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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:15:05 UTC

Update Date

2021-09-26 23:06:50 UTC

HMDB ID

HMDB0253550

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iotalamic acid

Description

Iothalamic acid, also known as iotalamate, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on Iothalamic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iotalamic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Iotalamic 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

HMDB0253550
     RDKit          3D
Iotalamic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.6795   -1.3910   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451   -0.4477   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083   -0.7762   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0815   -1.9123   -0.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110   -0.0358   -0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -0.7704    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -2.8705   -0.0978 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2860   -0.1872    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918   -0.9427    0.5504 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3466   -1.2185   -0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5729   -2.0087   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341   -0.7823   -1.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2970    1.1729    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    2.1030    1.0051 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    1.9364    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999    3.3813    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2711    3.9696    0.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520    4.1307    0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677    1.3234    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    2.5720   -0.0945 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.1584   -1.8990    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -0.8098   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -2.1723   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0128    0.3863    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502   -1.3025    1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   -2.5566   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859   -2.6883    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3895   -1.3101    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964    5.1065    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 19  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 18 29  1  0
M  END


  Mrv1533004241521322D          

 20 20  0  0  0  0            999 V2000
    0.0000    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
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   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
    1.4289    0.8250    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
    0.7145   -0.4125    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
    0.0000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   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
    0.7145   -1.2375    0.0000 I   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  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
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  6 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253550

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I

> <INCHI_IDENTIFIER>
InChI=1S/C11H9I3N2O4/c1-3(17)16-9-7(13)4(10(18)15-2)6(12)5(8(9)14)11(19)20/h1-2H3,(H,15,18)(H,16,17)(H,19,20)

> <INCHI_KEY>
UXIGWFXRQKWHHA-UHFFFAOYSA-N

> <FORMULA>
C11H9I3N2O4

> <MOLECULAR_WEIGHT>
613.916

> <EXACT_MASS>
613.76964

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
38.58249968248854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-acetamido-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.729688886333333

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.936094101739716

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1324892378063254

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6797692681328966

> <JCHEM_POLAR_SURFACE_AREA>
95.5

> <JCHEM_REFRACTIVITY>
102.2398

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iothalamate meglumine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253550
     RDKit          3D
Iotalamic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.6795   -1.3910   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451   -0.4477   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083   -0.7762   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0815   -1.9123   -0.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110   -0.0358   -0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -0.7704    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -2.8705   -0.0978 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2860   -0.1872    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918   -0.9427    0.5504 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3466   -1.2185   -0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5729   -2.0087   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341   -0.7823   -1.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2970    1.1729    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    2.1030    1.0051 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    1.9364    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999    3.3813    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2711    3.9696    0.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520    4.1307    0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677    1.3234    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    2.5720   -0.0945 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.1584   -1.8990    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -0.8098   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -2.1723   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0128    0.3863    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502   -1.3025    1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   -2.5566   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859   -2.6883    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3895   -1.3101    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964    5.1065    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 19  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   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  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334   2.310   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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  I   UNK     0      -1.334   2.310   0.000  0.00  0.00           I+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   15  I   UNK     0       1.334  -2.310   0.000  0.00  0.00           I+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  I   UNK     0       4.001   2.310   0.000  0.00  0.00           I+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    8                                                            
CONECT   16    7   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20    6                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0253550
HETATM    1  C1  UNL     1       4.680  -1.391  -0.560  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.645  -0.448  -0.114  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.308  -0.776  -0.331  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.082  -1.912  -0.908  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.111  -0.036  -0.003  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.079  -0.770   0.132  1.00  0.00           C  
HETATM    7  I1  UNL     1      -0.068  -2.870  -0.098  1.00  0.00           I  
HETATM    8  C5  UNL     1      -1.286  -0.187   0.415  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.492  -0.943   0.550  1.00  0.00           N  
HETATM   10  C6  UNL     1      -3.347  -1.219  -0.541  1.00  0.00           C  
HETATM   11  C7  UNL     1      -4.573  -2.009  -0.303  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.034  -0.782  -1.675  1.00  0.00           O  
HETATM   13  C8  UNL     1      -1.297   1.173   0.566  1.00  0.00           C  
HETATM   14  I2  UNL     1      -3.150   2.103   1.005  1.00  0.00           I  
HETATM   15  C9  UNL     1      -0.153   1.936   0.441  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.200   3.381   0.608  1.00  0.00           C  
HETATM   17  O3  UNL     1      -1.271   3.970   0.868  1.00  0.00           O  
HETATM   18  O4  UNL     1       0.952   4.131   0.481  1.00  0.00           O  
HETATM   19  C11 UNL     1       1.068   1.323   0.152  1.00  0.00           C  
HETATM   20  I3  UNL     1       2.764   2.572  -0.094  1.00  0.00           I  
HETATM   21  H1  UNL     1       5.158  -1.899   0.286  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.453  -0.810  -1.085  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.248  -2.172  -1.223  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.013   0.386   0.353  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.750  -1.303   1.484  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.903  -2.557  -1.211  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.386  -2.688   0.554  1.00  0.00           H  
HETATM   28  H8  UNL     1      -5.389  -1.310   0.031  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.896   5.106   0.219  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24
CONECT    3    4    4    5
CONECT    5    6    6   19
CONECT    6    7    8
CONECT    8    9   13   13
CONECT    9   10   25
CONECT   10   11   12   12
CONECT   11   26   27   28
CONECT   13   14   15
CONECT   15   16   19   19
CONECT   16   17   17   18
CONECT   18   29
CONECT   19   20
END

HMDB0253550
     RDKit          3D
Iotalamic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.6795   -1.3910   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451   -0.4477   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083   -0.7762   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0815   -1.9123   -0.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110   -0.0358   -0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -0.7704    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -2.8705   -0.0978 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2860   -0.1872    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918   -0.9427    0.5504 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3466   -1.2185   -0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5729   -2.0087   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341   -0.7823   -1.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2970    1.1729    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    2.1030    1.0051 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    1.9364    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999    3.3813    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2711    3.9696    0.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520    4.1307    0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677    1.3234    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    2.5720   -0.0945 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.1584   -1.8990    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -0.8098   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -2.1723   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0128    0.3863    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502   -1.3025    1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   -2.5566   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859   -2.6883    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3895   -1.3101    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964    5.1065    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 19  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Iotalamic acid	Kegg
Iotalamate	Generator
Iothalamate	Generator
3-[(1-Hydroxyethylidene)amino]-2,4,6-triiodo-5-(methyl-C-hydroxycarbonimidoyl)benzoate	Generator
Acid, iotalamic	MeSH
Acid, iothalamic	MeSH
Acid, methalamic	MeSH
Angio conray	MeSH
Angio-conray	MeSH
AngioConray	MeSH
Conray 420	MeSH
Iodothalamate	MeSH
Iothalamate, sodium	MeSH
Iothalamic acid	MeSH
Iothalamic acid, calcium (2:1) salt	MeSH
Iothalamic acid, monosilver (1+) salt	MeSH
Iothalamic acid, monosodium salt	MeSH
Iothalamic acid, monosodium salt, dimer	MeSH
Lopamidol	MeSH
Methalamic acid	MeSH
Sodium iothalamate	MeSH

Chemical Formula

C₁₁H₉I₃N₂O₄

Average Molecular Weight

613.916

Monoisotopic Molecular Weight

613.76964

IUPAC Name

3-acetamido-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid

Traditional Name

iothalamate meglumine

CAS Registry Number

Not Available

SMILES

CNC(=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I

InChI Identifier

InChI=1S/C11H9I3N2O4/c1-3(17)16-9-7(13)4(10(18)15-2)6(12)5(8(9)14)11(19)20/h1-2H3,(H,15,18)(H,16,17)(H,19,20)

InChI Key

UXIGWFXRQKWHHA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
O-haloacetanilide
P-haloacetanilide
Haloacetanilide
Acetanilide
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
2-halobenzoic acid
4-halobenzoic acid
Halobenzoic acid
N-acetylarylamine
Benzamide
Benzoic acid
Anilide
1-carboxy-2-haloaromatic compound
Benzoyl
N-arylamide
Halobenzene
Iodobenzene
Aryl iodide
Aryl halide
Vinylogous halide
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organoiodide
Organohalogen compound
Organic oxygen 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	2.27	ALOGPS
logP	2.73	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.13	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.24 m³·mol⁻¹	ChemAxon
Polarizability	38.58 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]+	192.854	30932474
DeepCCS	[M-H]-	190.141	30932474
DeepCCS	[M-2H]-	224.913	30932474
DeepCCS	[M+Na]+	200.658	30932474
AllCCS	[M+H]+	194.3	32859911
AllCCS	[M+H-H2O]+	192.8	32859911
AllCCS	[M+NH4]+	195.8	32859911
AllCCS	[M+Na]+	196.2	32859911
AllCCS	[M-H]-	194.9	32859911
AllCCS	[M+Na-2H]-	196.7	32859911
AllCCS	[M+HCOO]-	198.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iotalamic acid	CNC(=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I	4382.8	Standard polar	33892256
Iotalamic acid	CNC(=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I	3155.7	Standard non polar	33892256
Iotalamic acid	CNC(=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I	3600.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iotalamic acid,2TMS,isomer #1	CC(=O)NC1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I	3079.2	Semi standard non polar	33892256
Iotalamic acid,2TMS,isomer #1	CC(=O)NC1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I	2889.0	Standard non polar	33892256
Iotalamic acid,2TMS,isomer #1	CC(=O)NC1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I	3234.2	Standard polar	33892256
Iotalamic acid,2TMS,isomer #2	CNC(=O)C1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(N(C(C)=O)[Si](C)(C)C)=C1I	2923.3	Semi standard non polar	33892256
Iotalamic acid,2TMS,isomer #2	CNC(=O)C1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(N(C(C)=O)[Si](C)(C)C)=C1I	2901.1	Standard non polar	33892256
Iotalamic acid,2TMS,isomer #2	CNC(=O)C1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(N(C(C)=O)[Si](C)(C)C)=C1I	2771.7	Standard polar	33892256
Iotalamic acid,2TMS,isomer #3	CC(=O)N(C1=C(I)C(C(=O)O)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I)[Si](C)(C)C	2837.4	Semi standard non polar	33892256
Iotalamic acid,2TMS,isomer #3	CC(=O)N(C1=C(I)C(C(=O)O)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I)[Si](C)(C)C	2966.2	Standard non polar	33892256
Iotalamic acid,2TMS,isomer #3	CC(=O)N(C1=C(I)C(C(=O)O)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I)[Si](C)(C)C	2778.1	Standard polar	33892256
Iotalamic acid,3TMS,isomer #1	CC(=O)N(C1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I)[Si](C)(C)C	2962.5	Semi standard non polar	33892256
Iotalamic acid,3TMS,isomer #1	CC(=O)N(C1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I)[Si](C)(C)C	2989.4	Standard non polar	33892256
Iotalamic acid,3TMS,isomer #1	CC(=O)N(C1=C(I)C(C(=O)O[Si](C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C)=C1I)[Si](C)(C)C	2602.7	Standard polar	33892256
Iotalamic acid,2TBDMS,isomer #1	CC(=O)NC1=C(I)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C(C)(C)C)=C1I	3550.2	Semi standard non polar	33892256
Iotalamic acid,2TBDMS,isomer #1	CC(=O)NC1=C(I)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C(C)(C)C)=C1I	3314.6	Standard non polar	33892256
Iotalamic acid,2TBDMS,isomer #1	CC(=O)NC1=C(I)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(I)C(C(=O)N(C)[Si](C)(C)C(C)(C)C)=C1I	3328.3	Standard polar	33892256
Iotalamic acid,2TBDMS,isomer #2	CNC(=O)C1=C(I)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(I)C(N(C(C)=O)[Si](C)(C)C(C)(C)C)=C1I	3365.6	Semi standard non polar	33892256
Iotalamic acid,2TBDMS,isomer #2	CNC(=O)C1=C(I)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(I)C(N(C(C)=O)[Si](C)(C)C(C)(C)C)=C1I	3330.4	Standard non polar	33892256
Iotalamic acid,2TBDMS,isomer #2	CNC(=O)C1=C(I)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(I)C(N(C(C)=O)[Si](C)(C)C(C)(C)C)=C1I	2985.9	Standard polar	33892256
Iotalamic acid,2TBDMS,isomer #3	CC(=O)N(C1=C(I)C(C(=O)O)=C(I)C(C(=O)N(C)[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C	3305.4	Semi standard non polar	33892256
Iotalamic acid,2TBDMS,isomer #3	CC(=O)N(C1=C(I)C(C(=O)O)=C(I)C(C(=O)N(C)[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C	3355.3	Standard non polar	33892256
Iotalamic acid,2TBDMS,isomer #3	CC(=O)N(C1=C(I)C(C(=O)O)=C(I)C(C(=O)N(C)[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C	2998.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1000090000-a9f47cb06a5660b19fdb	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iotalamic acid GC-MS (TBDMS_1_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 - Iotalamic acid 10V, Positive-QTOF	splash10-03k9-0000094000-83b348f033940c95c830	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 20V, Positive-QTOF	splash10-00di-0000091000-0767dcb66b21620af1f8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 40V, Positive-QTOF	splash10-03ml-1000090000-3df7d81426a3b56ca880	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 10V, Negative-QTOF	splash10-03xr-2000094000-759d5f5f3bb3828aab8e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 20V, Negative-QTOF	splash10-0c03-6000292000-d07682e379d450c0eba4	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 40V, Negative-QTOF	splash10-052f-9000130000-c20eea3b9f76e958f770	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 10V, Positive-QTOF	splash10-03di-0000009000-f6a4c209aa6460ae084b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 20V, Positive-QTOF	splash10-03di-0000049000-b169e9cf3e52bab81011	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 40V, Positive-QTOF	splash10-05mo-0010390000-10e31bd37f69a4dd2a0c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 10V, Negative-QTOF	splash10-03di-0000009000-b45716802d532f256668	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 20V, Negative-QTOF	splash10-03di-0100079000-ba64a415ebc1b0838140	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iotalamic acid 40V, Negative-QTOF	splash10-03di-0100090000-cd99e243243fa1526f57	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

DB09133

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3606

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Iotalamic acid

METLIN ID

Not Available

PubChem Compound

Not Available

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 Iotalamic acid (HMDB0253550)

MOL for HMDB0253550 (Iotalamic acid)

3D MOL for HMDB0253550 (Iotalamic acid)

3D SDF for HMDB0253550 (Iotalamic acid)

3D-SDF for HMDB0253550 (Iotalamic acid)

PDB for HMDB0253550 (Iotalamic acid)

3D PDB for HMDB0253550 (Iotalamic acid)

SMILES for HMDB0253550 (Iotalamic acid)

INCHI for HMDB0253550 (Iotalamic acid)

Structure for HMDB0253550 (Iotalamic acid)

3D Structure for HMDB0253550 (Iotalamic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra