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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:03:26 UTC

Update Date

2021-09-26 22:54:49 UTC

HMDB ID

HMDB0246013

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,3',5-Triiodothyroacetic acid sulfate

Description

3,3',5-Triiodothyroacetic acid sulfate, also known as TA3 sulfate, 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 very few articles have been published on 3,3',5-Triiodothyroacetic acid sulfate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,3',5-triiodothyroacetic acid sulfate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,3',5-Triiodothyroacetic acid sulfate 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

HMDB0246013
     RDKit          3D
3,3',5-Triiodothyroacetic acid sulfate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.9251    2.0524    1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580    1.7166    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3760    2.7259   -0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863    0.2843   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -0.2949   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704   -0.6267    1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -1.1573    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -1.6938    2.8794 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.1741   -1.3894   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773   -1.8960   -0.2166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3534   -1.4474   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0551   -1.4910    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.0371    1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377   -0.5291    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313   -0.0701    0.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8117    1.4986    0.3240 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.3301    1.5156    0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1589    2.1850    1.4588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    2.3999   -1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -0.4994   -1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439    0.2319   -2.9150 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0050   -0.9427   -1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8729   -1.0407   -1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043   -1.4664   -3.1813 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631   -0.4993   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517    3.2833   -0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.2880    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5883    0.1524   -1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866   -0.4681    2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -1.9026    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -1.0719    2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265    2.8673   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365   -0.8755   -2.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6834   -0.2258   -2.1737 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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  2  0
 16 19  1  0
 14 20  1  0
 20 21  1  0
 20 22  2  0
  9 23  1  0
 23 24  1  0
 23 25  2  0
 25  5  1  0
 22 11  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 19 32  1  0
 22 33  1  0
 25 34  1  0
M  END


  Mrv1652309112101032D          

 25 26  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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
   -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 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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.4105    0.0000 O   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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 19  1  0  0  0  0
  4 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246013

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H9I3O7S/c15-9-6-8(1-2-12(9)24-25(20,21)22)23-14-10(16)3-7(4-11(14)17)5-13(18)19/h1-4,6H,5H2,(H,18,19)(H,20,21,22)

> <INCHI_KEY>
RQFIRFIYGYWVRP-UHFFFAOYSA-N

> <FORMULA>
C14H9I3O7S

> <MOLECULAR_WEIGHT>
701.99

> <EXACT_MASS>
701.72031

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
45.945074567186026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}acetic acid

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.8499941449637216

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.2683176203614615

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8122236246191816

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8485278575913404

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
115.66659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246013
     RDKit          3D
3,3',5-Triiodothyroacetic acid sulfate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.9251    2.0524    1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580    1.7166    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3760    2.7259   -0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863    0.2843   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -0.2949   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704   -0.6267    1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -1.1573    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -1.6938    2.8794 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.1741   -1.3894   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773   -1.8960   -0.2166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3534   -1.4474   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0551   -1.4910    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.0371    1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377   -0.5291    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313   -0.0701    0.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8117    1.4986    0.3240 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.3301    1.5156    0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1589    2.1850    1.4588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    2.3999   -1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -0.4994   -1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439    0.2319   -2.9150 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0050   -0.9427   -1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8729   -1.0407   -1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043   -1.4664   -3.1813 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631   -0.4993   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517    3.2833   -0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.2880    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5883    0.1524   -1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866   -0.4681    2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -1.9026    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -1.0719    2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265    2.8673   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365   -0.8755   -2.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6834   -0.2258   -2.1737 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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  2  0
 16 19  1  0
 14 20  1  0
 20 21  1  0
 20 22  2  0
  9 23  1  0
 23 24  1  0
 23 25  2  0
 25  5  1  0
 22 11  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 19 32  1  0
 22 33  1  0
 25 34  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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  I   UNK     0      -1.334   2.310   0.000  0.00  0.00           I+0
HETATM   15  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   19  I   UNK     0      -4.001  -2.310   0.000  0.00  0.00           I+0
HETATM   20  I   UNK     0      -4.001  -5.390   0.000  0.00  0.00           I+0
HETATM   21  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0      -0.000  -7.700   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0       1.334  -8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.770  -9.034   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.770  -6.366   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   11   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    9                                                            
CONECT   20    4                                                            
CONECT   21    3   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0246013
HETATM    1  O1  UNL     1       4.925   2.052   1.473  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.158   1.717   0.282  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.376   2.726  -0.664  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.186   0.284  -0.061  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.807  -0.295  -0.061  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.170  -0.627   1.093  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.894  -1.157   1.044  1.00  0.00           C  
HETATM    8  I1  UNL     1       1.092  -1.694   2.879  1.00  0.00           I  
HETATM    9  C6  UNL     1       1.174  -1.389  -0.140  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.077  -1.896  -0.217  1.00  0.00           O  
HETATM   11  C7  UNL     1      -1.353  -1.447  -0.174  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.055  -1.491   1.030  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.355  -1.037   1.089  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.038  -0.529   0.014  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.331  -0.070   0.033  1.00  0.00           O  
HETATM   16  S1  UNL     1      -5.812   1.499   0.324  1.00  0.00           S  
HETATM   17  O5  UNL     1      -7.330   1.516   0.509  1.00  0.00           O  
HETATM   18  O6  UNL     1      -5.159   2.185   1.459  1.00  0.00           O  
HETATM   19  O7  UNL     1      -5.506   2.400  -1.085  1.00  0.00           O  
HETATM   20  C11 UNL     1      -3.324  -0.499  -1.161  1.00  0.00           C  
HETATM   21  I2  UNL     1      -4.244   0.232  -2.915  1.00  0.00           I  
HETATM   22  C12 UNL     1      -2.005  -0.943  -1.278  1.00  0.00           C  
HETATM   23  C13 UNL     1       1.873  -1.041  -1.274  1.00  0.00           C  
HETATM   24  I3  UNL     1       1.104  -1.466  -3.181  1.00  0.00           I  
HETATM   25  C14 UNL     1       3.163  -0.499  -1.264  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.552   3.283  -0.915  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.845  -0.288   0.610  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.588   0.152  -1.082  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.687  -0.468   2.045  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.634  -1.903   1.946  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.891  -1.072   2.028  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.626   2.867  -1.017  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.537  -0.876  -2.263  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.683  -0.226  -2.174  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5   27   28
CONECT    5    6    6   25
CONECT    6    7   29
CONECT    7    8    9    9
CONECT    9   10   23
CONECT   10   11
CONECT   11   12   12   22
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   20
CONECT   15   16
CONECT   16   17   17   18   18
CONECT   16   19
CONECT   19   32
CONECT   20   21   22   22
CONECT   22   33
CONECT   23   24   25   25
CONECT   25   34
END

HMDB0246013
     RDKit          3D
3,3',5-Triiodothyroacetic acid sulfate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.9251    2.0524    1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580    1.7166    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3760    2.7259   -0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863    0.2843   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -0.2949   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704   -0.6267    1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -1.1573    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -1.6938    2.8794 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.1741   -1.3894   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773   -1.8960   -0.2166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3534   -1.4474   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0551   -1.4910    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.0371    1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377   -0.5291    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313   -0.0701    0.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8117    1.4986    0.3240 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.3301    1.5156    0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1589    2.1850    1.4588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    2.3999   -1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -0.4994   -1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439    0.2319   -2.9150 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0050   -0.9427   -1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8729   -1.0407   -1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043   -1.4664   -3.1813 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631   -0.4993   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517    3.2833   -0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.2880    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5883    0.1524   -1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866   -0.4681    2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -1.9026    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -1.0719    2.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265    2.8673   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365   -0.8755   -2.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6834   -0.2258   -2.1737 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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  2  0
 16 19  1  0
 14 20  1  0
 20 21  1  0
 20 22  2  0
  9 23  1  0
 23 24  1  0
 23 25  2  0
 25  5  1  0
 22 11  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 19 32  1  0
 22 33  1  0
 25 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,3',5-Triiodothyroacetate sulfate	Generator
3,3',5-Triiodothyroacetate sulphate	Generator
3,3',5-Triiodothyroacetic acid sulfuric acid	Generator
3,3',5-Triiodothyroacetic acid sulphuric acid	Generator
TA3 sulfate	HMDB

Chemical Formula

C₁₄H₉I₃O₇S

Average Molecular Weight

701.99

Monoisotopic Molecular Weight

701.72031

IUPAC Name

2-{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}acetic acid

Traditional Name

{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H9I3O7S/c15-9-6-8(1-2-12(9)24-25(20,21)22)23-14-10(16)3-7(4-11(14)17)5-13(18)19/h1-4,6H,5H2,(H,18,19)(H,20,21,22)

InChI Key

RQFIRFIYGYWVRP-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
Phenylsulfate
Arylsulfate
Phenoxy compound
Phenol ether
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organoiodide
Organooxygen 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	2.31	ALOGPS
logP	2.85	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.67 m³·mol⁻¹	ChemAxon
Polarizability	45.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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]+	219.023	30932474
DeepCCS	[M-H]-	216.214	30932474
DeepCCS	[M-2H]-	251.435	30932474
DeepCCS	[M+Na]+	227.727	30932474
AllCCS	[M+H]+	205.1	32859911
AllCCS	[M+H-H2O]+	204.0	32859911
AllCCS	[M+NH4]+	206.1	32859911
AllCCS	[M+Na]+	206.4	32859911
AllCCS	[M-H]-	188.6	32859911
AllCCS	[M+Na-2H]-	190.0	32859911
AllCCS	[M+HCOO]-	191.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.1066 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1755.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	323.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	142.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	205.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	109.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	634.4 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	787.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	206.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1000.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	505.7 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	1564.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	318.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	497.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	228.2 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	188.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3',5-Triiodothyroacetic acid sulfate	OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C=C2)C(I)=C1	5152.9	Standard polar	33892256
3,3',5-Triiodothyroacetic acid sulfate	OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C=C2)C(I)=C1	3386.7	Standard non polar	33892256
3,3',5-Triiodothyroacetic acid sulfate	OC(=O)CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C=C2)C(I)=C1	3962.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3',5-Triiodothyroacetic acid sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC(I)=C(OC2=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1	3644.6	Semi standard non polar	33892256
3,3',5-Triiodothyroacetic acid sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC(I)=C(OC2=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1	3587.1	Standard non polar	33892256
3,3',5-Triiodothyroacetic acid sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC(I)=C(OC2=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1	3884.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate GC-MS (TBDMS_1_2) - 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 - 3,3',5-Triiodothyroacetic acid sulfate 10V, Positive-QTOF	splash10-0ue9-0000009800-652edb9c6f2291bc59a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate 20V, Positive-QTOF	splash10-0ue9-0000009100-648947d1d137479d97a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate 40V, Positive-QTOF	splash10-0gy6-0002984000-ed9b7eb6dfd2b05079eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate 10V, Negative-QTOF	splash10-0pb9-0000009600-2a36cef6641b5f18ac13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate 20V, Negative-QTOF	splash10-0fb9-0900002400-1bf0190d94697a623fb5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyroacetic acid sulfate 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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

111925

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125851

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 3,3',5-Triiodothyroacetic acid sulfate (HMDB0246013)

MOL for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

3D MOL for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

3D SDF for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

3D-SDF for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

PDB for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

3D PDB for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

SMILES for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

INCHI for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

Structure for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

3D Structure for HMDB0246013 (3,3',5-Triiodothyroacetic acid sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra