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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:05:30 UTC

Update Date

2021-09-26 23:06:47 UTC

HMDB ID

HMDB0253510

Secondary Accession Numbers

None

Metabolite Identification

Common Name

iodamide

Description

Iodamide, also known as ametriiodic acid or iodamidum, belongs to the class of organic compounds known as halobenzoic acids. These are benzoic acids carrying a halogen atom on the benzene ring. Iodamide is a moderately basic compound (based on its pKa). A benzoic acid compound having iodo substituents at the 2-, 4- and 6-positions, an acetamido substituent at the 3-position and an acetamidomethyl substituent at the 5-position. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iodamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically iodamide 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

HMDB0253510
     RDKit          3D
iodamide
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.2560   -2.1916    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013   -1.0292    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6094   -0.3736   -0.4198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545   -0.6766    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0381    0.4525   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    0.8054   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -0.1266   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2235   -2.1307   -0.7615 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071    0.2163   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.7012   -0.5090 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9924   -1.8180    0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -2.5513   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2764   -2.4515    1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127    1.5491   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0557    2.1364    0.0967 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.0720    2.5130    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396    3.9103    0.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460    4.2296    0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    4.8559    0.7331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761    2.1073    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    3.6076    0.5169 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116   -1.8827    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235   -2.8890    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917   -2.7437    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422    0.0141   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    1.3219    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239    0.2221   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -1.8315   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9607   -3.1773   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6179   -3.2121    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -3.4804    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    5.3256    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  9 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 19 32  1  0
M  END


  Mrv0541 05271410402D          

 21 21  0  0  0  0            999 V2000
    2.8578    3.3000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.2375    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.0625    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16  3  1  4  0  0  0
 16  4  2  0  0  0  0
 17  5  2  0  0  0  0
 17 11  1  4  0  0  0
 18  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20 12  2  0  0  0  0
 21 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253510

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NCC1=C(I)C(C(O)=O)=C(I)C(N=C(C)O)=C1I

> <INCHI_IDENTIFIER>
InChI=1S/C12H11I3N2O4/c1-4(18)16-3-6-8(13)7(12(20)21)10(15)11(9(6)14)17-5(2)19/h3H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)

> <INCHI_KEY>
VVDGWALACJEJKG-UHFFFAOYSA-N

> <FORMULA>
C12H11I3N2O4

> <MOLECULAR_WEIGHT>
627.9402

> <EXACT_MASS>
627.78528711

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.981032755469194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1-hydroxyethylidene)amino]-5-{[(1-hydroxyethylidene)amino]methyl}-2,4,6-triiodobenzoic acid

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
3.710861979039636

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.00764790295139

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.060733166198964

> <JCHEM_PKA_STRONGEST_BASIC>
2.1650587780210695

> <JCHEM_POLAR_SURFACE_AREA>
102.48

> <JCHEM_REFRACTIVITY>
107.45870000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
uromiro

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253510
     RDKit          3D
iodamide
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.2560   -2.1916    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013   -1.0292    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6094   -0.3736   -0.4198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545   -0.6766    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0381    0.4525   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    0.8054   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -0.1266   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2235   -2.1307   -0.7615 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071    0.2163   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.7012   -0.5090 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9924   -1.8180    0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -2.5513   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2764   -2.4515    1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127    1.5491   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0557    2.1364    0.0967 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.0720    2.5130    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396    3.9103    0.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460    4.2296    0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    4.8559    0.7331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761    2.1073    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    3.6076    0.5169 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116   -1.8827    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235   -2.8890    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917   -2.7437    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422    0.0141   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    1.3219    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239    0.2221   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -1.8315   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9607   -3.1773   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6179   -3.2121    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -3.4804    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    5.3256    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  9 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 27-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-14         0                                  
HETATM    1  C   UNK     0       5.335   6.160   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  I   UNK     0       1.334   3.850   0.000  0.00  0.00           I+0
HETATM   14  I   UNK     0       4.001  -0.770   0.000  0.00  0.00           I+0
HETATM   15  I   UNK     0      -1.334  -0.770   0.000  0.00  0.00           I+0
HETATM   16  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6   16                                                       
CONECT    4    1   16   18                                                  
CONECT    5    2   17   19                                                  
CONECT    6    3    8    9                                                  
CONECT    7    8   10   12                                                  
CONECT    8    6    7   13                                                  
CONECT    9    6   11   14                                                  
CONECT   10    7   11   15                                                  
CONECT   11    9   10   17                                                  
CONECT   12    7   20   21                                                  
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16    3    4                                                       
CONECT   17    5   11                                                       
CONECT   18    4                                                            
CONECT   19    5                                                            
CONECT   20   12                                                            
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0253510
HETATM    1  C1  UNL     1      -4.256  -2.192   1.178  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.701  -1.029   0.412  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.609  -0.374  -0.420  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.455  -0.677   0.533  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.038   0.453  -0.274  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.611   0.805  -0.105  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.380  -0.127  -0.342  1.00  0.00           C  
HETATM    8  I1  UNL     1      -0.223  -2.131  -0.762  1.00  0.00           I  
HETATM    9  C6  UNL     1       1.707   0.216  -0.297  1.00  0.00           C  
HETATM   10  N2  UNL     1       2.743  -0.701  -0.509  1.00  0.00           N  
HETATM   11  C7  UNL     1       2.992  -1.818   0.037  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.223  -2.551  -0.449  1.00  0.00           C  
HETATM   13  O2  UNL     1       2.276  -2.451   1.029  1.00  0.00           O  
HETATM   14  C9  UNL     1       2.013   1.549  -0.005  1.00  0.00           C  
HETATM   15  I2  UNL     1       4.056   2.136   0.097  1.00  0.00           I  
HETATM   16  C10 UNL     1       1.072   2.513   0.235  1.00  0.00           C  
HETATM   17  C11 UNL     1       1.440   3.910   0.502  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.646   4.230   0.513  1.00  0.00           O  
HETATM   19  O4  UNL     1       0.481   4.856   0.733  1.00  0.00           O  
HETATM   20  C12 UNL     1      -0.276   2.107   0.178  1.00  0.00           C  
HETATM   21  I3  UNL     1      -1.725   3.608   0.517  1.00  0.00           I  
HETATM   22  H1  UNL     1      -5.112  -1.883   1.785  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.624  -2.889   0.360  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.492  -2.744   1.733  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.242   0.014  -1.273  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.695   1.322   0.060  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.224   0.222  -1.330  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.048  -1.832  -0.675  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.961  -3.177  -1.308  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.618  -3.212   0.355  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.214  -3.480   1.017  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.414   5.326   1.623  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    4
CONECT    3   25
CONECT    4    5
CONECT    5    6   26   27
CONECT    6    7    7   20
CONECT    7    8    9
CONECT    9   10   14   14
CONECT   10   11   11
CONECT   11   12   13
CONECT   12   28   29   30
CONECT   13   31
CONECT   14   15   16
CONECT   16   17   20   20
CONECT   17   18   18   19
CONECT   19   32
CONECT   20   21
END

HMDB0253510
     RDKit          3D
iodamide
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.2560   -2.1916    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013   -1.0292    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6094   -0.3736   -0.4198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545   -0.6766    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0381    0.4525   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    0.8054   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -0.1266   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2235   -2.1307   -0.7615 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071    0.2163   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.7012   -0.5090 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9924   -1.8180    0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231   -2.5513   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2764   -2.4515    1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127    1.5491   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0557    2.1364    0.0967 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.0720    2.5130    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396    3.9103    0.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460    4.2296    0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    4.8559    0.7331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761    2.1073    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    3.6076    0.5169 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116   -1.8827    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235   -2.8890    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917   -2.7437    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422    0.0141   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    1.3219    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239    0.2221   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479   -1.8315   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9607   -3.1773   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6179   -3.2121    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -3.4804    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    5.3256    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  9 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha,5-Diacetamido-2,4,6-triiodo-m-toluic acid	ChEBI
Ametriiodic acid	ChEBI
Ametriiodinic acid	ChEBI
Iodamida	ChEBI
Iodamidum	ChEBI
Urombrine	ChEBI
Jodomiron	Kegg
a,5-Diacetamido-2,4,6-triiodo-m-toluate	Generator
a,5-Diacetamido-2,4,6-triiodo-m-toluic acid	Generator
alpha,5-Diacetamido-2,4,6-triiodo-m-toluate	Generator
Α,5-diacetamido-2,4,6-triiodo-m-toluate	Generator
Α,5-diacetamido-2,4,6-triiodo-m-toluic acid	Generator
Ametriiodate	Generator
Ametriiodinate	Generator
Iodomiron	MeSH
Iodamide sodium	MeSH
Odiston	MeSH
Uromiro	MeSH

Chemical Formula

C₁₂H₁₁I₃N₂O₄

Average Molecular Weight

627.9402

Monoisotopic Molecular Weight

627.78528711

IUPAC Name

3-[(1-hydroxyethylidene)amino]-5-{[(1-hydroxyethylidene)amino]methyl}-2,4,6-triiodobenzoic acid

Traditional Name

uromiro

CAS Registry Number

Not Available

SMILES

CC(O)=NCC1=C(I)C(C(O)=O)=C(I)C(N=C(C)O)=C1I

InChI Identifier

InChI=1S/C12H11I3N2O4/c1-4(18)16-3-6-8(13)7(12(20)21)10(15)11(9(6)14)17-5(2)19/h3H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)

InChI Key

VVDGWALACJEJKG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as halobenzoic acids. These are benzoic acids carrying a halogen atom on the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Halobenzoic acids

Alternative Parents

Substituents

Halobenzoic acid
4-halobenzoic acid
2-halobenzoic acid
4-halobenzoic acid or derivatives
2-halobenzoic acid or derivatives
Benzoic acid
Benzoyl
1-carboxy-2-haloaromatic compound
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Vinylogous halide
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic oxide
Organohalogen compound
Organoiodide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organoiodine compound (CHEBI:31703 )
benzoic acids (CHEBI:31703 )

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	2.47	ALOGPS
logP	3.71	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.06	ChemAxon
pKa (Strongest Basic)	2.17	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	102.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.46 m³·mol⁻¹	ChemAxon
Polarizability	40.98 Å³	ChemAxon
Number of Rings	1	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]+	194.371	30932474
DeepCCS	[M-H]-	191.684	30932474
DeepCCS	[M-2H]-	226.43	30932474
DeepCCS	[M+Na]+	202.164	30932474
AllCCS	[M+H]+	196.4	32859911
AllCCS	[M+H-H2O]+	195.0	32859911
AllCCS	[M+NH4]+	197.8	32859911
AllCCS	[M+Na]+	198.1	32859911
AllCCS	[M-H]-	197.5	32859911
AllCCS	[M+Na-2H]-	199.4	32859911
AllCCS	[M+HCOO]-	201.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
iodamide	CC(O)=NCC1=C(I)C(C(O)=O)=C(I)C(N=C(C)O)=C1I	4421.0	Standard polar	33892256
iodamide	CC(O)=NCC1=C(I)C(C(O)=O)=C(I)C(N=C(C)O)=C1I	3021.6	Standard non polar	33892256
iodamide	CC(O)=NCC1=C(I)C(C(O)=O)=C(I)C(N=C(C)O)=C1I	3588.5	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 - iodamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - iodamide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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 - iodamide 10V, Positive-QTOF	splash10-003r-0000093000-8663f1ec7725578685ed	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 20V, Positive-QTOF	splash10-00l6-0000090000-4d17923d5199ebd20847	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 40V, Positive-QTOF	splash10-002f-0000090000-f9010208fca33873bcf1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 10V, Negative-QTOF	splash10-003r-2000095000-8ee4b0af9fd0c5d79f70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 20V, Negative-QTOF	splash10-053r-3000292000-9f08e25c6e8b8aff4600	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 40V, Negative-QTOF	splash10-052f-9000140000-2279ed8718acb618e2ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 10V, Positive-QTOF	splash10-004i-0000009000-3a4f2e3e3d134936da7f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 20V, Positive-QTOF	splash10-0170-0000095000-34a39b8e8d4843e128a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 40V, Positive-QTOF	splash10-004i-0000090000-aa3d238170822f2070f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 10V, Negative-QTOF	splash10-004i-0000039000-0fd502a5355cb0f10789	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 20V, Negative-QTOF	splash10-03gi-0000093000-2674e7e12994f8a9f52c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - iodamide 40V, Negative-QTOF	splash10-03g3-1300290000-91af7ff41986791daaa1	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

DB08948

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

Iodamide

METLIN ID

Not Available

PubChem Compound

3723

PDB ID

Not Available

ChEBI ID

31703

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 iodamide (HMDB0253510)

MOL for HMDB0253510 (iodamide)

3D MOL for HMDB0253510 (iodamide)

3D SDF for HMDB0253510 (iodamide)

3D-SDF for HMDB0253510 (iodamide)

PDB for HMDB0253510 (iodamide)

3D PDB for HMDB0253510 (iodamide)

SMILES for HMDB0253510 (iodamide)

INCHI for HMDB0253510 (iodamide)

Structure for HMDB0253510 (iodamide)

3D Structure for HMDB0253510 (iodamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra