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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:55 UTC

Update Date

2022-03-07 02:53:31 UTC

HMDB ID

HMDB0032956

Secondary Accession Numbers

HMDB32956

Metabolite Identification

Common Name

2-O-p-Coumaroyltartronic acid

Description

2-O-p-Coumaroyltartronic acid belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. 2-O-p-Coumaroyltartronic acid has been detected, but not quantified in, pulses. This could make 2-O-p-coumaroyltartronic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-O-p-Coumaroyltartronic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032956
     RDKit          3D
2-O-p-Coumaroyltartronic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.0933   -1.8758    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -1.0382    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -1.0227    0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -0.1594    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1385   -0.1051    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7774    0.8528   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1488    0.9816   -0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9584    0.1592    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    0.2845   -0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -0.7853    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522   -0.9153    0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -0.1403   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5349   -0.1449   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181    1.1647    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    2.0272    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3612    1.4959    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116   -0.3529   -1.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -0.4953   -2.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533   -0.3957   -1.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -1.7278    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    0.5194   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399    1.4964   -1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227    1.7332   -1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    0.9064    0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9466   -1.4480    1.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -1.6662    1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9037   -0.9498    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9881    1.1345    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469    0.4669   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 11  5  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 16 28  1  0
 19 29  1  0
M  END


  Mrv0541 05061306492D          

 19 19  0  0  0  0            999 V2000
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19  9  1  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032956

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O7/c13-8-4-1-7(2-5-8)3-6-9(14)19-10(11(15)16)12(17)18/h1-6,10,13H,(H,15,16)(H,17,18)/b6-3+

> <INCHI_KEY>
RWROLZXFRYSDLG-ZZXKWVIFSA-N

> <FORMULA>
C12H10O7

> <MOLECULAR_WEIGHT>
266.2036

> <EXACT_MASS>
266.042652674

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.37564456376083

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanedioic acid

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
1.6840496673333334

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.056374421082678

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.296414820302582

> <JCHEM_PKA_STRONGEST_BASIC>
-5.954734805593739

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
61.874600000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032956
     RDKit          3D
2-O-p-Coumaroyltartronic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.0933   -1.8758    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -1.0382    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -1.0227    0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -0.1594    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1385   -0.1051    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7774    0.8528   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1488    0.9816   -0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9584    0.1592    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    0.2845   -0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -0.7853    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522   -0.9153    0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -0.1403   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5349   -0.1449   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181    1.1647    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    2.0272    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3612    1.4959    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116   -0.3529   -1.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -0.4953   -2.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533   -0.3957   -1.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -1.7278    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    0.5194   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399    1.4964   -1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227    1.7332   -1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    0.9064    0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9466   -1.4480    1.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -1.6662    1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9037   -0.9498    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9881    1.1345    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469    0.4669   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 11  5  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 16 28  1  0
 19 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.336  13.090   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.667   3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    4    7                                                       
CONECT    2    5    7                                                       
CONECT    3    6    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    1    2    3                                                  
CONECT    8    4    5   13                                                  
CONECT    9    6   14   19                                                  
CONECT   10   11   12   19                                                  
CONECT   11   10   15   16                                                  
CONECT   12   10   17   18                                                  
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15   11                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0032956
HETATM    1  O1  UNL     1       2.093  -1.876   1.456  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.466  -1.038   0.759  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.020  -1.023   0.819  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.696  -0.159   0.102  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.139  -0.105   0.126  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.777   0.853  -0.675  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.149   0.982  -0.719  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.958   0.159   0.036  1.00  0.00           C  
HETATM    9  O2  UNL     1      -6.356   0.285  -0.004  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.347  -0.785   0.827  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.952  -0.915   0.871  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.125  -0.140  -0.054  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.535  -0.145  -0.120  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.018   1.165   0.385  1.00  0.00           C  
HETATM   15  O4  UNL     1       3.193   2.027   0.769  1.00  0.00           O  
HETATM   16  O5  UNL     1       5.361   1.496   0.457  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.012  -0.353  -1.502  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.173  -0.495  -2.419  1.00  0.00           O  
HETATM   19  O7  UNL     1       5.353  -0.396  -1.818  1.00  0.00           O  
HETATM   20  H1  UNL     1      -0.528  -1.728   1.457  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.105   0.519  -0.517  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.140   1.496  -1.266  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.623   1.733  -1.349  1.00  0.00           H  
HETATM   24  H5  UNL     1      -6.837   0.906   0.644  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.947  -1.448   1.432  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.494  -1.666   1.500  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.904  -0.950   0.561  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.988   1.134   1.161  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.847   0.467  -1.983  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   20
CONECT    4    5   21
CONECT    5    6    6   11
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   10
CONECT    9   24
CONECT   10   11   11   25
CONECT   11   26
CONECT   12   13
CONECT   13   14   17   27
CONECT   14   15   15   16
CONECT   16   28
CONECT   17   18   18   19
CONECT   19   29
END

HMDB0032956
     RDKit          3D
2-O-p-Coumaroyltartronic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.0933   -1.8758    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -1.0382    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -1.0227    0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -0.1594    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1385   -0.1051    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7774    0.8528   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1488    0.9816   -0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9584    0.1592    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    0.2845   -0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -0.7853    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522   -0.9153    0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -0.1403   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5349   -0.1449   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181    1.1647    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    2.0272    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3612    1.4959    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116   -0.3529   -1.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -0.4953   -2.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533   -0.3957   -1.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -1.7278    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    0.5194   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399    1.4964   -1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227    1.7332   -1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    0.9064    0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9466   -1.4480    1.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -1.6662    1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9037   -0.9498    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9881    1.1345    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469    0.4669   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 11  5  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 16 28  1  0
 19 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-O-p-Coumaroyltartronate	Generator
2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanedioate	HMDB

Chemical Formula

C₁₂H₁₀O₇

Average Molecular Weight

266.2036

Monoisotopic Molecular Weight

266.042652674

IUPAC Name

2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanedioic acid

Traditional Name

2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanedioic acid

CAS Registry Number

95519-23-6

SMILES

OC(=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C12H10O7/c13-8-4-1-7(2-5-8)3-6-9(14)19-10(11(15)16)12(17)18/h1-6,10,13H,(H,15,16)(H,17,18)/b6-3+

InChI Key

RWROLZXFRYSDLG-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
Tricarboxylic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Benzenoid
Fatty acyl
1,3-dicarbonyl compound
Monocyclic benzene moiety
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032956)
Cytoplasm (HMDB: HMDB0032956)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032956)

Source

Exogenous

Food

Food (HMDB: HMDB0032956)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0032956)
Fabaceae (HMDB: HMDB0032956)

Not Available

Nutrient (HMDB: HMDB0032956)

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
Water Solubility	0.2 g/L	ALOGPS
logP	1.78	ALOGPS
logP	1.68	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	2.3	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.87 m³·mol⁻¹	ChemAxon
Polarizability	24.38 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]+	155.531	30932474
DeepCCS	[M-H]-	153.173	30932474
DeepCCS	[M-2H]-	186.059	30932474
DeepCCS	[M+Na]+	161.624	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	154.1	32859911
AllCCS	[M+NH4]+	160.9	32859911
AllCCS	[M+Na]+	161.8	32859911
AllCCS	[M-H]-	156.4	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	156.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-O-p-Coumaroyltartronic acid	OC(=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O	4356.6	Standard polar	33892256
2-O-p-Coumaroyltartronic acid	OC(=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O	2435.2	Standard non polar	33892256
2-O-p-Coumaroyltartronic acid	OC(=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O	2619.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-O-p-Coumaroyltartronic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O	2536.3	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(=O)O)C=C1	2554.8	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O	2545.8	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C	2490.3	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C	2561.9	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O	2781.9	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(=O)O)C=C1	2847.6	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	3062.3	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	2953.7	Semi standard non polar	33892256
2-O-p-Coumaroyltartronic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3264.2	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 - 2-O-p-Coumaroyltartronic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1900000000-ad9c52b777ca3198644a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-O-p-Coumaroyltartronic acid GC-MS (3 TMS) - 70eV, Positive	splash10-014i-9670200000-3132d3d8bf2f3bbb014d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-O-p-Coumaroyltartronic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 2-O-p-Coumaroyltartronic acid 10V, Positive-QTOF	splash10-00kb-0590000000-9a62753273f2e13c3ec9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 20V, Positive-QTOF	splash10-006t-0920000000-a3bcb41622882439b4d8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 40V, Positive-QTOF	splash10-0gi0-3900000000-07a80c76e1ca5d4490fc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 10V, Negative-QTOF	splash10-014i-0390000000-a8bf66aadfa3b3f89fb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 20V, Negative-QTOF	splash10-014i-2950000000-3cdd899decd9c67d7acb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 40V, Negative-QTOF	splash10-00fs-7910000000-3fa0374402103177f565	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 10V, Negative-QTOF	splash10-014i-0690000000-de7da38fa0f3a162caa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 20V, Negative-QTOF	splash10-004i-5920000000-1761c47299ee882b3fb4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 40V, Negative-QTOF	splash10-014i-1900000000-470b2083433051eb8eb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 10V, Positive-QTOF	splash10-0002-0910000000-61e837f43835fe5947b6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 20V, Positive-QTOF	splash10-00kb-0900000000-2d66a894946502ce95da	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-p-Coumaroyltartronic acid 40V, Positive-QTOF	splash10-014i-4900000000-ef82e1eb8a8f24f63362	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB010942

KNApSAcK ID

C00054039

Chemspider ID

30776963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92012255

PDB ID

Not Available

ChEBI ID

174489

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-O-p-Coumaroyltartronic acid (HMDB0032956)

MOL for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

3D MOL for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

3D SDF for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

3D-SDF for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

PDB for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

3D PDB for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

SMILES for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

INCHI for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

Structure for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

3D Structure for HMDB0032956 (2-O-p-Coumaroyltartronic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra