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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:13:41 UTC

Update Date

2021-09-26 23:07:51 UTC

HMDB ID

HMDB0254082

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lidofenin

Description

Lidofenin, also known as gadolinium-hida or hepato-scan, belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. Lidofenin is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Lidofenin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lidofenin 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

HMDB0254082
     RDKit          3D
Lidofenin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -0.9585   -0.1015   -2.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444   -0.0388   -1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3526    0.3154   -1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4945    0.4119   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    0.1523    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847   -0.1917    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381   -0.4714    2.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484   -0.3066    0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.6282    0.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.9284    1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -1.0645    2.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692   -1.2041    0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.0582   -0.2847 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.9640    0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    2.3335    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    2.6486   -0.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    3.2599    0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -0.1285   -1.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.7462   -1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -1.1371   -0.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8071   -0.9170   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -0.0380   -3.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -1.0842   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    0.7703   -1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    0.5249   -2.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    0.6850   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3418    0.2147    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1160   -1.1259    2.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -1.0126    2.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    0.4907    2.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0306   -1.8049    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -1.8733   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -1.6666    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286    0.6220    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693    1.0725    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713    3.5572    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.7216   -2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    0.8452   -1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4083   -1.7349   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  2  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
M  END


  Mrv1572004221605182D          

 21 21  0  0  0  0            999 V2000
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8092    1.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  9  1  1  0  0  0  0
  9  4  1  0  0  0  0
 10  2  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 14  1  4  0  0  0
 16  6  1  0  0  0  0
 16  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  2  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254082

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC(C)=C1N=C(O)CN(CC(O)=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O5/c1-9-4-3-5-10(2)14(9)15-11(17)6-16(7-12(18)19)8-13(20)21/h3-5H,6-8H2,1-2H3,(H,15,17)(H,18,19)(H,20,21)

> <INCHI_KEY>
DJQJFMSHHYAZJD-UHFFFAOYSA-N

> <FORMULA>
C14H18N2O5

> <MOLECULAR_WEIGHT>
294.307

> <EXACT_MASS>
294.121571688

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.543174818643596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(carboxymethyl)({[(2,6-dimethylphenyl)-C-hydroxycarbonimidoyl]methyl})amino]acetic acid

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
1.4178678481840687

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.298041019703283

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4342290308711245

> <JCHEM_PKA_STRONGEST_BASIC>
2.2166313404249505

> <JCHEM_POLAR_SURFACE_AREA>
110.42999999999999

> <JCHEM_REFRACTIVITY>
77.35669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Hida

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254082
     RDKit          3D
Lidofenin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -0.9585   -0.1015   -2.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444   -0.0388   -1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3526    0.3154   -1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4945    0.4119   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    0.1523    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847   -0.1917    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381   -0.4714    2.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484   -0.3066    0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.6282    0.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.9284    1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -1.0645    2.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692   -1.2041    0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.0582   -0.2847 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.9640    0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    2.3335    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    2.6486   -0.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    3.2599    0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -0.1285   -1.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.7462   -1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -1.1371   -0.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8071   -0.9170   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -0.0380   -3.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -1.0842   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    0.7703   -1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    0.5249   -2.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    0.6850   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3418    0.2147    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1160   -1.1259    2.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -1.0126    2.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    0.4907    2.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0306   -1.8049    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -1.8733   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -1.6666    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286    0.6220    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693    1.0725    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713    3.5572    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.7216   -2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    0.8452   -1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4083   -1.7349   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  2  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      13.337  -4.620   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      12.003  -0.770   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      14.670  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.710   2.947   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    9                                                       
CONECT    5    3   10                                                       
CONECT    6   11   16                                                       
CONECT    7   12   16                                                       
CONECT    8   13   16                                                       
CONECT    9    1    4   14                                                  
CONECT   10    2    5   14                                                  
CONECT   11    6   15   17                                                  
CONECT   12    7   18   19                                                  
CONECT   13    8   20   21                                                  
CONECT   14    9   10   15                                                  
CONECT   15   11   14                                                       
CONECT   16    6    7    8                                                  
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   13                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0254082
HETATM    1  C1  UNL     1      -0.959  -0.101  -2.048  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.144  -0.039  -1.148  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.353   0.315  -1.759  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.494   0.412  -1.048  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.449   0.152   0.299  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.285  -0.192   0.897  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.238  -0.471   2.349  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.048  -0.307   0.190  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.929  -0.628   0.842  1.00  0.00           N  
HETATM   10  C9  UNL     1       0.162  -0.928   1.168  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.466  -1.064   2.552  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.369  -1.204   0.287  1.00  0.00           C  
HETATM   13  N2  UNL     1       1.800   0.058  -0.285  1.00  0.00           N  
HETATM   14  C11 UNL     1       2.360   0.964   0.655  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.489   2.333   0.090  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.941   2.649  -0.974  1.00  0.00           O  
HETATM   17  O3  UNL     1       3.247   3.260   0.778  1.00  0.00           O  
HETATM   18  C13 UNL     1       2.611  -0.129  -1.445  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.919  -0.746  -1.158  1.00  0.00           C  
HETATM   20  O4  UNL     1       4.314  -1.137  -0.036  1.00  0.00           O  
HETATM   21  O5  UNL     1       4.807  -0.917  -2.230  1.00  0.00           O  
HETATM   22  H1  UNL     1      -1.296  -0.038  -3.123  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.509  -1.084  -1.946  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.310   0.770  -1.872  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.394   0.525  -2.825  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.450   0.685  -1.475  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.342   0.215   0.916  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.116  -1.126   2.596  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.361  -1.013   2.691  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.430   0.491   2.871  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.031  -1.805   3.101  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.056  -1.873  -0.519  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.147  -1.667   0.915  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.329   0.622   1.093  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.669   1.072   1.542  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.071   3.557   1.740  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.089  -0.722  -2.237  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.822   0.845  -1.919  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.408  -1.735  -2.297  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    8
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6   27
CONECT    6    7    8    8
CONECT    7   28   29   30
CONECT    8    9
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   31
CONECT   12   13   32   33
CONECT   13   14   18
CONECT   14   15   34   35
CONECT   15   16   16   17
CONECT   17   36
CONECT   18   19   37   38
CONECT   19   20   20   21
CONECT   21   39
END

HMDB0254082
     RDKit          3D
Lidofenin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -0.9585   -0.1015   -2.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444   -0.0388   -1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3526    0.3154   -1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4945    0.4119   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    0.1523    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847   -0.1917    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381   -0.4714    2.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484   -0.3066    0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.6282    0.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.9284    1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -1.0645    2.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692   -1.2041    0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.0582   -0.2847 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.9640    0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    2.3335    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    2.6486   -0.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    3.2599    0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -0.1285   -1.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.7462   -1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -1.1371   -0.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8071   -0.9170   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -0.0380   -3.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -1.0842   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    0.7703   -1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    0.5249   -2.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    0.6850   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3418    0.2147    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1160   -1.1259    2.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -1.0126    2.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    0.4907    2.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0306   -1.8049    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -1.8733   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -1.6666    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286    0.6220    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693    1.0725    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713    3.5572    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.7216   -2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    0.8452   -1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4083   -1.7349   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  2  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hepato-scan	Kegg
Gadolinium-hida	MeSH
GD-HIDA	MeSH
N-(Carboxymethyl)-N-(2-((2,6-dimethylphenyl)amino)-2-oxoethyl)glycine	MeSH
Hepato-iminodiacetic acid	MeSH
HIDA	MeSH

Chemical Formula

C₁₄H₁₈N₂O₅

Average Molecular Weight

294.307

Monoisotopic Molecular Weight

294.121571688

IUPAC Name

2-[(carboxymethyl)({[(2,6-dimethylphenyl)-C-hydroxycarbonimidoyl]methyl})amino]acetic acid

Traditional Name

Hida

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(C)=C1N=C(O)CN(CC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C14H18N2O5/c1-9-4-3-5-10(2)14(9)15-11(17)6-16(7-12(18)19)8-13(20)21/h3-5H,6-8H2,1-2H3,(H,15,17)(H,18,19)(H,20,21)

InChI Key

DJQJFMSHHYAZJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
Alpha-amino acid
Anilide
M-xylene
Xylene
N-arylamide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Amino acid
Carboxylic acid
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
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	0.28	ALOGPS
logP	1.42	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	2.22	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	77.36 m³·mol⁻¹	ChemAxon
Polarizability	29.54 Å³	ChemAxon
Number of Rings	1	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]+	167.433	30932474
DeepCCS	[M-H]-	165.075	30932474
DeepCCS	[M-2H]-	197.961	30932474
DeepCCS	[M+Na]+	173.526	30932474
AllCCS	[M+H]+	166.9	32859911
AllCCS	[M+H-H2O]+	163.7	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	168.0	32859911
AllCCS	[M+Na-2H]-	168.2	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lidofenin	CC1=CC=CC(C)=C1N=C(O)CN(CC(O)=O)CC(O)=O	3551.5	Standard polar	33892256
Lidofenin	CC1=CC=CC(C)=C1N=C(O)CN(CC(O)=O)CC(O)=O	2320.3	Standard non polar	33892256
Lidofenin	CC1=CC=CC(C)=C1N=C(O)CN(CC(O)=O)CC(O)=O	2544.6	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 - Lidofenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-2910000000-1f4783efcb8b036fe374	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lidofenin GC-MS (TBDMS_3_1) - 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 - Lidofenin 10V, Positive-QTOF	splash10-0002-0390000000-e41129ab046ee4edf637	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 20V, Positive-QTOF	splash10-00dj-1930000000-a31db565dc5f76739089	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 40V, Positive-QTOF	splash10-0079-9810000000-43d79e9c201832adff11	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 10V, Negative-QTOF	splash10-0006-0190000000-313cfc3e70caef384497	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 20V, Negative-QTOF	splash10-00dm-0980000000-32519d136238f926e485	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 40V, Negative-QTOF	splash10-0g4i-2900000000-0c84805ad28b2e1aa7e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 10V, Positive-QTOF	splash10-0002-0690000000-43ad4645d7e59d7e04f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 20V, Positive-QTOF	splash10-0230-0900000000-3bdfbeea1019441efd13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 40V, Positive-QTOF	splash10-0fdx-5900000000-3097a2111f8be89af846	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 10V, Negative-QTOF	splash10-006x-0980000000-326999830e3cc510156d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 20V, Negative-QTOF	splash10-00si-0900000000-dbca92b8c40e0e3608c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lidofenin 40V, Negative-QTOF	splash10-000f-9400000000-d06edfee96861bb77ba1	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42963

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 Lidofenin (HMDB0254082)

MOL for HMDB0254082 (Lidofenin)

3D MOL for HMDB0254082 (Lidofenin)

3D SDF for HMDB0254082 (Lidofenin)

3D-SDF for HMDB0254082 (Lidofenin)

PDB for HMDB0254082 (Lidofenin)

3D PDB for HMDB0254082 (Lidofenin)

SMILES for HMDB0254082 (Lidofenin)

INCHI for HMDB0254082 (Lidofenin)

Structure for HMDB0254082 (Lidofenin)

3D Structure for HMDB0254082 (Lidofenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra