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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:22 UTC

Update Date

2022-03-07 02:52:06 UTC

HMDB ID

HMDB0029276

Secondary Accession Numbers

HMDB29276

Metabolite Identification

Common Name

Cis-Caffeoyl tartaric acid

Description

Cis-Caffeoyl tartaric acid 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 very few articles have been published on Cis-Caffeoyl tartaric acid.

Structure

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

HMDB0029276
     RDKit          3D
Cis-Caffeoyl tartaric acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    0.1012   -0.0886    0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.7008   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.5301   -1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.5685   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732    0.8086   -0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7870    1.4447    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6918    0.8384    0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -0.4815    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841   -1.0952    2.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811   -1.1744    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541   -2.5082    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -0.5086   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6626    0.7352   -1.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -0.0894   -0.4936 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1926   -0.9964   -1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -0.8625   -2.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1046   -1.9861   -1.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744    0.8039    0.1393 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9526    1.6817    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5315   -0.0214    1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004    0.1167    2.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4712   -0.9349    0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526    2.2258   -2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105    2.2972   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9599    2.5131   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5313    1.3866    1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2486   -0.5541    2.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901   -3.0616    0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8100   -1.1781   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.6781    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -2.3017   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150    1.4134   -0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    1.0713    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4686   -0.7557    0.7142 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  1
 17 31  1  0
 18 32  1  6
 19 33  1  0
 22 34  1  0
M  END


  Mrv0541 02241221472D          

 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
   -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
    0.2615   -3.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530   -4.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529   -4.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -5.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -6.1470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -4.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -4.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -5.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  4 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029276

> <DATABASE_NAME>
hmdb

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

> <FORMULA>
C13H12O9

> <MOLECULAR_WEIGHT>
312.229

> <EXACT_MASS>
312.048131982

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
27.57038454027434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-{[(2Z)-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>
69.74290000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.16e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029276
     RDKit          3D
Cis-Caffeoyl tartaric acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    0.1012   -0.0886    0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.7008   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.5301   -1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.5685   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732    0.8086   -0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7870    1.4447    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6918    0.8384    0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -0.4815    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841   -1.0952    2.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811   -1.1744    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541   -2.5082    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -0.5086   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6626    0.7352   -1.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -0.0894   -0.4936 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1926   -0.9964   -1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -0.8625   -2.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1046   -1.9861   -1.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744    0.8039    0.1393 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9526    1.6817    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5315   -0.0214    1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004    0.1167    2.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4712   -0.9349    0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526    2.2258   -2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105    2.2972   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9599    2.5131   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5313    1.3866    1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2486   -0.5541    2.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901   -3.0616    0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8100   -1.1781   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.6781    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -2.3017   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150    1.4134   -0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    1.0713    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4686   -0.7557    0.7142 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  1
 17 31  1  0
 18 32  1  6
 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  O   UNK     0      -7.514  -2.234   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.180  -3.004   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.180  -4.544   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.847  -2.234   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.847  -0.694   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.513  -3.004   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.513  -4.544   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.179  -2.234   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.846  -3.004   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.179  -0.694   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.488  -6.854   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.846  -7.624   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.845  -9.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.488  -9.934   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.488 -11.474   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.822  -9.164   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.822  -7.624   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.155  -9.934   0.000  0.00  0.00           O+0
CONECT    1   11    2    3                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3   15                                                       
CONECT    5    6                                                            
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11    1   10                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    4   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20   15                                                       
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0029276
HETATM    1  O1  UNL     1       0.101  -0.089   0.130  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.281   0.701  -0.808  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.643   1.530  -1.519  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.915   1.568  -1.330  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.673   0.809  -0.419  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.787   1.445   0.156  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.692   0.838   0.963  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.555  -0.482   1.266  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.484  -1.095   2.094  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.481  -1.174   0.733  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.354  -2.508   1.047  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.560  -0.509  -0.105  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.663   0.735  -1.190  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.619  -0.089  -0.494  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.193  -0.996  -1.505  1.00  0.00           C  
HETATM   16  O5  UNL     1       2.817  -0.862  -2.714  1.00  0.00           O  
HETATM   17  O6  UNL     1       4.105  -1.986  -1.260  1.00  0.00           O  
HETATM   18  C12 UNL     1       3.674   0.804   0.139  1.00  0.00           C  
HETATM   19  O7  UNL     1       2.953   1.682   1.001  1.00  0.00           O  
HETATM   20  C13 UNL     1       4.531  -0.021   1.011  1.00  0.00           C  
HETATM   21  O8  UNL     1       4.400   0.117   2.276  1.00  0.00           O  
HETATM   22  O9  UNL     1       5.471  -0.935   0.613  1.00  0.00           O  
HETATM   23  H1  UNL     1      -0.253   2.226  -2.324  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.510   2.297  -1.977  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.960   2.513  -0.047  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.531   1.387   1.376  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.249  -0.554   2.459  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.590  -3.062   0.686  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.810  -1.178  -0.523  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.145  -0.678   0.291  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.816  -2.302  -1.878  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.215   1.413  -0.582  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.595   1.071   1.719  1.00  0.00           H  
HETATM   34  H12 UNL     1       6.469  -0.756   0.714  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

HMDB0029276
     RDKit          3D
Cis-Caffeoyl tartaric acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    0.1012   -0.0886    0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.7008   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.5301   -1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.5685   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732    0.8086   -0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7870    1.4447    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6918    0.8384    0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -0.4815    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841   -1.0952    2.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811   -1.1744    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541   -2.5082    1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -0.5086   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6626    0.7352   -1.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -0.0894   -0.4936 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1926   -0.9964   -1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -0.8625   -2.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1046   -1.9861   -1.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744    0.8039    0.1393 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9526    1.6817    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5315   -0.0214    1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004    0.1167    2.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4712   -0.9349    0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526    2.2258   -2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105    2.2972   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9599    2.5131   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5313    1.3866    1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2486   -0.5541    2.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901   -3.0616    0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8100   -1.1781   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446   -0.6781    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -2.3017   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150    1.4134   -0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    1.0713    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4686   -0.7557    0.7142 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  1
 17 31  1  0
 18 32  1  6
 19 33  1  0
 22 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-Caffeoyl tartarate	Generator
(2R,3R)-2-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioate	HMDB

Chemical Formula

C₁₃H₁₂O₉

Average Molecular Weight

312.229

Monoisotopic Molecular Weight

312.048131982

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029276)
Cytoplasm (HMDB: HMDB0029276)

Source

Endogenous

Endogenous (HMDB: HMDB0029276)

Plant

Plant (HMDB: HMDB0029276)

Exogenous

Food

Food (HMDB: HMDB0029276)

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
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	27.57 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]+	168.628	30932474
DeepCCS	[M-H]-	166.27	30932474
DeepCCS	[M-2H]-	200.035	30932474
DeepCCS	[M+Na]+	175.262	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cis-Caffeoyl tartaric acid	O[C@H]([C@@H](OC(=O)\C=C/C1=CC=C(O)C(O)=C1)C(O)=O)C(O)=O	4956.0	Standard polar	33892256
Cis-Caffeoyl tartaric acid	O[C@H]([C@@H](OC(=O)\C=C/C1=CC=C(O)C(O)=C1)C(O)=O)C(O)=O	2701.3	Standard non polar	33892256
Cis-Caffeoyl tartaric acid	O[C@H]([C@@H](OC(=O)\C=C/C1=CC=C(O)C(O)=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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,1TMS,isomer #2	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
Cis-Caffeoyl tartaric acid,1TMS,isomer #3	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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,2TMS,isomer #5	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
Cis-Caffeoyl tartaric acid,2TMS,isomer #6	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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,2TMS,isomer #8	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
Cis-Caffeoyl tartaric acid,2TMS,isomer #9	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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,3TMS,isomer #10	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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,3TMS,isomer #8	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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,1TBDMS,isomer #2	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
Cis-Caffeoyl tartaric acid,1TBDMS,isomer #3	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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,2TBDMS,isomer #5	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
Cis-Caffeoyl tartaric 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[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3321.0	Semi standard non polar	33892256
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric acid,2TBDMS,isomer #8	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
Cis-Caffeoyl tartaric 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)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3315.0	Semi standard non polar	33892256
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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)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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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[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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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
Cis-Caffeoyl tartaric 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 - Cis-Caffeoyl tartaric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-4910000000-8ead661f3e371747bc39	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cis-Caffeoyl tartaric 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 - Cis-Caffeoyl tartaric 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 - Cis-Caffeoyl tartaric acid 10V, Positive-QTOF	splash10-03dj-0973000000-1a96d8a708695d13762e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 20V, Positive-QTOF	splash10-03gr-2940000000-a24c1bc2573e378ccd7e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 40V, Positive-QTOF	splash10-0540-4900000000-55b90a17ab1875f9bb88	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 10V, Negative-QTOF	splash10-0409-3982000000-aabe941096f73c4a6cd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 20V, Negative-QTOF	splash10-02dr-3940000000-9757ec14c725e63e898e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 40V, Negative-QTOF	splash10-03mi-3910000000-aec72816b3809d559efe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 10V, Negative-QTOF	splash10-03di-2922000000-26fb657c11ea5cd25385	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 20V, Negative-QTOF	splash10-000i-4910000000-e35a7c46ed1ac711f639	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 40V, Negative-QTOF	splash10-000i-3900000000-289dbaa5e055c4d8dc97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 10V, Positive-QTOF	splash10-03di-0941000000-dffcec2519e8e8c3f95f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 20V, Positive-QTOF	splash10-03di-0900000000-c4455e5be5330e3a63f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cis-Caffeoyl tartaric acid 40V, Positive-QTOF	splash10-01p9-0900000000-7ecc2ca7f29b2b87c59c	2021-09-22	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

493

FooDB ID

FDB000260

KNApSAcK ID

Not Available

Chemspider ID

30776757

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Caftaric acid

METLIN ID

Not Available

PubChem Compound

13887347

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

Not Available

Showing metabocard for Cis-Caffeoyl tartaric acid (HMDB0029276)

MOL for HMDB0029276 (Cis-Caffeoyl tartaric acid)

3D MOL for HMDB0029276 (Cis-Caffeoyl tartaric acid)

3D SDF for HMDB0029276 (Cis-Caffeoyl tartaric acid)

3D-SDF for HMDB0029276 (Cis-Caffeoyl tartaric acid)

PDB for HMDB0029276 (Cis-Caffeoyl tartaric acid)

3D PDB for HMDB0029276 (Cis-Caffeoyl tartaric acid)

SMILES for HMDB0029276 (Cis-Caffeoyl tartaric acid)

INCHI for HMDB0029276 (Cis-Caffeoyl tartaric acid)

Structure for HMDB0029276 (Cis-Caffeoyl tartaric acid)

3D Structure for HMDB0029276 (Cis-Caffeoyl tartaric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra