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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:03:30 UTC

Update Date

2021-09-26 22:54:49 UTC

HMDB ID

HMDB0246014

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,3',5-Triiodothyronamine

Description

3,3',5-Triiodothyronamine belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a small amount of articles have been published on 3,3',5-Triiodothyronamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,3',5-triiodothyronamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,3',5-Triiodothyronamine 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

HMDB0246014
     RDKit          3D
3,3',5-Triiodothyronamine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.3529    1.7441   -0.4161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0162    1.2365   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -0.2840   -0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -0.6516   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074   -0.8005    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -1.1444    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064   -1.3819    2.8167 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.3365   -0.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084   -1.6732   -0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652   -0.8135   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601    0.5620   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    1.3776   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476    0.8352    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9992    1.6244    0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596   -0.5316    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8524   -1.4216    0.2367 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -1.3353    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4400   -1.1824   -1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6235   -1.4597   -3.1876 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931   -0.8385   -1.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0692    1.0250   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5908    2.2971   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969    1.6556   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5618    1.5959    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.6849   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4294   -0.6844    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4816   -0.6510    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663    0.9782   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028    2.4544   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120    2.6338    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9800   -2.4155    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370   -0.7292   -2.4360 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  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  1  0
 18 19  1  0
 18 20  2  0
 20  4  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 17 31  1  0
 20 32  1  0
M  END

  Mrv1652309112101032D          

 20 21  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 N   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
  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  1  0  0  0  0
  9 18  1  0  0  0  0
  4 19  1  0  0  0  0
  3 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246014

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12I3NO2/c15-10-7-9(1-2-13(10)19)20-14-11(16)5-8(3-4-18)6-12(14)17/h1-2,5-7,19H,3-4,18H2

> <INCHI_KEY>
KIXGKGGCXPSNDX-UHFFFAOYSA-N

> <FORMULA>
C14H12I3NO2

> <MOLECULAR_WEIGHT>
606.968

> <EXACT_MASS>
606.80021

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
41.179909260982775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-2-iodophenol

> <ALOGPS_LOGP>
4.92

> <JCHEM_LOGP>
4.428366811141137

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.520178838983446

> <JCHEM_PKA_STRONGEST_BASIC>
9.794623972884414

> <JCHEM_POLAR_SURFACE_AREA>
55.480000000000004

> <JCHEM_REFRACTIVITY>
107.59559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3',5-triiodothyronamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246014
     RDKit          3D
3,3',5-Triiodothyronamine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.3529    1.7441   -0.4161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0162    1.2365   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -0.2840   -0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -0.6516   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074   -0.8005    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -1.1444    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064   -1.3819    2.8167 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.3365   -0.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084   -1.6732   -0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652   -0.8135   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601    0.5620   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    1.3776   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476    0.8352    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9992    1.6244    0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596   -0.5316    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8524   -1.4216    0.2367 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -1.3353    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4400   -1.1824   -1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6235   -1.4597   -3.1876 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931   -0.8385   -1.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0692    1.0250   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5908    2.2971   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969    1.6556   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5618    1.5959    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.6849   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4294   -0.6844    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4816   -0.6510    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663    0.9782   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028    2.4544   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120    2.6338    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9800   -2.4155    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370   -0.7292   -2.4360 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  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  1  0
 18 19  1  0
 18 20  2  0
 20  4  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 17 31  1  0
 20 32  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  N   UNK     0      -8.002   4.620   0.000  0.00  0.00           N+0
HETATM   18  I   UNK     0      -4.001  -2.310   0.000  0.00  0.00           I+0
HETATM   19  I   UNK     0      -4.001  -5.390   0.000  0.00  0.00           I+0
HETATM   20  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   18                                                  
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                                                       
CONECT   17   16                                                            
CONECT   18    9                                                            
CONECT   19    4                                                            
CONECT   20    3                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0246014
HETATM    1  N1  UNL     1      -5.353   1.744  -0.416  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.016   1.237  -0.374  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.957  -0.284  -0.357  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.511  -0.652  -0.314  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.907  -0.800   0.909  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.555  -1.144   0.963  1.00  0.00           C  
HETATM    7  I1  UNL     1       0.406  -1.382   2.817  1.00  0.00           I  
HETATM    8  C6  UNL     1       0.184  -1.337  -0.176  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.508  -1.673  -0.088  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.565  -0.813  -0.040  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.460   0.562  -0.073  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.587   1.378  -0.019  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.848   0.835   0.069  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.999   1.624   0.125  1.00  0.00           O  
HETATM   15  C11 UNL     1       4.960  -0.532   0.103  1.00  0.00           C  
HETATM   16  I2  UNL     1       6.852  -1.422   0.237  1.00  0.00           I  
HETATM   17  C12 UNL     1       3.841  -1.335   0.049  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.440  -1.182  -1.390  1.00  0.00           C  
HETATM   19  I3  UNL     1       0.624  -1.460  -3.188  1.00  0.00           I  
HETATM   20  C14 UNL     1      -1.793  -0.839  -1.467  1.00  0.00           C  
HETATM   21  H1  UNL     1      -6.069   1.025  -0.173  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.591   2.297  -1.252  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.397   1.656  -1.188  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.562   1.596   0.591  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.398  -0.685  -1.293  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.429  -0.684   0.558  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.482  -0.651   1.812  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.466   0.978  -0.142  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.503   2.454  -0.045  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.912   2.634   0.100  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.980  -2.416   0.079  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.237  -0.729  -2.436  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5    5   20
CONECT    5    6   27
CONECT    6    7    8    8
CONECT    8    9   18
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   15
CONECT   14   30
CONECT   15   16   17   17
CONECT   17   31
CONECT   18   19   20   20
CONECT   20   32
END

HMDB0246014
     RDKit          3D
3,3',5-Triiodothyronamine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.3529    1.7441   -0.4161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0162    1.2365   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -0.2840   -0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -0.6516   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074   -0.8005    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -1.1444    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064   -1.3819    2.8167 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.3365   -0.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084   -1.6732   -0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652   -0.8135   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601    0.5620   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    1.3776   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476    0.8352    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9992    1.6244    0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596   -0.5316    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8524   -1.4216    0.2367 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -1.3353    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4400   -1.1824   -1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6235   -1.4597   -3.1876 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931   -0.8385   -1.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0692    1.0250   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5908    2.2971   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969    1.6556   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5618    1.5959    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.6849   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4294   -0.6844    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4816   -0.6510    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663    0.9782   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028    2.4544   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120    2.6338    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9800   -2.4155    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370   -0.7292   -2.4360 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  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  1  0
 18 19  1  0
 18 20  2  0
 20  4  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 17 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Triiodothyronamine	HMDB

Chemical Formula

C₁₄H₁₂I₃NO₂

Average Molecular Weight

606.968

Monoisotopic Molecular Weight

606.80021

IUPAC Name

4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-2-iodophenol

Traditional Name

3,3',5-triiodothyronamine

CAS Registry Number

Not Available

SMILES

NCCC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1

InChI Identifier

InChI=1S/C14H12I3NO2/c15-10-7-9(1-2-13(10)19)20-14-11(16)5-8(3-4-18)6-12(14)17/h1-2,5-7,19H,3-4,18H2

InChI Key

KIXGKGGCXPSNDX-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
Phenethylamine
2-halophenol
2-iodophenol
Phenoxy compound
Phenol ether
2-arylethylamine
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Halobenzene
Iodobenzene
Aryl iodide
Aryl halide
Ether
Organohalogen compound
Primary aliphatic amine
Organonitrogen compound
Amine
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Primary amine
Organic nitrogen compound
Organopnictogen compound
Organoiodide
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	4.92	ALOGPS
logP	4.43	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.52	ChemAxon
pKa (Strongest Basic)	9.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.6 m³·mol⁻¹	ChemAxon
Polarizability	41.18 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]+	202.789	30932474
DeepCCS	[M-H]-	200.431	30932474
DeepCCS	[M-2H]-	233.316	30932474
DeepCCS	[M+Na]+	208.882	30932474
AllCCS	[M+H]+	196.0	32859911
AllCCS	[M+H-H2O]+	194.5	32859911
AllCCS	[M+NH4]+	197.4	32859911
AllCCS	[M+Na]+	197.8	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	179.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3',5-Triiodothyronamine	NCCC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1	4254.8	Standard polar	33892256
3,3',5-Triiodothyronamine	NCCC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1	3190.5	Standard non polar	33892256
3,3',5-Triiodothyronamine	NCCC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1	3320.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3',5-Triiodothyronamine,2TMS,isomer #1	C[Si](C)(C)NCCC1=CC(I)=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1	3297.6	Semi standard non polar	33892256
3,3',5-Triiodothyronamine,2TMS,isomer #1	C[Si](C)(C)NCCC1=CC(I)=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1	2988.2	Standard non polar	33892256
3,3',5-Triiodothyronamine,2TMS,isomer #1	C[Si](C)(C)NCCC1=CC(I)=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C(I)=C1	2842.4	Standard polar	33892256
3,3',5-Triiodothyronamine,2TMS,isomer #2	C[Si](C)(C)N(CCC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)[Si](C)(C)C	3405.0	Semi standard non polar	33892256
3,3',5-Triiodothyronamine,2TMS,isomer #2	C[Si](C)(C)N(CCC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)[Si](C)(C)C	3178.7	Standard non polar	33892256
3,3',5-Triiodothyronamine,2TMS,isomer #2	C[Si](C)(C)N(CCC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)[Si](C)(C)C	3068.6	Standard polar	33892256
3,3',5-Triiodothyronamine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(OC2=C(I)C=C(CCN([Si](C)(C)C)[Si](C)(C)C)C=C2I)C=C1I	3461.9	Semi standard non polar	33892256
3,3',5-Triiodothyronamine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(OC2=C(I)C=C(CCN([Si](C)(C)C)[Si](C)(C)C)C=C2I)C=C1I	3151.7	Standard non polar	33892256
3,3',5-Triiodothyronamine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(OC2=C(I)C=C(CCN([Si](C)(C)C)[Si](C)(C)C)C=C2I)C=C1I	2774.8	Standard polar	33892256
3,3',5-Triiodothyronamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC1=CC(I)=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C(I)=C1	3783.8	Semi standard non polar	33892256
3,3',5-Triiodothyronamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC1=CC(I)=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C(I)=C1	3432.3	Standard non polar	33892256
3,3',5-Triiodothyronamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC1=CC(I)=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C(I)=C1	3063.8	Standard polar	33892256
3,3',5-Triiodothyronamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)[Si](C)(C)C(C)(C)C	3847.0	Semi standard non polar	33892256
3,3',5-Triiodothyronamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)[Si](C)(C)C(C)(C)C	3513.1	Standard non polar	33892256
3,3',5-Triiodothyronamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)[Si](C)(C)C(C)(C)C	3176.8	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-Triiodothyronamine 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-Triiodothyronamine 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-Triiodothyronamine 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-Triiodothyronamine 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-Triiodothyronamine 10V, Positive-QTOF	splash10-0006-0000093000-1719dd2c5c49de411476	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyronamine 20V, Positive-QTOF	splash10-0006-0000190000-98d33abece07ec7702d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyronamine 40V, Positive-QTOF	splash10-0a4i-0375913000-115d757139ff6e07330e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyronamine 10V, Negative-QTOF	splash10-0a4i-0000009000-fbf024d03ffa55788556	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyronamine 20V, Negative-QTOF	splash10-0a6r-0600109000-b554994f400ae780ef5f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Triiodothyronamine 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

144879

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3,3',5-Triiodothyronamine

METLIN ID

Not Available

PubChem Compound

165262

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-Triiodothyronamine (HMDB0246014)

MOL for HMDB0246014 (3,3',5-Triiodothyronamine)

3D MOL for HMDB0246014 (3,3',5-Triiodothyronamine)

3D SDF for HMDB0246014 (3,3',5-Triiodothyronamine)

3D-SDF for HMDB0246014 (3,3',5-Triiodothyronamine)

PDB for HMDB0246014 (3,3',5-Triiodothyronamine)

3D PDB for HMDB0246014 (3,3',5-Triiodothyronamine)

SMILES for HMDB0246014 (3,3',5-Triiodothyronamine)

INCHI for HMDB0246014 (3,3',5-Triiodothyronamine)

Structure for HMDB0246014 (3,3',5-Triiodothyronamine)

3D Structure for HMDB0246014 (3,3',5-Triiodothyronamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra