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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-09-13 00:18:09 UTC

Update Date

2021-09-14 15:16:46 UTC

HMDB ID

HMDB0125174

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Description

6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0125174
     RDKit          3D
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
 36 37  0  0  0  0  0  0  0  0999 V2000
    6.4302   -0.5688   -0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4347    0.0117   -1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020    0.8701   -2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260   -0.2353   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    0.3923   -1.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    0.1549   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196   -0.6979    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719   -0.9670    0.9416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -0.4091    0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5105    0.2118    1.5883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3315    1.1566    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062    2.0314    1.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751    2.9270    1.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    1.8893    3.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2719    0.5365   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537    1.1023   -1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720   -0.9439   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -1.3438   -1.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -1.4901    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780   -1.9470   -1.1867 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -1.3328    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -1.1070    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    1.8526   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751    1.0708   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.6817   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521    0.2924   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319    1.8111    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0319    2.3054    3.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097    0.7853    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051    1.8343   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8633   -1.4531    0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6657   -0.6047   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -2.3067    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.8993   -1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -2.0150    1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8597   -1.5958    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22  4  1  0
 19  9  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END


  Mrv1652308171916442D          

 22 23  0  0  0  0            999 V2000
   -1.1043   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    2.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    2.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043   -1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0392   -1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0392   -2.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -2.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -2.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0392   -4.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -4.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537   -2.8877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537   -1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 19  2  0  0  0  0
 17 18  1  0  0  0  0
 14 20  1  0  0  0  0
 13 21  1  0  0  0  0
 12 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0125174

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(OC2=CC=C(C=C2)C(O)=O)OC(C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O9/c14-7-8(15)10(12(19)20)22-13(9(7)16)21-6-3-1-5(2-4-6)11(17)18/h1-4,7-10,13-16H,(H,17,18)(H,19,20)

> <INCHI_KEY>
DKNOHNCMCYDVLT-UHFFFAOYSA-N

> <FORMULA>
C13H14O9

> <MOLECULAR_WEIGHT>
314.246

> <EXACT_MASS>
314.063782031

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.283542587795353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-0.6205301529999996

> <ALOGPS_LOGS>
-1.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.341769454278267

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0259087917497633

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868267613834877

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
67.30690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0125174
     RDKit          3D
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
 36 37  0  0  0  0  0  0  0  0999 V2000
    6.4302   -0.5688   -0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4347    0.0117   -1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020    0.8701   -2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260   -0.2353   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    0.3923   -1.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    0.1549   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196   -0.6979    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719   -0.9670    0.9416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -0.4091    0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5105    0.2118    1.5883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3315    1.1566    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062    2.0314    1.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751    2.9270    1.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    1.8893    3.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2719    0.5365   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537    1.1023   -1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720   -0.9439   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -1.3438   -1.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -1.4901    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780   -1.9470   -1.1867 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -1.3328    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -1.1070    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    1.8526   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751    1.0708   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.6817   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521    0.2924   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319    1.8111    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0319    2.3054    3.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097    0.7853    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051    1.8343   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8633   -1.4531    0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6657   -0.6047   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -2.3067    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.8993   -1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -2.0150    1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8597   -1.5958    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22  4  1  0
 19  9  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 17-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-AUG-19         0                                  
HETATM    1  C   UNK     0      -2.061  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.727   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.395   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.727   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.395   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.061   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.061   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.395   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.727   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.061  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.727  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.606  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.940  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.940  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.606  -5.390   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.727  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.606  -6.931   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.940  -7.701   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.727  -7.701   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.274  -5.390   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.274  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.606  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   13   11   22                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   19   18                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   14                                                            
CONECT   21   13                                                            
CONECT   22   12                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0125174
HETATM    1  O1  UNL     1       6.430  -0.569  -0.787  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.435   0.012  -1.274  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.602   0.870  -2.333  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.126  -0.235  -0.709  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.017   0.392  -1.228  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.778   0.155  -0.689  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.620  -0.698   0.362  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.372  -0.967   0.942  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.803  -0.409   0.519  1.00  0.00           C  
HETATM   10  O4  UNL     1      -1.510   0.212   1.588  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.331   1.157   0.979  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.006   2.031   1.936  1.00  0.00           C  
HETATM   13  O5  UNL     1      -3.775   2.927   1.526  1.00  0.00           O  
HETATM   14  O6  UNL     1      -2.812   1.889   3.294  1.00  0.00           O  
HETATM   15  C9  UNL     1      -3.272   0.537  -0.024  1.00  0.00           C  
HETATM   16  O7  UNL     1      -3.154   1.102  -1.284  1.00  0.00           O  
HETATM   17  C10 UNL     1      -3.172  -0.944  -0.103  1.00  0.00           C  
HETATM   18  O8  UNL     1      -3.656  -1.344  -1.368  1.00  0.00           O  
HETATM   19  C11 UNL     1      -1.795  -1.490   0.045  1.00  0.00           C  
HETATM   20  O9  UNL     1      -1.278  -1.947  -1.187  1.00  0.00           O  
HETATM   21  C12 UNL     1       2.737  -1.333   0.889  1.00  0.00           C  
HETATM   22  C13 UNL     1       3.969  -1.107   0.364  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.851   1.853  -2.210  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.175   1.071  -2.071  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.948   0.682  -1.146  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.752   0.292  -0.328  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.632   1.811   0.379  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.032   2.305   3.799  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.310   0.785   0.330  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.505   1.834  -1.250  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.863  -1.453   0.631  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.666  -0.605  -2.011  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.731  -2.307   0.797  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.460  -2.899  -1.333  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.596  -2.015   1.732  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.860  -1.596   0.764  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5    5   22
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   21
CONECT    8    9
CONECT    9   10   19   26
CONECT   10   11
CONECT   11   12   15   27
CONECT   12   13   13   14
CONECT   14   28
CONECT   15   16   17   29
CONECT   16   30
CONECT   17   18   19   31
CONECT   18   32
CONECT   19   20   33
CONECT   20   34
CONECT   21   22   22   35
CONECT   22   36
END

HMDB0125174
     RDKit          3D
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
 36 37  0  0  0  0  0  0  0  0999 V2000
    6.4302   -0.5688   -0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4347    0.0117   -1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020    0.8701   -2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260   -0.2353   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    0.3923   -1.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    0.1549   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196   -0.6979    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719   -0.9670    0.9416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -0.4091    0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5105    0.2118    1.5883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3315    1.1566    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062    2.0314    1.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751    2.9270    1.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    1.8893    3.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2719    0.5365   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537    1.1023   -1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720   -0.9439   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -1.3438   -1.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -1.4901    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780   -1.9470   -1.1867 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -1.3328    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -1.1070    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    1.8526   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751    1.0708   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.6817   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521    0.2924   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319    1.8111    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0319    2.3054    3.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097    0.7853    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051    1.8343   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8633   -1.4531    0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6657   -0.6047   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -2.3067    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -2.8993   -1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -2.0150    1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8597   -1.5958    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22  4  1  0
 19  9  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-(4-Carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₃H₁₄O₉

Average Molecular Weight

314.246

Monoisotopic Molecular Weight

314.063782031

IUPAC Name

6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=CC=C(C=C2)C(O)=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C13H14O9/c14-7-8(15)10(12(19)20)22-13(9(7)16)21-6-3-1-5(2-4-6)11(17)18/h1-4,7-10,13-16H,(H,17,18)(H,19,20)

InChI Key

DKNOHNCMCYDVLT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Beta-hydroxy acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Polyol
Oxacycle
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0125174)

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0125174)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0125174)

Tea

Tea products (HMDB: HMDB0125174)

Fat and oil

Olive oil (HMDB: HMDB0125174)

Fruit

Fruits (HMDB: HMDB0125174)

Vegetable

Vegetables (HMDB: HMDB0125174)

Legumes (HMDB: HMDB0125174)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0125174)

Nut

Nuts (HMDB: HMDB0125174)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0125174)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.56	ALOGPS
logP	-0.62	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.31 m³·mol⁻¹	ChemAxon
Polarizability	28.28 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.628	31661259
DarkChem	[M-H]-	167.571	31661259
DeepCCS	[M+H]+	166.019	30932474
DeepCCS	[M-H]-	163.661	30932474
DeepCCS	[M-2H]-	196.547	30932474
DeepCCS	[M+Na]+	172.112	30932474
AllCCS	[M+H]+	171.1	32859911
AllCCS	[M+H-H2O]+	167.9	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	174.9	32859911
AllCCS	[M-H]-	167.0	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	166.6	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.	2.99 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4695 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1018.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	246.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	68.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	80.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	266.9 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	304.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	546.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	622.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	236.7 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	1003.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	215.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	490.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	283.1 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	315.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	OC1C(O)C(OC2=CC=C(C=C2)C(O)=O)OC(C1O)C(O)=O	4315.3	Standard polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	OC1C(O)C(OC2=CC=C(C=C2)C(O)=O)OC(C1O)C(O)=O	2857.7	Standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	OC1C(O)C(OC2=CC=C(C=C2)C(O)=O)OC(C1O)C(O)=O	2858.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TMS,isomer #1	C[Si](C)(C)OC1C(O)C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C1O	2939.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O)C1O	2942.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O)C2O)C=C1	2911.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TMS,isomer #4	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C(C(=O)O)C=C2)C(O)C1O	2923.4	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TMS,isomer #5	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O)C1O	2945.0	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #1	C[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C	2901.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #10	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O)C1O[Si](C)(C)C	2870.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O[Si](C)(C)C)C2O)C=C1	2840.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O[Si](C)(C)C)C1O	2872.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #4	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C(C(=O)O)C=C2)C(O)C1O[Si](C)(C)C	2890.5	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O)C2O[Si](C)(C)C)C=C1	2833.5	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C)C(O)C1O	2880.1	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #7	C[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O	2891.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #8	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O)C(O)C2O)C=C1	2808.9	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TMS,isomer #9	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C)C(O)C2O)C=C1	2828.1	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	2822.1	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #10	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C=C1	2792.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2847.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #3	C[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2885.9	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C=C1	2787.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #5	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=C1	2831.2	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #6	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2841.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #7	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C=C1	2788.4	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #8	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=C1	2835.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TMS,isomer #9	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2855.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	2797.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	2835.2	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TMS,isomer #3	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2865.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=C1	2785.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TMS,isomer #5	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=C1	2820.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	2810.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(O)C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C1O	3226.1	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O)C1O	3218.4	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O)C2O)C=C1	3193.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C(C(=O)O)C=C2)C(O)C1O	3197.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O)C1O	3211.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C(C)(C)C	3416.1	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3374.9	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3389.2	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3397.0	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C(C(=O)O)C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	3398.4	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3362.2	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3382.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O	3399.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C=C1	3340.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=C1	3356.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	3543.8	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=C1	3500.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3563.9	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(C(=O)O)C=C2)OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3563.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3501.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3539.7	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3557.6	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3496.5	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3544.2	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3569.4	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	3686.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	3678.9	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C(C(=O)O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3710.3	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3694.4	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3718.2	Semi standard non polar	33892256
6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(OC2OC(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	3848.9	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 - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid GC-MS (5 TMS) - 70eV, Positive	splash10-0bt9-1011049000-249237582ac2fe8aaf56	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052k-9550000000-a1eaebd9130d3a84fb98	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic 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 - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 10V, Positive-QTOF	splash10-00kk-0792000000-34b22ba260f934ed65dc	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 20V, Positive-QTOF	splash10-00dr-0910000000-347a8147aa5cfa1ac1bd	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 40V, Positive-QTOF	splash10-00dr-5900000000-75918956f4d9eaa8c33f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 10V, Negative-QTOF	splash10-03y0-1897000000-d1b91fbb0563dc90d744	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 20V, Negative-QTOF	splash10-000l-6970000000-79e2f09b7bf3249c8b64	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 40V, Negative-QTOF	splash10-000f-9700000000-2618bd27db09bd60afb0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 10V, Positive-QTOF	splash10-014j-0479000000-a0b110fec527f704816a	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 20V, Positive-QTOF	splash10-0072-1980000000-843cd2c78ec459baf17c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 40V, Positive-QTOF	splash10-0h09-4970000000-5b5b53dd3e2a344e89b4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 10V, Negative-QTOF	splash10-000f-9863000000-f6edfb2043deedb4a4ad	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 20V, Negative-QTOF	splash10-0006-9220000000-bea6dcd65c7bce463a8b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 40V, Negative-QTOF	splash10-014l-9200000000-cb3385d9c629840691ab	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

FDB084088

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131637326

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

Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Showing metabocard for 6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (HMDB0125174)

MOL for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for HMDB0125174 (6-(4-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra