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 11:45:07 UTC

Update Date

2021-09-26 23:06:29 UTC

HMDB ID

HMDB0253338

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iolopride

Description

Iolopride, also known as 123i-ibzm, belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid. Based on a literature review a small amount of articles have been published on Iolopride. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iolopride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Iolopride 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

HMDB0253338
     RDKit          3D
Iolopride
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.0512   -1.9323   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -1.6714   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -0.3606   -0.4305 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781    0.6819   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    1.4412   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.7802    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.0010    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9735    1.0085    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130    0.4331    0.6481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685    1.2158    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    2.4084    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8122    0.8475    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0953   -0.4225   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199   -1.3888   -0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -2.6563   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4001   -0.7724   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4366    0.1111   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.3587    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7516    2.7358    0.1775 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618    1.7358    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    3.0049    0.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4387   -2.8414   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258   -1.1038   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0634   -2.1737    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9345   -2.4185   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -1.7431   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1144    1.3558   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016    0.1963   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    2.5068   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699    1.4308   -0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031    0.1402    1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430    1.5675    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -0.8397    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1246    1.8872    0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    1.3962    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559   -0.5341    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070   -3.1921   -0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9387   -2.6009   -1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -3.2749   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034   -1.7787   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546   -0.1458   -0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    3.6059    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
  7  3  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 21 42  1  0
M  END


  Mrv1652309112113452D          

 21 22  0  0  0  0            999 V2000
    3.4656   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -2.5366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276   -1.9596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430   -1.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2701   -2.2567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714   -0.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6132   -0.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7847    0.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716    0.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130    0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845   -0.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -0.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2261    1.0133    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263   -1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109   -0.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253338

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1CCCC1CNC(=O)C1=C(OC)C=CC(I)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H21IN2O3/c1-3-18-8-4-5-10(18)9-17-15(20)13-12(21-2)7-6-11(16)14(13)19/h6-7,10,19H,3-5,8-9H2,1-2H3,(H,17,20)

> <INCHI_KEY>
CANPFCFJURGKAX-UHFFFAOYSA-N

> <FORMULA>
C15H21IN2O3

> <MOLECULAR_WEIGHT>
404.248

> <EXACT_MASS>
404.05969

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.09945231257238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-3-iodo-6-methoxybenzamide

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
1.8493880469434494

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.74039265968899

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.049090391077505

> <JCHEM_PKA_STRONGEST_BASIC>
8.555632777853834

> <JCHEM_POLAR_SURFACE_AREA>
61.80000000000001

> <JCHEM_REFRACTIVITY>
91.8186

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-3-iodo-6-methoxybenzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253338
     RDKit          3D
Iolopride
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.0512   -1.9323   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -1.6714   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -0.3606   -0.4305 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781    0.6819   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    1.4412   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.7802    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.0010    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9735    1.0085    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130    0.4331    0.6481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685    1.2158    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    2.4084    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8122    0.8475    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0953   -0.4225   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199   -1.3888   -0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -2.6563   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4001   -0.7724   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4366    0.1111   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.3587    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7516    2.7358    0.1775 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618    1.7358    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    3.0049    0.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4387   -2.8414   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258   -1.1038   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0634   -2.1737    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9345   -2.4185   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -1.7431   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1144    1.3558   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016    0.1963   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    2.5068   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699    1.4308   -0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031    0.1402    1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430    1.5675    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -0.8397    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1246    1.8872    0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    1.3962    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559   -0.5341    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070   -3.1921   -0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9387   -2.6009   -1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -3.2749   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034   -1.7787   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546   -0.1458   -0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    3.6059    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
  7  3  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 21 42  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       6.469  -2.425   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.136  -3.195   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.136  -4.735   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.381  -5.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.906  -7.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.366  -7.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.890  -5.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.425  -5.164   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.105  -3.658   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.640  -3.182   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.504  -4.213   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.320  -1.676   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.145  -1.200   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.465   0.307   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.320   1.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.144   0.861   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.464  -0.645   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.929  -1.121   0.000  0.00  0.00           O+0
HETATM   19  I   UNK     0       2.289   1.892   0.000  0.00  0.00           I+0
HETATM   20  O   UNK     0      -2.289  -2.230   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.754  -1.754   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    3    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19   16                                                            
CONECT   20   13   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0253338
HETATM    1  C1  UNL     1       4.051  -1.932  -0.109  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.681  -1.671  -0.681  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.171  -0.361  -0.430  1.00  0.00           N  
HETATM    4  C3  UNL     1       2.878   0.682  -1.118  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.697   1.441  -0.112  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.388   0.780   1.237  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.092   0.001   0.966  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.973   1.009   1.095  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.313   0.433   0.648  1.00  0.00           N  
HETATM   10  C8  UNL     1      -1.468   1.216   0.692  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.293   2.408   1.136  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.812   0.847   0.304  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.095  -0.422  -0.188  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.120  -1.389  -0.328  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.453  -2.656  -0.829  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.400  -0.772  -0.564  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.437   0.111  -0.465  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.166   1.359   0.017  1.00  0.00           C  
HETATM   19  I1  UNL     1      -6.752   2.736   0.178  1.00  0.00           I  
HETATM   20  C15 UNL     1      -3.862   1.736   0.403  1.00  0.00           C  
HETATM   21  O3  UNL     1      -3.734   3.005   0.864  1.00  0.00           O  
HETATM   22  H1  UNL     1       4.439  -2.841  -0.658  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.726  -1.104  -0.414  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.063  -2.174   0.951  1.00  0.00           H  
HETATM   25  H4  UNL     1       1.934  -2.419  -0.403  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.808  -1.743  -1.801  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.114   1.356  -1.581  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.502   0.196  -1.903  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.330   2.507  -0.065  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.770   1.431  -0.300  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.203   0.140   1.567  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.243   1.567   2.004  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.958  -0.840   1.652  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.125   1.887   0.439  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.848   1.396   2.126  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.256  -0.534   0.327  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.207  -3.192  -0.196  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.939  -2.601  -1.845  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.545  -3.275  -0.981  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.603  -1.779  -0.950  1.00  0.00           H  
HETATM   41  H20 UNL     1      -6.455  -0.146  -0.752  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.085   3.606   1.199  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    7
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33
CONECT    8    9   34   35
CONECT    9   10   36
CONECT   10   11   11   12
CONECT   12   13   13   20
CONECT   13   14   16
CONECT   14   15
CONECT   15   37   38   39
CONECT   16   17   17   40
CONECT   17   18   41
CONECT   18   19   20   20
CONECT   20   21
CONECT   21   42
END

HMDB0253338
     RDKit          3D
Iolopride
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.0512   -1.9323   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -1.6714   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -0.3606   -0.4305 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781    0.6819   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    1.4412   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.7802    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.0010    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9735    1.0085    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130    0.4331    0.6481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685    1.2158    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    2.4084    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8122    0.8475    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0953   -0.4225   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199   -1.3888   -0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -2.6563   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4001   -0.7724   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4366    0.1111   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.3587    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7516    2.7358    0.1775 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618    1.7358    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    3.0049    0.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4387   -2.8414   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258   -1.1038   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0634   -2.1737    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9345   -2.4185   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -1.7431   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1144    1.3558   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016    0.1963   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    2.5068   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699    1.4308   -0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031    0.1402    1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430    1.5675    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -0.8397    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1246    1.8872    0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    1.3962    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559   -0.5341    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070   -3.1921   -0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9387   -2.6009   -1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -3.2749   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034   -1.7787   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546   -0.1458   -0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    3.6059    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
  7  3  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
123I-ibzm	MeSH
3-Iodo-2-hydroxy-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide	MeSH
3-Iodo-2-hydroxy-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide, (R)-isomer	MeSH
3-Iodo-2-hydroxy-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide, (R)-isomer, 125I labeled	MeSH
3-Iodo-2-hydroxy-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide, (S)-isomer, 125I labeled	MeSH
3-Iodo-N-(1-ethyl-2-pyrrolidinyl)methyl-2-hydroxy-6-methoxybenzamide	MeSH
N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-hydroxy-3-iodo-6-methoxybenzamide	MeSH

Chemical Formula

C₁₅H₂₁IN₂O₃

Average Molecular Weight

404.248

Monoisotopic Molecular Weight

404.05969

IUPAC Name

N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-3-iodo-6-methoxybenzamide

Traditional Name

N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-3-iodo-6-methoxybenzamide

CAS Registry Number

Not Available

SMILES

CCN1CCCC1CNC(=O)C1=C(OC)C=CC(I)=C1O

InChI Identifier

InChI=1S/C15H21IN2O3/c1-3-18-8-4-5-10(18)9-17-15(20)13-12(21-2)7-6-11(16)14(13)19/h6-7,10,19H,3-5,8-9H2,1-2H3,(H,17,20)

InChI Key

CANPFCFJURGKAX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylamides

Alternative Parents

Substituents

Salicylamide
Methoxyphenol
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzamide
Phenol ether
Phenoxy compound
Anisole
2-iodophenol
Benzoyl
Methoxybenzene
2-halophenol
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
N-alkylpyrrolidine
Vinylogous acid
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Tertiary aliphatic amine
Secondary carboxylic acid amide
Tertiary amine
Azacycle
Carboxylic acid derivative
Ether
Organoheterocyclic compound
Organooxygen compound
Organoiodide
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.95	ALOGPS
logP	1.85	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.05	ChemAxon
pKa (Strongest Basic)	8.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.8 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.82 m³·mol⁻¹	ChemAxon
Polarizability	36.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	179.645	30932474
DeepCCS	[M-H]-	177.287	30932474
DeepCCS	[M-2H]-	210.172	30932474
DeepCCS	[M+Na]+	185.738	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	182.4	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.4	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	179.7	32859911
AllCCS	[M+HCOO]-	180.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iolopride	CCN1CCCC1CNC(=O)C1=C(OC)C=CC(I)=C1O	3443.5	Standard polar	33892256
Iolopride	CCN1CCCC1CNC(=O)C1=C(OC)C=CC(I)=C1O	2815.5	Standard non polar	33892256
Iolopride	CCN1CCCC1CNC(=O)C1=C(OC)C=CC(I)=C1O	2703.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iolopride,2TMS,isomer #1	CCN1CCCC1CN(C(=O)C1=C(OC)C=CC(I)=C1O[Si](C)(C)C)[Si](C)(C)C	2777.9	Semi standard non polar	33892256
Iolopride,2TMS,isomer #1	CCN1CCCC1CN(C(=O)C1=C(OC)C=CC(I)=C1O[Si](C)(C)C)[Si](C)(C)C	2697.6	Standard non polar	33892256
Iolopride,2TMS,isomer #1	CCN1CCCC1CN(C(=O)C1=C(OC)C=CC(I)=C1O[Si](C)(C)C)[Si](C)(C)C	3008.1	Standard polar	33892256
Iolopride,2TBDMS,isomer #1	CCN1CCCC1CN(C(=O)C1=C(OC)C=CC(I)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3219.7	Semi standard non polar	33892256
Iolopride,2TBDMS,isomer #1	CCN1CCCC1CN(C(=O)C1=C(OC)C=CC(I)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3132.7	Standard non polar	33892256
Iolopride,2TBDMS,isomer #1	CCN1CCCC1CN(C(=O)C1=C(OC)C=CC(I)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3208.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iolopride GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-9021000000-3b3a2328a4238104623b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iolopride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iolopride GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iolopride GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iolopride GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iolopride GC-MS (TBDMS_1_2) - 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 - Iolopride 10V, Negative-QTOF	splash10-0udi-0000900000-84de9e0e9765f08dc5d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iolopride 20V, Negative-QTOF	splash10-0udl-2391500000-5deebc3ca3c667bcd0a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iolopride 40V, Negative-QTOF	splash10-004l-6960000000-41a866a4297682dfe65e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iolopride 10V, Positive-QTOF	splash10-0a4i-0020900000-70990645ae253da7e141	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iolopride 20V, Positive-QTOF	splash10-0a4i-1630900000-9d361082e98f4e1700c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iolopride 40V, Positive-QTOF	splash10-01ta-5590000000-5e3600c4e2cf4f23ac7a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4939

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Iodobenzamide

METLIN ID

Not Available

PubChem Compound

5120

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 Iolopride (HMDB0253338)

MOL for HMDB0253338 (Iolopride)

3D MOL for HMDB0253338 (Iolopride)

3D SDF for HMDB0253338 (Iolopride)

3D-SDF for HMDB0253338 (Iolopride)

PDB for HMDB0253338 (Iolopride)

3D PDB for HMDB0253338 (Iolopride)

SMILES for HMDB0253338 (Iolopride)

INCHI for HMDB0253338 (Iolopride)

Structure for HMDB0253338 (Iolopride)

3D Structure for HMDB0253338 (Iolopride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra