Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:05:17 UTC

Update Date

2021-09-26 23:14:34 UTC

HMDB ID

HMDB0257935

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid

Description

(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid 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 (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0257935
     RDKit          3D
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.0008    0.2579   -3.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940   -0.1197   -1.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3723   -1.4811   -1.6973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.7750   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913    2.1214   -1.0300 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9925    1.6072   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6468    2.8364   -2.2741 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003    0.8509   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -0.1689   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325   -0.8518   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -0.5176    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972   -1.1700    1.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009   -0.8311    0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878    0.2373    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337    0.5205   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -0.2820    0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9319   -0.0210    0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421   -1.3468    1.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016   -1.6113    1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524    0.5066    1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737    1.1756    1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481    0.0093    0.4555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6857    1.1437    2.1650 I   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3359   -1.0026    0.1121 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0358   -2.0120   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479    2.3431    0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963   -0.4827   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847   -1.6533   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393    0.8593   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9421    1.3609   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4504   -0.4210   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832   -1.9950    1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.4752    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    0.7790    2.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5448    1.9854    1.6774 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  2  0
  4 22  1  0
 22 23  1  0
 22 24  1  0
 21  8  1  0
 19 13  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END


  Mrv1652309112121052D          

 24 25  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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
    1.8414    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 N   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
    0.0000   -0.0000    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 15  1  0  0  0  0
  7 16  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257935

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H11I4NO4/c16-13(15(17,14(22)23)20(18)19)9-1-5-11(6-2-9)24-12-7-3-10(21)4-8-12/h1-8,13,21H,(H,22,23)

> <INCHI_KEY>
MLWODHCUQOMOGD-UHFFFAOYSA-N

> <FORMULA>
C15H11I4NO4

> <MOLECULAR_WEIGHT>
776.874

> <EXACT_MASS>
776.68669

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
47.74509417259046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
5.939837156666666

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.696088356084806

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9832971956413554

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6539611327103096

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
124.39450000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257935
     RDKit          3D
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.0008    0.2579   -3.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940   -0.1197   -1.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3723   -1.4811   -1.6973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.7750   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913    2.1214   -1.0300 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9925    1.6072   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6468    2.8364   -2.2741 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003    0.8509   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -0.1689   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325   -0.8518   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -0.5176    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972   -1.1700    1.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009   -0.8311    0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878    0.2373    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337    0.5205   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -0.2820    0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9319   -0.0210    0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421   -1.3468    1.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016   -1.6113    1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524    0.5066    1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737    1.1756    1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481    0.0093    0.4555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6857    1.1437    2.1650 I   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3359   -1.0026    0.1121 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0358   -2.0120   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479    2.3431    0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963   -0.4827   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847   -1.6533   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393    0.8593   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9421    1.3609   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4504   -0.4210   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832   -1.9950    1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.4752    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    0.7790    2.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5448    1.9854    1.6774 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  2  0
  4 22  1  0
 22 23  1  0
 22 24  1  0
 21  8  1  0
 19 13  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.437   1.334   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.977   1.334   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.667   2.667   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.334   0.770   0.000  0.00  0.00           N+0
HETATM   13  I   UNK     0       1.334   2.310   0.000  0.00  0.00           I+0
HETATM   14  I   UNK     0       0.000  -0.000   0.000  0.00  0.00           I+0
HETATM   15  I   UNK     0       1.897  -1.334   0.000  0.00  0.00           I+0
HETATM   16  I   UNK     0       5.335   0.000   0.000  0.00  0.00           I+0
HETATM   17  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   12   15                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    8                                                            
CONECT   16    7                                                            
CONECT   17    3   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0257935
HETATM    1  O1  UNL     1      -4.001   0.258  -3.067  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.194  -0.120  -1.882  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.372  -1.481  -1.697  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.239   0.775  -0.726  1.00  0.00           C  
HETATM    5  I1  UNL     1      -5.891   2.121  -1.030  1.00  0.00           I  
HETATM    6  C3  UNL     1      -2.992   1.607  -0.557  1.00  0.00           C  
HETATM    7  I2  UNL     1      -2.647   2.836  -2.274  1.00  0.00           I  
HETATM    8  C4  UNL     1      -1.800   0.851  -0.150  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.273  -0.169  -0.896  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.133  -0.852  -0.459  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.483  -0.518   0.724  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.597  -1.170   1.172  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.901  -0.831   0.898  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.288   0.237   0.117  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.634   0.521  -0.117  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.600  -0.282   0.442  1.00  0.00           C  
HETATM   17  O4  UNL     1       6.932  -0.021   0.224  1.00  0.00           O  
HETATM   18  C12 UNL     1       5.242  -1.347   1.219  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.902  -1.611   1.440  1.00  0.00           C  
HETATM   20  C14 UNL     1      -0.052   0.507   1.466  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.174   1.176   1.033  1.00  0.00           C  
HETATM   22  N1  UNL     1      -4.548   0.009   0.455  1.00  0.00           N  
HETATM   23  I3  UNL     1      -4.686   1.144   2.165  1.00  0.00           I  
HETATM   24  I4  UNL     1      -6.336  -1.003   0.112  1.00  0.00           I  
HETATM   25  H1  UNL     1      -5.036  -2.012  -2.218  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.248   2.343   0.264  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.696  -0.483  -1.824  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.285  -1.653  -1.041  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.539   0.859  -0.316  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.942   1.361  -0.731  1.00  0.00           H  
HETATM   31  H7  UNL     1       7.450  -0.421  -0.562  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.983  -1.995   1.672  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.665  -2.475   2.070  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.420   0.779   2.396  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.545   1.985   1.677  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5    6   22
CONECT    6    7    8   26
CONECT    8    9    9   21
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   20
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   18
CONECT   17   31
CONECT   18   19   19   32
CONECT   19   33
CONECT   20   21   21   34
CONECT   21   35
CONECT   22   23   24
END

HMDB0257935
     RDKit          3D
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.0008    0.2579   -3.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940   -0.1197   -1.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3723   -1.4811   -1.6973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.7750   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913    2.1214   -1.0300 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9925    1.6072   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6468    2.8364   -2.2741 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003    0.8509   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -0.1689   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325   -0.8518   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -0.5176    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972   -1.1700    1.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009   -0.8311    0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878    0.2373    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337    0.5205   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -0.2820    0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9319   -0.0210    0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421   -1.3468    1.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016   -1.6113    1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524    0.5066    1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737    1.1756    1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481    0.0093    0.4555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6857    1.1437    2.1650 I   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3359   -1.0026    0.1121 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0358   -2.0120   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479    2.3431    0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963   -0.4827   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847   -1.6533   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393    0.8593   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9421    1.3609   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4504   -0.4210   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832   -1.9950    1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.4752    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    0.7790    2.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5448    1.9854    1.6774 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  2  0
  4 22  1  0
 22 23  1  0
 22 24  1  0
 21  8  1  0
 19 13  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoate	Generator
2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoate	HMDB

Chemical Formula

C₁₅H₁₁I₄NO₄

Average Molecular Weight

776.874

Monoisotopic Molecular Weight

776.68669

IUPAC Name

2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid

Traditional Name

2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H11I4NO4/c16-13(15(17,14(22)23)20(18)19)9-1-5-11(6-2-9)24-12-7-3-10(21)4-8-12/h1-8,13,21H,(H,22,23)

InChI Key

MLWODHCUQOMOGD-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
3-phenylpropanoic-acid
Diaryl ether
Alpha-amino acid or derivatives
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alpha-halocarboxylic acid or derivatives
Alpha-halocarboxylic acid
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organoiodide
Organohalogen compound
Carbonyl group
Alkyl iodide
Alkyl halide
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	5.18	ALOGPS
logP	5.94	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	0.98	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.39 m³·mol⁻¹	ChemAxon
Polarizability	47.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	208.903	30932474
DeepCCS	[M-H]-	206.344	30932474
DeepCCS	[M-2H]-	240.961	30932474
DeepCCS	[M+Na]+	216.314	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.11 minutes	32390414
Predicted by Siyang on May 30, 2022	12.3717 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.4 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1870.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	316.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	156.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	177.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	493.1 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	489.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1073.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	444.7 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	1224.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	329.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	159.3 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	88.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid	OC(=O)C(I)(C(I)C1=CC=C(OC2=CC=C(O)C=C2)C=C1)N(I)I	5062.5	Standard polar	33892256
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid	OC(=O)C(I)(C(I)C1=CC=C(OC2=CC=C(O)C=C2)C=C1)N(I)I	3566.9	Standard non polar	33892256
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid	OC(=O)C(I)(C(I)C1=CC=C(OC2=CC=C(O)C=C2)C=C1)N(I)I	3994.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76098531

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 (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid (HMDB0257935)

MOL for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

3D MOL for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

3D SDF for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

3D-SDF for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

PDB for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

3D PDB for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

SMILES for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

INCHI for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

Structure for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

3D Structure for HMDB0257935 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]-2,3-diiodopropanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra