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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:53:20 UTC

Update Date

2021-09-26 23:16:51 UTC

HMDB ID

HMDB0259350

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tyropanoic acid

Description

Tyropanoic acid, also known as tyropanoate, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Tyropanoic acid is a drug which is used for use in cholecystography (x-ray diagnosis/imaging of gallstones). Based on a literature review very few articles have been published on Tyropanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tyropanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tyropanoic 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

HMDB0259350
     RDKit          3D
Tyropanoic acid
 40 40  0  0  0  0  0  0  0  0999 V2000
   -6.5715   -1.3884   -0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -0.6565    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532   -1.4757    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280   -0.8619    0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0315    0.2085    1.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900   -1.4649    0.4449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.9116    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -1.2463    2.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0841   -2.5808    3.4255 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999   -0.6752    2.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125    0.2058    1.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134    1.0018    2.6094 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    0.5340    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145    1.4709   -0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398    0.8695   -0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    1.8341   -1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689    3.0608   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929   -0.3212   -1.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -0.4105   -2.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246   -1.3999   -0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2566   -0.0379    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    0.4691   -1.7382 I   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5074   -1.2481    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3433   -2.4620   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7731   -0.9861   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350    0.3488   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4951   -0.5974    1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3238   -2.4897    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0978   -1.6501   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6135   -2.3610   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9221    3.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567    1.7990   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4267    2.4086    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1609    0.4967   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743    2.1995   -2.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.3623   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390    3.8956   -1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808    3.4312   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701    2.8440    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -2.2930   -1.4257 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 13 21  2  0
 21 22  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  6 30  1  0
 10 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 20 40  1  0
M  END


  Mrv1572011271512052D          

 22 22  0  0  0  0            999 V2000
   -1.0661   -0.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618   -0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3521   -0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    0.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    0.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7897   -0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3280    1.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0661   -0.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -0.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4893    0.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    0.0169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752    0.7308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3618   -1.2471    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    1.2278    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903    1.1939    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.5086   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4893    0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178    1.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415   -0.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  7  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  2  0  0  0  0
  8  2  1  0  0  0  0
  9 11  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
  5  2  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259350

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I

> <INCHI_IDENTIFIER>
InChI=1S/C15H18I3NO3/c1-3-5-12(20)19-14-11(17)7-10(16)9(13(14)18)6-8(4-2)15(21)22/h7-8H,3-6H2,1-2H3,(H,19,20)(H,21,22)

> <INCHI_KEY>
YMOXVLQZFAUUKI-UHFFFAOYSA-N

> <FORMULA>
C15H18I3NO3

> <MOLECULAR_WEIGHT>
641.026

> <EXACT_MASS>
640.84208

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
44.91334099214663

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3-butanamido-2,4,6-triiodophenyl)methyl]butanoic acid

> <ALOGPS_LOGP>
4.14

> <JCHEM_LOGP>
6.212766027999999

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.144780514289431

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5167133593321407

> <JCHEM_PKA_STRONGEST_BASIC>
-3.947301579645601

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
115.32050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tyropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259350
     RDKit          3D
Tyropanoic acid
 40 40  0  0  0  0  0  0  0  0999 V2000
   -6.5715   -1.3884   -0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -0.6565    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532   -1.4757    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280   -0.8619    0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0315    0.2085    1.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900   -1.4649    0.4449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.9116    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -1.2463    2.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0841   -2.5808    3.4255 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999   -0.6752    2.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125    0.2058    1.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134    1.0018    2.6094 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    0.5340    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145    1.4709   -0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398    0.8695   -0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    1.8341   -1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689    3.0608   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929   -0.3212   -1.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -0.4105   -2.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246   -1.3999   -0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2566   -0.0379    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    0.4691   -1.7382 I   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5074   -1.2481    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3433   -2.4620   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7731   -0.9861   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350    0.3488   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4951   -0.5974    1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3238   -2.4897    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0978   -1.6501   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6135   -2.3610   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9221    3.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567    1.7990   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4267    2.4086    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1609    0.4967   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743    2.1995   -2.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.3623   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390    3.8956   -1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808    3.4312   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701    2.8440    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -2.2930   -1.4257 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 13 21  2  0
 21 22  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  6 30  1  0
 10 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 27-NOV-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-NOV-15         0                                  
HETATM    1  C   UNK     0      -1.990  -0.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.675  -0.059   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.657  -0.788   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.990   1.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.675   1.463   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.341  -0.788   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.612   2.274   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.990  -0.833   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -6.015  -0.734   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.350  -0.059   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.647   0.004   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -7.357   0.031   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -6.015  -2.274   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.314   1.364   0.000  0.00  0.00           O+0
HETATM   15  I   UNK     0      -0.675  -2.328   0.000  0.00  0.00           I+0
HETATM   16  I   UNK     0      -3.296   2.292   0.000  0.00  0.00           I+0
HETATM   17  I   UNK     0       2.035   2.229   0.000  0.00  0.00           I+0
HETATM   18  C   UNK     0       4.683  -0.842   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.647   1.535   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.015  -0.076   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.007   2.328   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.357  -0.896   0.000  0.00  0.00           C+0
CONECT    1    3    4    6                                                  
CONECT    2    3    8    5                                                  
CONECT    3    2    1   15                                                  
CONECT    4    1    7   16                                                  
CONECT    5    7   17    2                                                  
CONECT    6    1   11                                                       
CONECT    7    5    4                                                       
CONECT    8    2   10                                                       
CONECT    9   11   12   13                                                  
CONECT   10    8   14   18                                                  
CONECT   11    9    6   19                                                  
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    3                                                            
CONECT   16    4                                                            
CONECT   17    5                                                            
CONECT   18   10   20                                                       
CONECT   19   11   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0259350
HETATM    1  C1  UNL     1      -6.571  -1.388  -0.207  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.390  -0.656   0.406  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.153  -1.476   0.086  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.928  -0.862   0.633  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.032   0.208   1.267  1.00  0.00           O  
HETATM    6  N1  UNL     1      -1.690  -1.465   0.445  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.459  -0.912   0.955  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.012  -1.246   2.223  1.00  0.00           C  
HETATM    9  I1  UNL     1      -1.084  -2.581   3.425  1.00  0.00           I  
HETATM   10  C7  UNL     1       1.200  -0.675   2.639  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.912   0.206   1.830  1.00  0.00           C  
HETATM   12  I2  UNL     1       3.713   1.002   2.609  1.00  0.00           I  
HETATM   13  C9  UNL     1       1.443   0.534   0.576  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.215   1.471  -0.271  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.440   0.869  -0.867  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.197   1.834  -1.727  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.669   3.061  -1.000  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.093  -0.321  -1.680  1.00  0.00           C  
HETATM   19  O2  UNL     1       3.277  -0.410  -2.918  1.00  0.00           O  
HETATM   20  O3  UNL     1       2.525  -1.400  -0.994  1.00  0.00           O  
HETATM   21  C15 UNL     1       0.257  -0.038   0.166  1.00  0.00           C  
HETATM   22  I3  UNL     1      -0.484   0.469  -1.738  1.00  0.00           I  
HETATM   23  H1  UNL     1      -7.507  -1.248   0.375  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.343  -2.462  -0.311  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.773  -0.986  -1.223  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.235   0.349  -0.021  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.495  -0.597   1.509  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.324  -2.490   0.538  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.098  -1.650  -1.010  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.613  -2.361  -0.087  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.584  -0.922   3.619  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.557   1.799  -1.130  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.427   2.409   0.286  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.161   0.497  -0.102  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.574   2.200  -2.594  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.085   1.362  -2.211  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.939   3.896  -1.046  1.00  0.00           H  
HETATM   38  H16 UNL     1       5.581   3.431  -1.511  1.00  0.00           H  
HETATM   39  H17 UNL     1       4.970   2.844   0.060  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.350  -2.293  -1.426  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5    5    6
CONECT    6    7   30
CONECT    7    8    8   21
CONECT    8    9   10
CONECT   10   11   11   31
CONECT   11   12   13
CONECT   13   14   21   21
CONECT   14   15   32   33
CONECT   15   16   18   34
CONECT   16   17   35   36
CONECT   17   37   38   39
CONECT   18   19   19   20
CONECT   20   40
CONECT   21   22
END

HMDB0259350
     RDKit          3D
Tyropanoic acid
 40 40  0  0  0  0  0  0  0  0999 V2000
   -6.5715   -1.3884   -0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -0.6565    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532   -1.4757    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280   -0.8619    0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0315    0.2085    1.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900   -1.4649    0.4449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.9116    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -1.2463    2.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0841   -2.5808    3.4255 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999   -0.6752    2.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125    0.2058    1.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134    1.0018    2.6094 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    0.5340    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145    1.4709   -0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398    0.8695   -0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    1.8341   -1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689    3.0608   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0929   -0.3212   -1.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -0.4105   -2.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246   -1.3999   -0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2566   -0.0379    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    0.4691   -1.7382 I   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5074   -1.2481    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3433   -2.4620   -0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7731   -0.9861   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350    0.3488   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4951   -0.5974    1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3238   -2.4897    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0978   -1.6501   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6135   -2.3610   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9221    3.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567    1.7990   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4267    2.4086    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1609    0.4967   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743    2.1995   -2.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.3623   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390    3.8956   -1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808    3.4312   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701    2.8440    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -2.2930   -1.4257 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 13 21  2  0
 21 22  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  6 30  1  0
 10 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tyropanoate	Generator
Sodium tyropanoate	MeSH
Tyropanoate, sodium	MeSH
Sodium, tyropanoate	MeSH
Bilopaque	MeSH
Tyropanoate sodium	MeSH

Chemical Formula

C₁₅H₁₈I₃NO₃

Average Molecular Weight

641.026

Monoisotopic Molecular Weight

640.84208

IUPAC Name

2-[(3-butanamido-2,4,6-triiodophenyl)methyl]butanoic acid

Traditional Name

tyropanoic acid

CAS Registry Number

Not Available

SMILES

CCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I

InChI Identifier

InChI=1S/C15H18I3NO3/c1-3-5-12(20)19-14-11(17)7-10(16)9(13(14)18)6-8(4-2)15(21)22/h7-8H,3-6H2,1-2H3,(H,19,20)(H,21,22)

InChI Key

YMOXVLQZFAUUKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Anilide
N-arylamide
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organohalogen compound
Organoiodide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.14	ALOGPS
logP	6.21	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	2.52	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	115.32 m³·mol⁻¹	ChemAxon
Polarizability	44.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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]+	198.537	30932474
DeepCCS	[M-H]-	195.783	30932474
DeepCCS	[M-2H]-	231.062	30932474
DeepCCS	[M+Na]+	207.352	30932474
AllCCS	[M+H]+	204.1	32859911
AllCCS	[M+H-H2O]+	202.8	32859911
AllCCS	[M+NH4]+	205.3	32859911
AllCCS	[M+Na]+	205.7	32859911
AllCCS	[M-H]-	214.5	32859911
AllCCS	[M+Na-2H]-	216.9	32859911
AllCCS	[M+HCOO]-	219.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tyropanoic acid	CCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I	4463.6	Standard polar	33892256
Tyropanoic acid	CCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I	3171.4	Standard non polar	33892256
Tyropanoic acid	CCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I	3346.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tyropanoic acid,2TMS,isomer #1	CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C)=C1I)[Si](C)(C)C	3040.4	Semi standard non polar	33892256
Tyropanoic acid,2TMS,isomer #1	CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C)=C1I)[Si](C)(C)C	2851.4	Standard non polar	33892256
Tyropanoic acid,2TMS,isomer #1	CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C)=C1I)[Si](C)(C)C	2593.8	Standard polar	33892256
Tyropanoic acid,2TBDMS,isomer #1	CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C	3492.6	Semi standard non polar	33892256
Tyropanoic acid,2TBDMS,isomer #1	CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C	3243.3	Standard non polar	33892256
Tyropanoic acid,2TBDMS,isomer #1	CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C	2879.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tyropanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01c0-2000191000-55ebf7c710684dfc1995	2017-09-07	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tyropanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tyropanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tyropanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tyropanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	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 - Tyropanoic acid 10V, Positive-QTOF	splash10-0fxx-2100095000-fcdb0c0d3c3f645721ce	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tyropanoic acid 20V, Positive-QTOF	splash10-0gi3-3000091000-352d91209b3bedc1f62b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tyropanoic acid 40V, Positive-QTOF	splash10-052g-9000040000-983d3b07c9c05cd5d3a9	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tyropanoic acid 10V, Negative-QTOF	splash10-000i-4000049000-960450cb0dba9b5d1dc2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tyropanoic acid 20V, Negative-QTOF	splash10-000i-9000183000-e67706f2c9c05703127b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tyropanoic acid 40V, Negative-QTOF	splash10-0006-9000120000-1f6bfbc35cd0901be72f	2017-07-26	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

DB09340

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5409

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tyropanoic 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 Tyropanoic acid (HMDB0259350)

MOL for HMDB0259350 (Tyropanoic acid)

3D MOL for HMDB0259350 (Tyropanoic acid)

3D SDF for HMDB0259350 (Tyropanoic acid)

3D-SDF for HMDB0259350 (Tyropanoic acid)

PDB for HMDB0259350 (Tyropanoic acid)

3D PDB for HMDB0259350 (Tyropanoic acid)

SMILES for HMDB0259350 (Tyropanoic acid)

INCHI for HMDB0259350 (Tyropanoic acid)

Structure for HMDB0259350 (Tyropanoic acid)

3D Structure for HMDB0259350 (Tyropanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra