanoic acid	ChEBI
3,5-Ditpa	ChEBI
3-[4-(4-Hydroxyphenoxy)-3,5-diiodophenyl]propionic acid	ChEBI
DITPA	ChEBI
3,5-Diiodo-4-(4-hydroxyphenoxy)hydrocinnamate	Generator
3,5-Diiodothyropropanoate	Generator
3-[4-(4-Hydroxyphenoxy)-3,5-diiodophenyl]propionate	Generator
3,5-Diiodothyropropionate	Generator
DITPA CPD	HMDB
3,5-Diiodothyropropionic acid	MeSH

Chemical Formula

C₁₅H₁₂I₂O₄

Average Molecular Weight

510.066

Monoisotopic Molecular Weight

509.8825

IUPAC Name

3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

Traditional Name

3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1

InChI Identifier

InChI=1S/C15H12I2O4/c16-12-7-9(1-6-14(19)20)8-13(17)15(12)21-11-4-2-10(18)3-5-11/h2-5,7-8,18H,1,6H2,(H,19,20)

InChI Key

WONYMNWUJVKVII-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
3-phenylpropanoic-acid
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organoiodide
Carbonyl group
Organohalogen compound
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)

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	5.09	ALOGPS
logP	5.11	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	2.5	ChemAxon
pKa (Strongest Basic)	-3.7	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	96.91 m³·mol⁻¹	ChemAxon
Polarizability	37.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	192.571	30932474
DeepCCS	[M-H]-	190.213	30932474
DeepCCS	[M-2H]-	223.099	30932474
DeepCCS	[M+Na]+	198.665	30932474
AllCCS	[M+H]+	192.7	32859911
AllCCS	[M+H-H2O]+	190.5	32859911
AllCCS	[M+NH4]+	194.8	32859911
AllCCS	[M+Na]+	195.4	32859911
AllCCS	[M-H]-	173.1	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5-Diiodothyropropionic acid	OC(=O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1	4788.7	Standard polar	33892256
3,5-Diiodothyropropionic acid	OC(=O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1	3004.0	Standard non polar	33892256
3,5-Diiodothyropropionic acid	OC(=O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1	3249.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-1702910000-835efb2bc9541076d67f	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Diiodothyropropionic acid 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 10V, Positive-QTOF	splash10-03dl-0100970000-61376c74ddfef3b07a52	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 20V, Positive-QTOF	splash10-03dl-0000920000-3f3b296067e9d79a27ec	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 40V, Positive-QTOF	splash10-0udi-5109100000-245c086b1f3ed49c5711	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 10V, Negative-QTOF	splash10-0a4i-0100290000-9ae2250951eac8831943	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 20V, Negative-QTOF	splash10-0a4i-1901770000-d72ec288bf72a5b65427	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 40V, Negative-QTOF	splash10-0a6u-9403400000-f96c8d9f12c68abed1dd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 10V, Positive-QTOF	splash10-0006-0000900000-26220cef7594797ac098	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 20V, Positive-QTOF	splash10-03dl-0000910000-a49260a62db74899599d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 40V, Positive-QTOF	splash10-08fr-5753900000-95201bf5f49f57e9de58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 10V, Negative-QTOF	splash10-0a4i-0000190000-edf90acca9f9e492eb1b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 20V, Negative-QTOF	splash10-03g0-0606920000-a9b3fbff02ebbb9734d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diiodothyropropionic acid 40V, Negative-QTOF	splash10-004i-0900000000-0dba40d354fa6a5575e0	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

DB12629

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

141095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160565

PDB ID

Not Available

ChEBI ID

134267

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-Diiodothyropropionic acid (HMDB0246058)

MOL for HMDB0246058 (3,5-Diiodothyropropionic acid)

3D MOL for HMDB0246058 (3,5-Diiodothyropropionic acid)

3D SDF for HMDB0246058 (3,5-Diiodothyropropionic acid)

3D-SDF for HMDB0246058 (3,5-Diiodothyropropionic acid)

PDB for HMDB0246058 (3,5-Diiodothyropropionic acid)

3D PDB for HMDB0246058 (3,5-Diiodothyropropionic acid)

SMILES for HMDB0246058 (3,5-Diiodothyropropionic acid)

INCHI for HMDB0246058 (3,5-Diiodothyropropionic acid)

Structure for HMDB0246058 (3,5-Diiodothyropropionic acid)

3D Structure for HMDB0246058 (3,5-Diiodothyropropionic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra