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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:02:44 UTC

Update Date

2021-09-26 22:54:48 UTC

HMDB ID

HMDB0246002

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,3'-Diiodo-L-thyronine

Description

3,3'-Diiodo-L-thyronine, also known as 3,3'-T2, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 3,3'-Diiodo-L-thyronine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,3'-diiodo-l-thyronine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,3'-Diiodo-L-thyronine 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

HMDB0246002
     RDKit          3D
3,3'-Diiodo-L-thyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
   -3.9697   -1.5402   -0.4824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -0.5415    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507   -0.4460    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.0651    0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5843    1.2356    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.5497    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    0.5575   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    0.8519   -1.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867    0.4656   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0728   -0.0941    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -0.4513    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -0.2604    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6954   -0.6295    0.8187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735    0.3021   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9387    0.6261   -2.1395 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213    0.6611   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -0.7467   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2818   -2.3197   -0.9779 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -1.0549    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903    0.7861   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4237    0.8993   -1.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9747    1.8412    0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4477   -1.1953   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6539   -2.2822   -0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2841   -0.8635    0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4908    0.3114    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -1.4459    1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260    2.0307    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622    2.5857   -0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932   -0.2436    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -0.8958    2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5080   -0.4715    0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9083    1.1059   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761   -2.1136    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9091    1.8507    1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 17 19  2  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 19  4  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 19 34  1  0
 22 35  1  0
M  END


  Mrv1533004201502192D          

 22 23  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 N   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.7145   -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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  4 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246002

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)

> <INCHI_KEY>
CPCJBZABTUOGNM-UHFFFAOYSA-N

> <FORMULA>
C15H13I2NO4

> <MOLECULAR_WEIGHT>
525.081

> <EXACT_MASS>
524.8934

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
38.614772986049374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
1.8695015536155812

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.50408001301685

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.7537065359940458

> <JCHEM_PKA_STRONGEST_BASIC>
9.497536714229538

> <JCHEM_POLAR_SURFACE_AREA>
92.78000000000002

> <JCHEM_REFRACTIVITY>
100.06300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3'-diiodothyronine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246002
     RDKit          3D
3,3'-Diiodo-L-thyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
   -3.9697   -1.5402   -0.4824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -0.5415    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507   -0.4460    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.0651    0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5843    1.2356    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.5497    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    0.5575   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    0.8519   -1.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867    0.4656   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0728   -0.0941    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -0.4513    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -0.2604    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6954   -0.6295    0.8187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735    0.3021   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9387    0.6261   -2.1395 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213    0.6611   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -0.7467   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2818   -2.3197   -0.9779 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -1.0549    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903    0.7861   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4237    0.8993   -1.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9747    1.8412    0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4477   -1.1953   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6539   -2.2822   -0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2841   -0.8635    0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4908    0.3114    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -1.4459    1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260    2.0307    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622    2.5857   -0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932   -0.2436    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -0.8958    2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5080   -0.4715    0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9083    1.1059   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761   -2.1136    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9091    1.8507    1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 17 19  2  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 19  4  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 19 34  1  0
 22 35  1  0
M  END

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

COMPND    HMDB0246002
HETATM    1  N1  UNL     1      -3.970  -1.540  -0.482  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.363  -0.541   0.461  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.251  -0.446   1.507  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.973  -0.065   0.843  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.584   1.236   0.674  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.393   1.550   0.054  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.470   0.557  -0.429  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.652   0.852  -1.046  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.887   0.466  -0.531  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.073  -0.094   0.699  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.330  -0.451   1.134  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.443  -0.260   0.355  1.00  0.00           C  
HETATM   13  O2  UNL     1       6.695  -0.629   0.819  1.00  0.00           O  
HETATM   14  C11 UNL     1       5.274   0.302  -0.886  1.00  0.00           C  
HETATM   15  I1  UNL     1       6.939   0.626  -2.140  1.00  0.00           I  
HETATM   16  C12 UNL     1       4.021   0.661  -1.327  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.064  -0.747  -0.252  1.00  0.00           C  
HETATM   18  I2  UNL     1       1.282  -2.320  -0.978  1.00  0.00           I  
HETATM   19  C14 UNL     1      -1.139  -1.055   0.375  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.590   0.786  -0.156  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.424   0.899  -1.387  1.00  0.00           O  
HETATM   22  O4  UNL     1      -4.975   1.841   0.644  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.448  -1.195  -1.295  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.654  -2.282  -0.656  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.284  -0.863   0.990  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.491   0.311   2.269  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.106  -1.446   1.957  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.226   2.031   1.035  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.062   2.586  -0.092  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.193  -0.244   1.340  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.478  -0.896   2.110  1.00  0.00           H  
HETATM   32  H10 UNL     1       7.508  -0.471   0.207  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.908   1.106  -2.315  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.376  -2.114   0.470  1.00  0.00           H  
HETATM   35  H13 UNL     1      -5.909   1.851   1.080  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   20   25
CONECT    3    4   26   27
CONECT    4    5    5   19
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8   17
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   13   14
CONECT   13   32
CONECT   14   15   16   16
CONECT   16   33
CONECT   17   18   19   19
CONECT   19   34
CONECT   20   21   21   22
CONECT   22   35
END

HMDB0246002
     RDKit          3D
3,3'-Diiodo-L-thyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
   -3.9697   -1.5402   -0.4824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -0.5415    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507   -0.4460    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.0651    0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5843    1.2356    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.5497    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    0.5575   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    0.8519   -1.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867    0.4656   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0728   -0.0941    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -0.4513    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -0.2604    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6954   -0.6295    0.8187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735    0.3021   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9387    0.6261   -2.1395 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213    0.6611   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -0.7467   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2818   -2.3197   -0.9779 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -1.0549    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903    0.7861   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4237    0.8993   -1.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9747    1.8412    0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4477   -1.1953   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6539   -2.2822   -0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2841   -0.8635    0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4908    0.3114    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -1.4459    1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260    2.0307    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622    2.5857   -0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932   -0.2436    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -0.8958    2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5080   -0.4715    0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9083    1.1059   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761   -2.1136    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9091    1.8507    1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 17 19  2  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 19  4  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 19 34  1  0
 22 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid	ChEBI
3,3'-T2	ChEBI
O-(4-Hydroxy-3-iodophenyl)-3-iodotyrosine	ChEBI
2-Amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoate	Generator
3,3'-Diiodothyronine, (L)-isomer	HMDB
3,3'-Diiodothyronine, (L)-isomer, 125I-labeled	HMDB
3,3'-Diiodothyronine, (DL)-isomer	HMDB

Chemical Formula

C₁₅H₁₃I₂NO₄

Average Molecular Weight

525.081

Monoisotopic Molecular Weight

524.8934

IUPAC Name

2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid

Traditional Name

3,3'-diiodothyronine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)

InChI Key

CPCJBZABTUOGNM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Diphenylether
Diaryl ether
3-phenylpropanoic-acid
Alpha-amino acid
Amphetamine or derivatives
Phenoxy compound
2-iodophenol
2-halophenol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Iodobenzene
Halobenzene
Aralkylamine
Phenol
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Benzenoid
Amino acid
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organohalogen compound
Organoiodide
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

iodothyronine (CHEBI:35430 )

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	0.46	ALOGPS
logP	1.87	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	0.75	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.06 m³·mol⁻¹	ChemAxon
Polarizability	38.61 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]+	186.796	30932474
DeepCCS	[M-H]-	184.438	30932474
DeepCCS	[M-2H]-	217.324	30932474
DeepCCS	[M+Na]+	192.889	30932474
AllCCS	[M+H]+	193.3	32859911
AllCCS	[M+H-H2O]+	191.4	32859911
AllCCS	[M+NH4]+	195.1	32859911
AllCCS	[M+Na]+	195.6	32859911
AllCCS	[M-H]-	180.2	32859911
AllCCS	[M+Na-2H]-	181.2	32859911
AllCCS	[M+HCOO]-	182.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3'-Diiodo-L-thyronine	NC(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)C(O)=O	4343.0	Standard polar	33892256
3,3'-Diiodo-L-thyronine	NC(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)C(O)=O	3264.9	Standard non polar	33892256
3,3'-Diiodo-L-thyronine	NC(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)C(O)=O	3380.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3'-Diiodo-L-thyronine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C	3200.7	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C	2962.9	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C	3064.2	Standard polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(OC2=CC=C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2I)C=C1I	3308.6	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(OC2=CC=C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2I)C=C1I	3126.9	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(OC2=CC=C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2I)C=C1I	3237.4	Standard polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C	3266.2	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C	3076.2	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C	3229.3	Standard polar	33892256
3,3'-Diiodo-L-thyronine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C	3354.3	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C	3107.8	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C	2980.6	Standard polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3986.7	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3605.9	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3355.8	Standard polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2I)C=C1I	4073.4	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2I)C=C1I	3688.0	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2I)C=C1I	3434.1	Standard polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4040.7	Semi standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3670.4	Standard non polar	33892256
3,3'-Diiodo-L-thyronine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3423.9	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'-Diiodo-L-thyronine 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'-Diiodo-L-thyronine 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'-Diiodo-L-thyronine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine 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'-Diiodo-L-thyronine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diiodo-L-thyronine GC-MS (TBDMS_2_4) - 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'-Diiodo-L-thyronine 10V, Positive-QTOF	splash10-004i-0000910000-ffacfc3714d013b9c9c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diiodo-L-thyronine 20V, Positive-QTOF	splash10-004i-0001900000-bcf8497b80739ec746b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diiodo-L-thyronine 40V, Positive-QTOF	splash10-0fxy-0093300000-837126df81f0ec705603	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diiodo-L-thyronine 10V, Negative-QTOF	splash10-00di-0000090000-2c1f7a68b1818ed6ce84	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diiodo-L-thyronine 20V, Negative-QTOF	splash10-03di-0200930000-aa49c0bd90d3e2e4c5ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diiodo-L-thyronine 40V, Negative-QTOF	splash10-004i-0910000000-c86cc1510dc7316de930	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

C00037453

Chemspider ID

59002

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3,3'-Diiodothyronine

METLIN ID

Not Available

PubChem Compound

65559

PDB ID

Not Available

ChEBI ID

35430

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1344191

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'-Diiodo-L-thyronine (HMDB0246002)

MOL for HMDB0246002 (3,3'-Diiodo-L-thyronine)

3D MOL for HMDB0246002 (3,3'-Diiodo-L-thyronine)

3D SDF for HMDB0246002 (3,3'-Diiodo-L-thyronine)

3D-SDF for HMDB0246002 (3,3'-Diiodo-L-thyronine)

PDB for HMDB0246002 (3,3'-Diiodo-L-thyronine)

3D PDB for HMDB0246002 (3,3'-Diiodo-L-thyronine)

SMILES for HMDB0246002 (3,3'-Diiodo-L-thyronine)

INCHI for HMDB0246002 (3,3'-Diiodo-L-thyronine)

Structure for HMDB0246002 (3,3'-Diiodo-L-thyronine)

3D Structure for HMDB0246002 (3,3'-Diiodo-L-thyronine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra