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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-04-03 14:10:31 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0013680

Secondary Accession Numbers

HMDB0039236
HMDB13680
HMDB39236

Metabolite Identification

Common Name

Caftaric acid

Description

Caftaric acid, also known as caftarate, belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Based on a literature review a significant number of articles have been published on Caftaric acid.

Structure

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

HMDB0013680
     RDKit          3D
Caftaric acid
 34 34  0  0  0  0  0  0  0  0999 V2000
   -1.3374    1.4406   -0.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339    0.2861   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5023   -0.0413   -0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319    0.8832   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8649    0.6506    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -0.5787    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959   -0.7880    0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6396    0.3023    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009    0.0844    0.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.5678    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9856    2.6156   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7402    1.7233   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -0.7406   -0.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2527   -0.5507   -0.2105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7816   -1.3164   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0232   -2.1071   -2.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -1.2825   -1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134   -0.9400    1.0972 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3164   -0.1190    2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3267   -0.5280    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    0.5025    1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3387   -1.1570    0.3789 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.0616    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0631    1.8993   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7956   -1.4348    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2343   -1.7743    0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6947    0.8106    0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627    3.5718   -0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    2.7028   -0.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4176    0.5224   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5624   -2.0455   -2.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069   -2.0068    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    0.7868    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912   -1.8777    0.8076 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  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 12  5  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  6
 17 31  1  0
 18 32  1  1
 19 33  1  0
 22 34  1  0
M  END


  Mrv0541 02241220552D          

 22 22  0  0  1  0            999 V2000
   -1.1674   -2.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1674   -3.6720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530   -2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -2.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905   -2.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -2.8470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -1.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -1.1970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905   -1.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -1.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0253   -1.1970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3108   -1.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3108   -2.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964   -1.1970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5964   -0.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819   -1.6095    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8819   -2.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1674   -1.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530   -1.6095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1674   -0.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  1  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013680

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1

> <INCHI_KEY>
SWGKAHCIOQPKFW-JTNORFRNSA-N

> <FORMULA>
C13H12O9

> <MOLECULAR_WEIGHT>
312.229

> <EXACT_MASS>
312.048131982

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
28.010055326288224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
0.5979601859999999

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.484001795143949

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9580286110976193

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3456129955412335

> <JCHEM_POLAR_SURFACE_AREA>
161.59

> <JCHEM_REFRACTIVITY>
69.74289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caftaric acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013680
     RDKit          3D
Caftaric acid
 34 34  0  0  0  0  0  0  0  0999 V2000
   -1.3374    1.4406   -0.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339    0.2861   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5023   -0.0413   -0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319    0.8832   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8649    0.6506    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -0.5787    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959   -0.7880    0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6396    0.3023    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009    0.0844    0.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.5678    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9856    2.6156   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7402    1.7233   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -0.7406   -0.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2527   -0.5507   -0.2105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7816   -1.3164   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0232   -2.1071   -2.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -1.2825   -1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134   -0.9400    1.0972 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3164   -0.1190    2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3267   -0.5280    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    0.5025    1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3387   -1.1570    0.3789 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.0616    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0631    1.8993   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7956   -1.4348    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2343   -1.7743    0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6947    0.8106    0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627    3.5718   -0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    2.7028   -0.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4176    0.5224   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5624   -2.0455   -2.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069   -2.0068    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    0.7868    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912   -1.8777    0.8076 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  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 12  5  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  6
 17 31  1  0
 18 32  1  1
 19 33  1  0
 22 34  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.179  -5.314   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.179  -6.854   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.846  -4.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.488  -5.314   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.822  -4.544   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.156  -5.314   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.489  -4.544   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.823  -5.314   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.489  -3.004   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.823  -2.234   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.156  -2.234   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.822  -3.004   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.514  -2.234   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -6.180  -3.004   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.180  -4.544   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.847  -2.234   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.847  -0.694   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.513  -3.004   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.513  -4.544   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.179  -2.234   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.846  -3.004   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.179  -0.694   0.000  0.00  0.00           O+0
CONECT    1   19    2    3                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    5                                                       
CONECT   13   14                                                            
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19    1   18                                                       
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0013680
HETATM    1  O1  UNL     1      -1.337   1.441  -0.360  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.934   0.286  -0.180  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.502  -0.041  -0.048  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.432   0.883  -0.115  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.865   0.651   0.005  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.447  -0.579   0.206  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.796  -0.788   0.317  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.640   0.302   0.222  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.001   0.084   0.336  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.107   1.568   0.019  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.986   2.616  -0.067  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.740   1.723  -0.086  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.833  -0.741  -0.098  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.253  -0.551  -0.211  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.782  -1.316  -1.337  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.023  -2.107  -2.023  1.00  0.00           O  
HETATM   17  O6  UNL     1      -5.084  -1.282  -1.776  1.00  0.00           O  
HETATM   18  C12 UNL     1      -3.913  -0.940   1.097  1.00  0.00           C  
HETATM   19  O7  UNL     1      -3.316  -0.119   2.110  1.00  0.00           O  
HETATM   20  C13 UNL     1      -5.327  -0.528   1.068  1.00  0.00           C  
HETATM   21  O8  UNL     1      -5.700   0.503   1.730  1.00  0.00           O  
HETATM   22  O9  UNL     1      -6.339  -1.157   0.379  1.00  0.00           O  
HETATM   23  H1  UNL     1       0.816  -1.062   0.109  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.063   1.899  -0.274  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.796  -1.435   0.281  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.234  -1.774   0.477  1.00  0.00           H  
HETATM   27  H5  UNL     1       7.695   0.811   0.281  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.763   3.572  -0.209  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.313   2.703  -0.244  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.418   0.522  -0.365  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.562  -2.046  -2.226  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.807  -2.007   1.343  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.675   0.787   1.909  1.00  0.00           H  
HETATM   34  H12 UNL     1      -6.891  -1.878   0.808  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   23
CONECT    4    5   24
CONECT    5    6    6   12
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   12   12
CONECT   11   28
CONECT   12   29
CONECT   13   14
CONECT   14   15   18   30
CONECT   15   16   16   17
CONECT   17   31
CONECT   18   19   20   32
CONECT   19   33
CONECT   20   21   21   22
CONECT   22   34
END

HMDB0013680
     RDKit          3D
Caftaric acid
 34 34  0  0  0  0  0  0  0  0999 V2000
   -1.3374    1.4406   -0.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339    0.2861   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5023   -0.0413   -0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319    0.8832   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8649    0.6506    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -0.5787    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959   -0.7880    0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6396    0.3023    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009    0.0844    0.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.5678    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9856    2.6156   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7402    1.7233   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -0.7406   -0.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2527   -0.5507   -0.2105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7816   -1.3164   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0232   -2.1071   -2.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -1.2825   -1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134   -0.9400    1.0972 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3164   -0.1190    2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3267   -0.5280    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    0.5025    1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3387   -1.1570    0.3789 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.0616    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0631    1.8993   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7956   -1.4348    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2343   -1.7743    0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6947    0.8106    0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627    3.5718   -0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    2.7028   -0.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4176    0.5224   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5624   -2.0455   -2.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069   -2.0068    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    0.7868    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912   -1.8777    0.8076 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  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 12  5  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  6
 17 31  1  0
 18 32  1  1
 19 33  1  0
 22 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Caftarate	Generator
(2R,3R)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioate	HMDB
Caftaric acid	MeSH
trans-Caffeoyl tartarate	Generator

Chemical Formula

C₁₃H₁₂O₉

Average Molecular Weight

312.229

Monoisotopic Molecular Weight

312.048131982

IUPAC Name

(2R,3R)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

Traditional Name

caftaric acid

CAS Registry Number

67879-58-7

SMILES

O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1

InChI Key

SWGKAHCIOQPKFW-JTNORFRNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid ester
Coumaric acid or derivatives
Tricarboxylic acid or derivatives
Styrene
Catechol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Sugar acid
Fatty acid ester
Phenol
Beta-hydroxy acid
Fatty acyl
Benzenoid
Hydroxy acid
Alpha-hydroxy acid
Monosaccharide
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Odorless

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0013680)
Extracellular (HMDB: HMDB0013680)

Source

Endogenous

Endogenous (HMDB: HMDB0013680)

Exogenous

Exogenous (HMDB: HMDB0013680)

Food

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)
Red wine (FooDB: FOOD00911)

Fortified wines

Port wine (FooDB: FOOD00630)
Sherry (FooDB: FOOD00632)

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Vegetable

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Spinach (FooDB: FOOD00178)

Root vegetable

Chicory (FooDB: FOOD00049)

Fruit

Berry

Fruits (FooDB: FOOD00871)

Baking good

Seasoning

Vinegar (FooDB: FOOD00628)

Process

Not Available

Role

Industrial application

Anti-allergic agent (HMDB: HMDB0013680)

Hyaluronidase inhibitor (HMDB: HMDB0013680)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	125 °C	Not Available
Boiling Point	618.2°C at 760 mmHg	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	0.82 g/L	ALOGPS
logP	1.68	ALOGPS
logP	0.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.96	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.59 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	69.74 m³·mol⁻¹	ChemAxon
Polarizability	28.01 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]+	170.048	30932474
DeepCCS	[M-H]-	167.69	30932474
DeepCCS	[M-2H]-	201.354	30932474
DeepCCS	[M+Na]+	176.582	30932474
AllCCS	[M+H]+	167.9	32859911
AllCCS	[M+H-H2O]+	164.8	32859911
AllCCS	[M+NH4]+	170.8	32859911
AllCCS	[M+Na]+	171.6	32859911
AllCCS	[M-H]-	165.7	32859911
AllCCS	[M+Na-2H]-	165.6	32859911
AllCCS	[M+HCOO]-	165.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.72 minutes	32390414
Predicted by Siyang on May 30, 2022	11.5524 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.79 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	160.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1043.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	265.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	70.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	339.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	288.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	648.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	710.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	247.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1107.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	192.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	634.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	247.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	352.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Caftaric acid	O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	4956.0	Standard polar	33892256
Caftaric acid	O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	2701.3	Standard non polar	33892256
Caftaric acid	O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	2859.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Caftaric acid,1TMS,isomer #1	C[Si](C)(C)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	2860.2	Semi standard non polar	33892256
Caftaric acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O)C(=O)O)=CC=C1O	2807.5	Semi standard non polar	33892256
Caftaric acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O)C(=O)O)C=C1O	2821.8	Semi standard non polar	33892256
Caftaric acid,1TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)[C@@H](O)C(=O)O	2861.8	Semi standard non polar	33892256
Caftaric acid,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	2848.0	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	2810.5	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C	2798.8	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C(=O)O)C=C1O	2790.3	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C(=O)O)=CC=C1O	2793.7	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)[C@@H](O[Si](C)(C)C)C(=O)O	2801.7	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)[C@@H](O)C(=O)O	2766.5	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	2781.0	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #7	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O)C(=O)O)C=C1O[Si](C)(C)C	2833.9	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)[C@@H](O)C(=O)O	2773.1	Semi standard non polar	33892256
Caftaric acid,2TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	2777.7	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	2780.5	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C	2798.6	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	2804.3	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2790.4	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)[C@@H](O[Si](C)(C)C)C(=O)O	2779.4	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C(=O)O)C=C1O[Si](C)(C)C	2827.6	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)[C@@H](O[Si](C)(C)C)C(=O)O	2801.9	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[C@@H](O)C(=O)O	2789.2	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	2818.1	Semi standard non polar	33892256
Caftaric acid,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	2820.6	Semi standard non polar	33892256
Caftaric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	2855.6	Semi standard non polar	33892256
Caftaric acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2816.6	Semi standard non polar	33892256
Caftaric acid,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2830.1	Semi standard non polar	33892256
Caftaric acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[C@@H](O[Si](C)(C)C)C(=O)O	2842.5	Semi standard non polar	33892256
Caftaric acid,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	2867.6	Semi standard non polar	33892256
Caftaric acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2880.7	Semi standard non polar	33892256
Caftaric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3131.9	Semi standard non polar	33892256
Caftaric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O)C(=O)O)=CC=C1O	3120.8	Semi standard non polar	33892256
Caftaric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O)C(=O)O)C=C1O	3125.3	Semi standard non polar	33892256
Caftaric acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)[C@@H](O)C(=O)O	3140.7	Semi standard non polar	33892256
Caftaric acid,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3142.5	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3301.2	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3292.3	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)C=C1O	3326.2	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)=CC=C1O	3324.6	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	3287.1	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](O)C(=O)O	3315.3	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3315.0	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O)C(=O)O)C=C1O[Si](C)(C)C(C)(C)C	3338.4	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)[C@@H](O)C(=O)O	3324.5	Semi standard non polar	33892256
Caftaric acid,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3321.0	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3567.0	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3535.7	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3561.4	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3473.3	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	3562.6	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)C=C1O[Si](C)(C)C(C)(C)C	3566.8	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	3556.3	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](O)C(=O)O	3541.5	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3537.9	Semi standard non polar	33892256
Caftaric acid,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3561.3	Semi standard non polar	33892256
Caftaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3769.6	Semi standard non polar	33892256
Caftaric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3737.9	Semi standard non polar	33892256
Caftaric acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3750.1	Semi standard non polar	33892256
Caftaric acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O	3760.5	Semi standard non polar	33892256
Caftaric acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)[C@@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3740.2	Semi standard non polar	33892256
Caftaric acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3946.6	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 - Caftaric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9840000000-cd512aa4b5b39796cfc9	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caftaric acid GC-MS (5 TMS) - 70eV, Positive	splash10-0a4i-5126029000-1f161c82d9ceefc78534	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caftaric 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 - Caftaric acid 10V, Positive-QTOF	splash10-03dj-0973000000-1a96d8a708695d13762e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 20V, Positive-QTOF	splash10-03gr-2940000000-a24c1bc2573e378ccd7e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 40V, Positive-QTOF	splash10-0540-4900000000-55b90a17ab1875f9bb88	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 10V, Negative-QTOF	splash10-0409-3982000000-aabe941096f73c4a6cd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 20V, Negative-QTOF	splash10-02dr-3940000000-9757ec14c725e63e898e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 40V, Negative-QTOF	splash10-03mi-3910000000-aec72816b3809d559efe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 10V, Positive-QTOF	splash10-03dj-0962000000-19ce0e179f5b193f2f7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 20V, Positive-QTOF	splash10-03di-0910000000-49fdfc79a0932b35006c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 40V, Positive-QTOF	splash10-01q1-0900000000-037e6f90dc36922bc658	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 10V, Negative-QTOF	splash10-03fr-6921000000-0ee8740f8887a7ad0f3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 20V, Negative-QTOF	splash10-000i-5910000000-f8141e91f7902a965844	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caftaric acid 40V, Negative-QTOF	splash10-0019-2900000000-e264a69a81737a39c54c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Caftaric acid

METLIN ID

Not Available

PubChem Compound

6440397

PDB ID

Not Available

ChEBI ID

664875

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)

Download (PDF)

General References

Not Available

Showing metabocard for Caftaric acid (HMDB0013680)

MOL for HMDB0013680 (Caftaric acid)

3D MOL for HMDB0013680 (Caftaric acid)

3D SDF for HMDB0013680 (Caftaric acid)

3D-SDF for HMDB0013680 (Caftaric acid)

PDB for HMDB0013680 (Caftaric acid)

3D PDB for HMDB0013680 (Caftaric acid)

SMILES for HMDB0013680 (Caftaric acid)

INCHI for HMDB0013680 (Caftaric acid)

Structure for HMDB0013680 (Caftaric acid)

3D Structure for HMDB0013680 (Caftaric acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra