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 19:20:37 UTC

Update Date

2021-09-26 23:14:50 UTC

HMDB ID

HMDB0258133

Secondary Accession Numbers

None

Metabolite Identification

Common Name

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

Description

2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid 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 2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-2-(diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic 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]propanoic 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

HMDB0258133
     RDKit          3D
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -3.4386    0.4516    1.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    0.2408    0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.9837    0.7370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1151   -0.7650   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -0.4585   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6507   -0.3885   -0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8940   -1.5296   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838   -1.5032    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.3139    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623   -0.2445    1.7392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -0.0384    0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073   -1.1439    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478   -1.0108   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909    0.2834   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582    0.3820   -1.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    1.3871   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655    1.2485    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    0.8270    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1342    0.7952    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -0.9791   -1.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8968   -1.6262   -0.0874 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506    0.6750   -2.3625 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401    1.6774    1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9244   -1.7411    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -1.1704   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495    0.5468   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -2.4701   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -2.3984    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615   -2.1576    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -1.8823   -0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106    1.3044   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0679    2.3778   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    2.1113    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.7852    1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6922    1.7167   -0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
 19  6  1  0
 17 11  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1652309112121202D          

 22 23  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
    1.4289    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
    0.7145   -0.4125    0.0000 N   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
    0.7145   -1.2375    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
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  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
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258133

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
ZLESINSMJVPWNE-UHFFFAOYSA-N

> <FORMULA>
C15H13I2NO4

> <MOLECULAR_WEIGHT>
525.081

> <EXACT_MASS>
524.8934

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
38.11577027372486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
3.4592367976666663

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.696097013276026

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8175410826780936

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7972134482691535

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
98.79840000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.84e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258133
     RDKit          3D
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -3.4386    0.4516    1.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    0.2408    0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.9837    0.7370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1151   -0.7650   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -0.4585   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6507   -0.3885   -0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8940   -1.5296   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838   -1.5032    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.3139    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623   -0.2445    1.7392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -0.0384    0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073   -1.1439    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478   -1.0108   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909    0.2834   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582    0.3820   -1.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    1.3871   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655    1.2485    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    0.8270    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1342    0.7952    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -0.9791   -1.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8968   -1.6262   -0.0874 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506    0.6750   -2.3625 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401    1.6774    1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9244   -1.7411    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -1.1704   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495    0.5468   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -2.4701   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -2.3984    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615   -2.1576    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -1.8823   -0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106    1.3044   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0679    2.3778   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    2.1113    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.7852    1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6922    1.7167   -0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
 19  6  1  0
 17 11  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001   2.310   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       0.000  -0.000   0.000  0.00  0.00           I+0
HETATM   14  I   UNK     0       1.334  -2.310   0.000  0.00  0.00           I+0
HETATM   15  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   22  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   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    3   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0258133
HETATM    1  O1  UNL     1      -3.439   0.452   1.505  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.339   0.241   0.656  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.532   0.984   0.737  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.115  -0.765  -0.383  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.906  -0.459  -1.236  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.651  -0.388  -0.453  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.894  -1.530  -0.186  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.284  -1.503   0.525  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.778  -0.314   1.017  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.962  -0.244   1.739  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.130  -0.038   0.989  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.807  -1.144   0.531  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.948  -1.011  -0.203  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.391   0.283  -0.465  1.00  0.00           C  
HETATM   15  O4  UNL     1       6.558   0.382  -1.217  1.00  0.00           O  
HETATM   16  C12 UNL     1       4.718   1.387  -0.009  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.565   1.248   0.732  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.046   0.827   0.765  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.134   0.795   0.051  1.00  0.00           C  
HETATM   20  N1  UNL     1      -5.289  -0.979  -1.212  1.00  0.00           N  
HETATM   21  I1  UNL     1      -6.897  -1.626  -0.087  1.00  0.00           I  
HETATM   22  I2  UNL     1      -5.751   0.675  -2.363  1.00  0.00           I  
HETATM   23  H1  UNL     1      -5.640   1.677   1.461  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.924  -1.741   0.130  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.840  -1.170  -2.080  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.050   0.547  -1.706  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.294  -2.470  -0.580  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.858  -2.398   0.723  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.462  -2.158   0.735  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.479  -1.882  -0.563  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.911   1.304  -1.427  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.068   2.378  -0.217  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.020   2.111   1.101  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.402   1.785   1.136  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.692   1.717  -0.141  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   20   24
CONECT    5    6   25   26
CONECT    6    7    7   19
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   18
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   16
CONECT   15   31
CONECT   16   17   17   32
CONECT   17   33
CONECT   18   19   19   34
CONECT   19   35
CONECT   20   21   22
END

HMDB0258133
     RDKit          3D
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -3.4386    0.4516    1.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    0.2408    0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.9837    0.7370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1151   -0.7650   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -0.4585   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6507   -0.3885   -0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8940   -1.5296   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838   -1.5032    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.3139    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623   -0.2445    1.7392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -0.0384    0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073   -1.1439    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478   -1.0108   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909    0.2834   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582    0.3820   -1.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    1.3871   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655    1.2485    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    0.8270    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1342    0.7952    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -0.9791   -1.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8968   -1.6262   -0.0874 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506    0.6750   -2.3625 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401    1.6774    1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9244   -1.7411    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -1.1704   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495    0.5468   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936   -2.4701   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -2.3984    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615   -2.1576    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -1.8823   -0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106    1.3044   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0679    2.3778   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    2.1113    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.7852    1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6922    1.7167   -0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
 19  6  1  0
 17 11  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoate	Generator
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoate	Generator

Chemical Formula

C₁₅H₁₃I₂NO₄

Average Molecular Weight

525.081

Monoisotopic Molecular Weight

524.8934

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

ZLESINSMJVPWNE-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
Amphetamine or derivatives
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
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)

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	4.58	ALOGPS
logP	3.46	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	-1.8	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	98.8 m³·mol⁻¹	ChemAxon
Polarizability	38.12 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]+	181.161	30932474
DeepCCS	[M-H]-	178.803	30932474
DeepCCS	[M-2H]-	212.602	30932474
DeepCCS	[M+Na]+	187.83	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid	OC(=O)C(CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N(I)I	4404.4	Standard polar	33892256
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid	OC(=O)C(CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N(I)I	3041.3	Standard non polar	33892256
(2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid	OC(=O)C(CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N(I)I	3388.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic 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]propanoic 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]propanoic acid GC-MS (TMS_2_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]propanoic 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]propanoic acid GC-MS (TBDMS_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]propanoic acid GC-MS (TBDMS_2_1) - 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

54552969

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]propanoic acid (HMDB0258133)

MOL for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

3D MOL for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

3D SDF for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

3D-SDF for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

PDB for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

3D PDB for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

SMILES for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

INCHI for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

Structure for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

3D Structure for HMDB0258133 ((2S)-2-(Diiodoamino)-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra