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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:32:18 UTC

Update Date

2022-03-07 02:56:06 UTC

HMDB ID

HMDB0039169

Secondary Accession Numbers

HMDB39169

Metabolite Identification

Common Name

6-O-p-Coumaroyl-D-glucose

Description

6-O-p-Coumaroyl-D-glucose belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. 6-O-p-Coumaroyl-D-glucose has been detected, but not quantified in, green vegetables. This could make 6-O-p-coumaroyl-D-glucose a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6-O-p-Coumaroyl-D-glucose.

Structure

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

HMDB0039169
     RDKit          3D
6-O-p-Coumaroyl-D-glucose
 41 42  0  0  0  0  0  0  0  0999 V2000
    0.0842   -0.5216   -1.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4347   -1.0357   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8312   -0.8717    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609   -0.1951   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708    0.0413   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739    0.7739   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2005    1.0184   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868    0.5390    0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1306    0.7776    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987   -0.1941    1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6535   -0.4389    0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4303   -1.7348    0.3936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -1.9951    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684   -0.9434    0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -0.2405    1.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1406    0.1763    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534   -0.9086    2.1275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8646    0.7338    0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0366    2.1303    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3117    0.4943   -0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3682    1.6398   -1.7364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    0.0615   -0.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1381    1.2463   -0.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.2998    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2829    0.2280   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4190    1.1565   -2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8206    1.5926   -1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3750    1.6085    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4632   -0.5688    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0816   -1.0110    1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269   -2.8136    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -2.5374   -0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774   -1.4947    0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290    0.9428    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114   -1.7116    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    0.3296    0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3119    2.5261   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8393   -0.3056   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4982    1.9998   -1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -0.2994   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.1051    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  5  1  0
 22 14  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END

  Mrv0541 05061310542D          

 23 24  0  0  0  0            999 V2000
   -3.3163    0.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3163   -0.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018   -0.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -2.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -3.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7452   -0.5575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -0.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3163   -2.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3163   -3.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7452   -2.2075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -3.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1729   -3.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1729   -4.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -4.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -5.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561   -5.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561   -6.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -7.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1729   -6.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1729   -5.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -7.9825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039169

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1OC(COC(=O)\C=C\C2=CC=C(O)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O8/c16-9-4-1-8(2-5-9)3-6-11(17)22-7-10-12(18)13(19)14(20)15(21)23-10/h1-6,10,12-16,18-21H,7H2/b6-3+

> <INCHI_KEY>
GKUSDFCBGXFHIL-ZZXKWVIFSA-N

> <FORMULA>
C15H18O8

> <MOLECULAR_WEIGHT>
326.2986

> <EXACT_MASS>
326.100167552

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
31.63003187345859

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3,4,5,6-tetrahydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-0.20221382166666657

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.303502202445904

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.393206473296873

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649083726447903

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
77.47200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3,4,5,6-tetrahydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039169
     RDKit          3D
6-O-p-Coumaroyl-D-glucose
 41 42  0  0  0  0  0  0  0  0999 V2000
    0.0842   -0.5216   -1.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4347   -1.0357   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8312   -0.8717    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609   -0.1951   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708    0.0413   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739    0.7739   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2005    1.0184   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868    0.5390    0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1306    0.7776    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987   -0.1941    1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6535   -0.4389    0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4303   -1.7348    0.3936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -1.9951    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684   -0.9434    0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -0.2405    1.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1406    0.1763    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534   -0.9086    2.1275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8646    0.7338    0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0366    2.1303    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3117    0.4943   -0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3682    1.6398   -1.7364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    0.0615   -0.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1381    1.2463   -0.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.2998    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2829    0.2280   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4190    1.1565   -2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8206    1.5926   -1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3750    1.6085    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4632   -0.5688    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0816   -1.0110    1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269   -2.8136    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -2.5374   -0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774   -1.4947    0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290    0.9428    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114   -1.7116    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    0.3296    0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3119    2.5261   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8393   -0.3056   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4982    1.9998   -1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -0.2994   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.1051    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  5  1  0
 22 14  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  O   UNK     0      -6.190   0.499   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.190  -1.041   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.857  -1.811   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.857  -3.351   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.523  -4.121   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.523  -5.661   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -8.858  -1.041   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -7.524  -1.811   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.524  -3.351   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.190  -4.121   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.190  -5.661   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -8.858  -4.121   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.856  -5.661   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.189  -6.431   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.189  -7.971   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.856  -8.741   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.856 -10.281   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.478 -11.051   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.478 -12.591   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.856 -13.361   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.189 -12.591   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.189 -11.051   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.856 -14.901   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5   14                                                       
CONECT    7    8                                                            
CONECT    8    2    7    9                                                  
CONECT    9    8   10   12                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13   14                                                            
CONECT   14    6   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   17   21                                                       
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0039169
HETATM    1  O1  UNL     1       0.084  -0.522  -1.449  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.435  -1.036  -0.364  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.831  -0.872   0.098  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.661  -0.195  -0.639  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.071   0.041  -0.297  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.874   0.774  -1.146  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.201   1.018  -0.863  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.787   0.539   0.288  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.131   0.778   0.591  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.999  -0.194   1.146  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.653  -0.439   0.853  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.430  -1.735   0.394  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.744  -1.995   0.174  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.768  -0.943   0.194  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.854  -0.240   1.398  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.141   0.176   1.563  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.853  -0.909   2.127  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.865   0.734   0.416  1.00  0.00           C  
HETATM   19  O6  UNL     1      -5.037   2.130   0.563  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.312   0.494  -0.946  1.00  0.00           C  
HETATM   21  O7  UNL     1      -4.368   1.640  -1.736  1.00  0.00           O  
HETATM   22  C15 UNL     1      -2.839   0.062  -0.897  1.00  0.00           C  
HETATM   23  O8  UNL     1      -2.138   1.246  -0.548  1.00  0.00           O  
HETATM   24  H1  UNL     1       2.153  -1.300   1.018  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.283   0.228  -1.580  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.419   1.156  -2.057  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.821   1.593  -1.533  1.00  0.00           H  
HETATM   28  H5  UNL     1       8.375   1.608   1.126  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.463  -0.569   2.049  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.082  -1.011   1.546  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.127  -2.814   0.882  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.892  -2.537  -0.833  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.777  -1.495   0.157  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.129   0.943   2.395  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.311  -1.712   2.204  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.919   0.330   0.419  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.312   2.526  -0.312  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.839  -0.306  -1.502  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.498   2.000  -1.982  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.536  -0.299  -1.870  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.633   1.105   0.295  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   24
CONECT    4    5   25
CONECT    5    6    6   11
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   10
CONECT    9   28
CONECT   10   11   11   29
CONECT   11   30
CONECT   12   13
CONECT   13   14   31   32
CONECT   14   15   22   33
CONECT   15   16
CONECT   16   17   18   34
CONECT   17   35
CONECT   18   19   20   36
CONECT   19   37
CONECT   20   21   22   38
CONECT   21   39
CONECT   22   23   40
CONECT   23   41
END

HMDB0039169
     RDKit          3D
6-O-p-Coumaroyl-D-glucose
 41 42  0  0  0  0  0  0  0  0999 V2000
    0.0842   -0.5216   -1.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4347   -1.0357   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8312   -0.8717    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609   -0.1951   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708    0.0413   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739    0.7739   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2005    1.0184   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868    0.5390    0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1306    0.7776    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987   -0.1941    1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6535   -0.4389    0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4303   -1.7348    0.3936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -1.9951    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684   -0.9434    0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -0.2405    1.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1406    0.1763    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534   -0.9086    2.1275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8646    0.7338    0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0366    2.1303    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3117    0.4943   -0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3682    1.6398   -1.7364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    0.0615   -0.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1381    1.2463   -0.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.2998    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2829    0.2280   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4190    1.1565   -2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8206    1.5926   -1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3750    1.6085    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4632   -0.5688    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0816   -1.0110    1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269   -2.8136    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -2.5374   -0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774   -1.4947    0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290    0.9428    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114   -1.7116    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    0.3296    0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3119    2.5261   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8393   -0.3056   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4982    1.9998   -1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -0.2994   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.1051    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  5  1  0
 22 14  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(3,4,5,6-Tetrahydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	HMDB

Chemical Formula

C₁₅H₁₈O₈

Average Molecular Weight

326.2986

Monoisotopic Molecular Weight

326.100167552

IUPAC Name

(3,4,5,6-tetrahydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

(3,4,5,6-tetrahydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

114297-65-3

SMILES

OC1OC(COC(=O)\C=C\C2=CC=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C15H18O8/c16-9-4-1-8(2-5-9)3-6-11(17)22-7-10-12(18)13(19)14(20)15(21)23-10/h1-6,10,12-16,18-21H,7H2/b6-3+

InChI Key

GKUSDFCBGXFHIL-ZZXKWVIFSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Monosaccharide
Oxane
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Ingestion (HMDB: HMDB0039169)

Source

Exogenous

Exogenous (HMDB: HMDB0039169)

Food

Food (HMDB: HMDB0039169)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0039169)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039169)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 - 186 °C	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	7.67 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	-0.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.47 m³·mol⁻¹	ChemAxon
Polarizability	31.63 Å³	ChemAxon
Number of Rings	2	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]+	175.582	30932474
DeepCCS	[M-H]-	173.224	30932474
DeepCCS	[M-2H]-	206.756	30932474
DeepCCS	[M+Na]+	182.028	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.0	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	181.0	32859911
AllCCS	[M-H]-	173.5	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-O-p-Coumaroyl-D-glucose	OC1OC(COC(=O)\C=C\C2=CC=C(O)C=C2)C(O)C(O)C1O	5412.9	Standard polar	33892256
6-O-p-Coumaroyl-D-glucose	OC1OC(COC(=O)\C=C\C2=CC=C(O)C=C2)C(O)C(O)C1O	3270.6	Standard non polar	33892256
6-O-p-Coumaroyl-D-glucose	OC1OC(COC(=O)\C=C\C2=CC=C(O)C=C2)C(O)C(O)C1O	3264.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-O-p-Coumaroyl-D-glucose,1TMS,isomer #1	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O)C1O	3178.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O)C2O)C=C1	3232.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TMS,isomer #3	C[Si](C)(C)OC1C(COC(=O)/C=C/C2=CC=C(O)C=C2)OC(O)C(O)C1O	3176.6	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TMS,isomer #4	C[Si](C)(C)OC1C(O)C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C1O	3176.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TMS,isomer #5	C[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C1O	3179.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O)C(O)C2O)C=C1	3161.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #10	C[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C1O[Si](C)(C)C	3137.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #2	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)C(O)C1O	3150.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #3	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O[Si](C)(C)C)C1O	3131.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #4	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O)C1O[Si](C)(C)C	3147.3	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C)C(O)C2O)C=C1	3167.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O[Si](C)(C)C)C2O)C=C1	3160.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #7	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O)C2O[Si](C)(C)C)C=C1	3163.6	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #8	C[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)C1O	3133.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TMS,isomer #9	C[Si](C)(C)OC1C(COC(=O)/C=C/C2=CC=C(O)C=C2)OC(O)C(O)C1O[Si](C)(C)C	3163.5	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C=C1	3075.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #10	C[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3139.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C=C1	3076.6	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C=C1	3080.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #4	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3118.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #5	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3115.3	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #6	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3120.3	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=C1	3095.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #8	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=C1	3091.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TMS,isomer #9	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	3077.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=C1	3078.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=C1	3071.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	3089.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TMS,isomer #4	C[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3124.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	3093.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,5TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	3078.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O)C1O	3423.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O)C2O)C=C1	3495.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(COC(=O)/C=C/C2=CC=C(O)C=C2)OC(O)C(O)C1O	3449.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(O)C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C1O	3440.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C1O	3442.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C=C1	3672.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	3646.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3634.6	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3616.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3626.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=C1	3701.3	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3692.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3704.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O	3653.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(COC(=O)/C=C/C2=CC=C(O)C=C2)OC(O)C(O)C1O[Si](C)(C)C(C)(C)C	3654.5	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=C1	3851.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(O)OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3818.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3835.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3857.0	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3793.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3782.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3782.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	3860.8	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	3874.5	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	3869.6	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(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	4029.7	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(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	4033.4	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(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	4031.1	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1OC(COC(=O)/C=C/C2=CC=C(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	3945.9	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(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	4067.2	Semi standard non polar	33892256
6-O-p-Coumaroyl-D-glucose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OCC2OC(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	4164.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-O-p-Coumaroyl-D-glucose GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mt-5893000000-998fcff19071289fede2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-O-p-Coumaroyl-D-glucose GC-MS (5 TMS) - 70eV, Positive	splash10-00di-1120119000-5dc6c7a7c0dd4ee8e445	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-O-p-Coumaroyl-D-glucose 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-O-p-Coumaroyl-D-glucose 10V, Positive-QTOF	splash10-06vj-0917000000-7db8935cb4ffadb911a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 20V, Positive-QTOF	splash10-01ot-0901000000-5ca7c45dc336ba2edc03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 40V, Positive-QTOF	splash10-00kb-3910000000-1c5db3f1bce3cb6c83ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 10V, Negative-QTOF	splash10-03fs-0923000000-f7eb18d99d36ffd70915	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 20V, Negative-QTOF	splash10-03dj-0900000000-f90199b781f2bc1d1a23	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 40V, Negative-QTOF	splash10-03dj-3900000000-5da2853dede406e085c1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 10V, Negative-QTOF	splash10-07y3-2922000000-71cbe557453f0ab26973	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 20V, Negative-QTOF	splash10-066u-8920000000-62edaf690bf0621db7ab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 40V, Negative-QTOF	splash10-014i-3910000000-3a146900de295f644a59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 10V, Positive-QTOF	splash10-052b-0925000000-1d0330a8e6762e8c5dc2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 20V, Positive-QTOF	splash10-014s-1950000000-4e4be3666903b744ba8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-O-p-Coumaroyl-D-glucose 40V, Positive-QTOF	splash10-014i-1910000000-5641e6875c0d259a0f3f	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, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018696

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

13915664

PDB ID

Not Available

ChEBI ID

175156

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

6-O-p-Coumaroyl-D-glucose → 3,4,5-trihydroxy-6-{4-[(1E)-3-oxo-3-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

6-O-p-Coumaroyl-D-glucose → {4-[(1E)-3-oxo-3-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]prop-1-en-1-yl]phenyl}oxidanesulfonic acid	details

Showing metabocard for 6-O-p-Coumaroyl-D-glucose (HMDB0039169)

MOL for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

3D MOL for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

3D SDF for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

3D-SDF for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

PDB for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

3D PDB for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

SMILES for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

INCHI for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

Structure for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

3D Structure for HMDB0039169 (6-O-p-Coumaroyl-D-glucose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions