Hmdb loader

Showing metabocard for p-Coumaric acid sulfate (HMDB0125166)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-09-13 00:16:34 UTC
Update Date2020-11-09 23:30:19 UTC
HMDB IDHMDB0125166
Secondary Accession NumbersNone
Metabolite Identification
Common Namep-Coumaric acid sulfate
Descriptionp-Coumaric acid sulfate (CAS: 376374-66-2) is an endogenous phenolic acid metabolite. p-Coumaric acid sulfate was found to be elevated in rat urine after whole rye consumption which makes this compound a potential urinary biomarker of whole grain intake (PMID: 26862900 ). BioTransformer predicts that p-coumaric acid sulfate is a product of p-coumaric acid metabolism via a 4-O-sulfation-of-phenolic-compound reaction catalyzed by sulfotransferase 1A3 (P0DMM9) and sulfotransferase enzymes (PMID: 30612223 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0125166 (p-Coumaric acid sulfate)

  Mrv1652303102017012D          

 16 16  0  0  0  0            999 V2000
10000.014610000.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.014610001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.156710000.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9998.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3002 9999.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.585610000.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2971 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0114 9999.1737    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4243 9999.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5985 9999.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7278 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  4  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
  7 16  1  0  0  0  0
M  END
Download

3D MOL for HMDB0125166 (p-Coumaric acid sulfate)

HMDB0125166
     RDKit          3D
p-Coumaric acid sulfate
 24 24  0  0  0  0  0  0  0  0999 V2000
   -5.2231   -1.3698   -1.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5292   -0.5690   -0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1904    0.4481   -0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0801   -0.7482   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261    0.0585    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8913    0.0016    0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    0.9253    0.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611    0.8942    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8238   -0.1205    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -0.1916    0.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462    0.6051   -0.4581 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2121    1.4242    0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612    1.4617   -1.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925   -0.5242   -1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -1.0678   -0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1791   -0.9890   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197    1.4096   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -1.5586   -1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8647    0.8728    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884    1.7003    1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    1.6178    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5934   -0.6845   -2.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -1.8651   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376   -1.7310   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  0
 15 16  2  0
 16  6  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
 14 22  1  0
 15 23  1  0
 16 24  1  0
M  END
Download

3D SDF for HMDB0125166 (p-Coumaric acid sulfate)

  Mrv1652303102017012D          

 16 16  0  0  0  0            999 V2000
10000.014610000.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.014610001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.156710000.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9998.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3002 9999.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.585610000.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2971 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0114 9999.1737    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4243 9999.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5985 9999.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7278 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  4  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
  7 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0125166

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)\C=C\C1=CC=C(OS(O)(=O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)/b6-3+

> <INCHI_KEY>
OYDCCWNLILCHDJ-ZZXKWVIFSA-N

> <FORMULA>
C9H8O6S

> <MOLECULAR_WEIGHT>
244.22

> <EXACT_MASS>
244.004159152

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
21.73435060599172

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-[4-(sulfooxy)phenyl]prop-2-enoic acid

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
1.357207592

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.3056247735411333

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.2078418703411202

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
55.032599999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-[4-(sulfooxy)phenyl]prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0125166 (p-Coumaric acid sulfate)

HMDB0125166
     RDKit          3D
p-Coumaric acid sulfate
 24 24  0  0  0  0  0  0  0  0999 V2000
   -5.2231   -1.3698   -1.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5292   -0.5690   -0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1904    0.4481   -0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0801   -0.7482   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261    0.0585    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8913    0.0016    0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    0.9253    0.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611    0.8942    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8238   -0.1205    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -0.1916    0.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462    0.6051   -0.4581 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2121    1.4242    0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612    1.4617   -1.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925   -0.5242   -1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -1.0678   -0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1791   -0.9890   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197    1.4096   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -1.5586   -1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8647    0.8728    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884    1.7003    1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    1.6178    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5934   -0.6845   -2.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -1.8651   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376   -1.7310   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  0
 15 16  2  0
 16  6  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
 14 22  1  0
 15 23  1  0
 16 24  1  0
M  END
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PDB for HMDB0125166 (p-Coumaric acid sulfate)

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0    8666.6948667.435   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8668.0288666.666   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8666.6948668.974   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8662.6938666.664   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8661.3598667.434   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8660.0268666.664   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8660.0268665.124   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8661.3598664.354   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6938665.124   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3608666.665   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0268667.434   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8656.0218664.354   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0    8657.3558665.124   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0    8658.1258666.462   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8656.5848666.462   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8658.6928664.354   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5    9   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    1   11                                                       
CONECT   11   10    4                                                       
CONECT   12   13                                                            
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13    7                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0125166 (p-Coumaric acid sulfate)

COMPND    HMDB0125166
HETATM    1  O1  UNL     1      -5.223  -1.370  -1.380  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.529  -0.569  -0.704  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.190   0.448  -0.053  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.080  -0.748  -0.639  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.326   0.058   0.049  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.891   0.002   0.201  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.209   0.925   0.965  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.161   0.894   1.127  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.824  -0.120   0.477  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.216  -0.192   0.613  1.00  0.00           O  
HETATM   11  S1  UNL     1       4.246   0.605  -0.458  1.00  0.00           S  
HETATM   12  O4  UNL     1       5.212   1.424   0.345  1.00  0.00           O  
HETATM   13  O5  UNL     1       3.461   1.462  -1.410  1.00  0.00           O  
HETATM   14  O6  UNL     1       5.092  -0.524  -1.378  1.00  0.00           O  
HETATM   15  C8  UNL     1       1.206  -1.068  -0.295  1.00  0.00           C  
HETATM   16  C9  UNL     1      -0.179  -0.989  -0.424  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.920   1.410  -0.045  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.621  -1.559  -1.167  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.865   0.873   0.569  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.788   1.700   1.451  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.699   1.618   1.726  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.593  -0.684  -2.218  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.749  -1.865  -0.802  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.638  -1.731  -1.026  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5    5   18
CONECT    5    6   19
CONECT    6    7    7   16
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10   15
CONECT   10   11
CONECT   11   12   12   13   13
CONECT   11   14
CONECT   14   22
CONECT   15   16   16   23
CONECT   16   24
END
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SMILES for HMDB0125166 (p-Coumaric acid sulfate)

OC(=O)\C=C\C1=CC=C(OS(O)(=O)=O)C=C1
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INCHI for HMDB0125166 (p-Coumaric acid sulfate)

InChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)/b6-3+
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC9H8O6S
Average Molecular Weight244.22
Monoisotopic Molecular Weight244.004159152
IUPAC Name(2E)-3-[4-(sulfooxy)phenyl]prop-2-enoic acid
Traditional Name(2E)-3-[4-(sulfooxy)phenyl]prop-2-enoic acid
CAS Registry Number151481-49-1
SMILES
OC(=O)\C=C\C1=CC=C(OS(O)(=O)=O)C=C1
InChI Identifier
InChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)/b6-3+
InChI KeyOYDCCWNLILCHDJ-ZZXKWVIFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acids
Direct ParentCinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Phenylsulfate
  • Arylsulfate
  • Phenoxy compound
  • Styrene
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • Monocyclic benzene moiety
  • Organic sulfuric acid or derivatives
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB084080
KNApSAcK IDC00056286
Chemspider ID4797737
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6070438
PDB IDNot Available
ChEBI ID144380
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ounnas F, Prive F, Salen P, Gaci N, Tottey W, Calani L, Bresciani L, Lopez-Gutierrez N, Hazane-Puch F, Laporte F, Brugere JF, Del Rio D, Demeilliers C, de Lorgeril M: Whole Rye Consumption Improves Blood and Liver n-3 Fatty Acid Profile and Gut Microbiota Composition in Rats. PLoS One. 2016 Feb 10;11(2):e0148118. doi: 10.1371/journal.pone.0148118. eCollection 2016. [PubMed:26862900 ]
  2. Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]
  3. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]