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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:39:27 UTC

Update Date

2021-09-26 23:16:05 UTC

HMDB ID

HMDB0258867

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tetrac

Description

Tetraiodothyroacetic acid, also known as tetrac, 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. Tetraiodothyroacetic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Tetraiodothyroacetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tetrac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tetrac 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

HMDB0258867
     RDKit          3D
Tetrac
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.9892    0.2363    1.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427    0.5244    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    1.6813    0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -0.3610   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -0.3335   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.2589    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.2397    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -2.6635    1.5632 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -0.2437   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743   -0.1806   -0.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368   -0.1131   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -0.1918    1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -0.1125    1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4802   -0.2349    2.8281 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375    0.0508   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.1356   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382    0.1276   -1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    0.3940   -3.0985 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852    0.0502   -1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    0.6829   -0.9485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    2.1778   -1.9829 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134    0.6513   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    2.2981   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9503   -1.4106   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9853   -0.0712   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -2.0283    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4514   -0.3212    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175    0.2556   -1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922    0.1192   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    1.3792   -1.5568 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
  9 20  1  0
 20 21  1  0
 20 22  2  0
 22  5  1  0
 19 11  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
 12 27  1  0
 16 28  1  0
 19 29  1  0
 22 30  1  0
M  END


  Mrv0541 02231215422D          

 22 23  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 O   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    3.5724   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    0.7145   -6.1875    0.0000 I   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
   -0.7145   -5.3625    0.0000 O   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 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    1.4289   -1.6500    0.0000 C   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  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  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 11 19  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
  5 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258867

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H8I4O4/c15-8-4-7(5-9(16)13(8)21)22-14-10(17)1-6(2-11(14)18)3-12(19)20/h1-2,4-5,21H,3H2,(H,19,20)

> <INCHI_KEY>
PPJYSSNKSXAVDB-UHFFFAOYSA-N

> <FORMULA>
C14H8I4O4

> <MOLECULAR_WEIGHT>
747.8288

> <EXACT_MASS>
747.660132424

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.75635382950989

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid

> <ALOGPS_LOGP>
4.99

> <JCHEM_LOGP>
6.52349388

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.431111016025519

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2464956219864676

> <JCHEM_PKA_STRONGEST_BASIC>
-6.919438618971019

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
119.03730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetraiodothyroacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258867
     RDKit          3D
Tetrac
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.9892    0.2363    1.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427    0.5244    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    1.6813    0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -0.3610   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -0.3335   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.2589    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.2397    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -2.6635    1.5632 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -0.2437   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743   -0.1806   -0.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368   -0.1131   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -0.1918    1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -0.1125    1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4802   -0.2349    2.8281 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375    0.0508   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.1356   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382    0.1276   -1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    0.3940   -3.0985 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852    0.0502   -1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    0.6829   -0.9485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    2.1778   -1.9829 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134    0.6513   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    2.2981   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9503   -1.4106   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9853   -0.0712   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -2.0283    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4514   -0.3212    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175    0.2556   -1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922    0.1192   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    1.3792   -1.5568 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
  9 20  1  0
 20 21  1  0
 20 22  2  0
 22  5  1  0
 19 11  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
 12 27  1  0
 16 28  1  0
 19 29  1  0
 22 30  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  I   UNK     0       6.668  -5.390   0.000  0.00  0.00           I+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   14  I   UNK     0       1.334 -11.550   0.000  0.00  0.00           I+0
HETATM   15  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18  I   UNK     0      -1.334  -6.930   0.000  0.00  0.00           I+0
HETATM   19  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  I   UNK     0       1.334  -5.390   0.000  0.00  0.00           I+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   11                                                       
CONECT   20    9   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    5                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0258867
HETATM    1  O1  UNL     1      -4.989   0.236   1.928  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.143   0.524   0.696  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.824   1.681   0.293  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.600  -0.361  -0.361  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.111  -0.333  -0.307  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.400  -1.259   0.411  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.026  -1.240   0.466  1.00  0.00           C  
HETATM    8  I1  UNL     1       0.047  -2.663   1.563  1.00  0.00           I  
HETATM    9  C6  UNL     1      -0.300  -0.244  -0.226  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.974  -0.181  -0.197  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.237  -0.113  -0.160  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.977  -0.192   1.031  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.342  -0.112   1.056  1.00  0.00           C  
HETATM   14  I2  UNL     1       5.480  -0.235   2.828  1.00  0.00           I  
HETATM   15  C10 UNL     1       5.038   0.051  -0.140  1.00  0.00           C  
HETATM   16  O4  UNL     1       6.428   0.136  -0.118  1.00  0.00           O  
HETATM   17  C11 UNL     1       4.338   0.128  -1.303  1.00  0.00           C  
HETATM   18  I3  UNL     1       5.413   0.394  -3.098  1.00  0.00           I  
HETATM   19  C12 UNL     1       2.985   0.050  -1.332  1.00  0.00           C  
HETATM   20  C13 UNL     1      -1.062   0.683  -0.948  1.00  0.00           C  
HETATM   21  I4  UNL     1       0.010   2.178  -1.983  1.00  0.00           I  
HETATM   22  C14 UNL     1      -2.413   0.651  -0.996  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.359   2.298  -0.354  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.950  -1.411  -0.181  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.985  -0.071  -1.359  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.984  -2.028   0.945  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.451  -0.321   1.986  1.00  0.00           H  
HETATM   28  H6  UNL     1       6.917   0.256  -1.021  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.492   0.119  -2.319  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.983   1.379  -1.557  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   24   25
CONECT    5    6    6   22
CONECT    6    7   26
CONECT    7    8    9    9
CONECT    9   10   20
CONECT   10   11
CONECT   11   12   12   19
CONECT   12   13   27
CONECT   13   14   15   15
CONECT   15   16   17
CONECT   16   28
CONECT   17   18   19   19
CONECT   19   29
CONECT   20   21   22   22
CONECT   22   30
END

HMDB0258867
     RDKit          3D
Tetrac
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.9892    0.2363    1.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427    0.5244    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    1.6813    0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996   -0.3610   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -0.3335   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.2589    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.2397    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -2.6635    1.5632 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -0.2437   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743   -0.1806   -0.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368   -0.1131   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -0.1918    1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -0.1125    1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4802   -0.2349    2.8281 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375    0.0508   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.1356   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382    0.1276   -1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    0.3940   -3.0985 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852    0.0502   -1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    0.6829   -0.9485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    2.1778   -1.9829 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134    0.6513   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    2.2981   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9503   -1.4106   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9853   -0.0712   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -2.0283    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4514   -0.3212    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175    0.2556   -1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922    0.1192   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    1.3792   -1.5568 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
  9 20  1  0
 20 21  1  0
 20 22  2  0
 22  5  1  0
 19 11  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
 12 27  1  0
 16 28  1  0
 19 29  1  0
 22 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Diiodo-4-(4-hydroxy-3,5-diiodophenoxy)benzeneacetic acid	ChEBI
Acide 3,5,3',5'-tetraiodothyroacetique	ChEBI
Tetrac	ChEBI
3,5-Diiodo-4-(4-hydroxy-3,5-diiodophenoxy)benzeneacetate	Generator
Tetraiodothyroacetate	Generator
Tetraiodothyroacetic acid	ChEBI
3,3',5,5'-Tetraiodothyroacetate	Generator
TA(4)	MeSH
3,5,3',5'-Tetraiodothyroacetic acid	MeSH
Tetraiodothyroacetic acid, monosodium salt	MeSH

Chemical Formula

C₁₄H₈I₄O₄

Average Molecular Weight

747.8288

Monoisotopic Molecular Weight

747.660132424

IUPAC Name

2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid

Traditional Name

tetraiodothyroacetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1

InChI Identifier

InChI=1S/C14H8I4O4/c15-8-4-7(5-9(16)13(8)21)22-14-10(17)1-6(2-11(14)18)3-12(19)20/h1-2,4-5,21H,3H2,(H,19,20)

InChI Key

PPJYSSNKSXAVDB-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
Phenoxy compound
Phenol ether
2-halophenol
2-iodophenol
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
Organohalogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.99	ALOGPS
logP	6.52	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	2.25	ChemAxon
pKa (Strongest Basic)	-6.9	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	4	ChemAxon
Refractivity	119.04 m³·mol⁻¹	ChemAxon
Polarizability	45.76 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]+	211.767	30932474
DeepCCS	[M-H]-	209.115	30932474
DeepCCS	[M-2H]-	243.826	30932474
DeepCCS	[M+Na]+	219.178	30932474
AllCCS	[M+H]+	203.1	32859911
AllCCS	[M+H-H2O]+	202.1	32859911
AllCCS	[M+NH4]+	204.0	32859911
AllCCS	[M+Na]+	204.2	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.1 minutes	32390414
Predicted by Siyang on May 30, 2022	12.9305 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1835.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	360.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	137.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	216.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	816.9 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	942.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	462.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	959.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	616.7 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	1555.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	365.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	489.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	589.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	247.1 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	177.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetrac	OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1	5336.9	Standard polar	33892256
Tetrac	OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1	3661.8	Standard non polar	33892256
Tetrac	OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1	3815.0	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 - Tetrac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrac GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrac GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrac GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrac GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	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 - Tetrac 10V, Positive-QTOF	splash10-000t-0000000900-defd02052e1c6200fd90	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrac 20V, Positive-QTOF	splash10-001j-0000000900-47b73f90efe47930b6b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrac 40V, Positive-QTOF	splash10-02or-0019001100-de5fb1b100f300f1221c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrac 10V, Negative-QTOF	splash10-0f6t-0000000900-ca8454a66e3adbbbe586	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrac 20V, Negative-QTOF	splash10-0f6t-0000000900-2cd4e97b413922c13510	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrac 40V, Negative-QTOF	splash10-0kml-0009123300-488ceeee9cc4f845e8bb	2016-08-04	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

DB01751

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00033454

Chemspider ID

58995

KEGG Compound ID

Not Available

BioCyc ID

CPD-11403

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

131194

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 Tetrac (HMDB0258867)

MOL for HMDB0258867 (Tetrac)

3D MOL for HMDB0258867 (Tetrac)

3D SDF for HMDB0258867 (Tetrac)

3D-SDF for HMDB0258867 (Tetrac)

PDB for HMDB0258867 (Tetrac)

3D PDB for HMDB0258867 (Tetrac)

SMILES for HMDB0258867 (Tetrac)

INCHI for HMDB0258867 (Tetrac)

Structure for HMDB0258867 (Tetrac)

3D Structure for HMDB0258867 (Tetrac)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra