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Showing metabocard for Vanillic acid 4-O-sulfate (HMDB0041788)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 03:42:55 UTC
Update Date2022-03-07 02:57:12 UTC
HMDB IDHMDB0041788
Secondary Accession Numbers
  • HMDB41788
Metabolite Identification
Common NameVanillic acid 4-O-sulfate
DescriptionVanillic acid 4-O-sulfate, also known as vanillate 4-O-sulphate or vanillic acid 4-sulfuric acid, belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Based on a literature review a small amount of articles have been published on Vanillic acid 4-O-sulfate.
Structure
Data?1563863703
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041788 (Vanillic acid 4-O-sulfate)


  Mrv1652306141922472D          

 16 16  0  0  0  0            999 V2000
    1.0718    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737   -0.2058    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607    0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4866    0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  7  8  2  0  0  0  0
  2 10  1  0  0  0  0
  6  1  2  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
  3 16  1  0  0  0  0
M  END
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3D MOL for HMDB0041788 (Vanillic acid 4-O-sulfate)

HMDB0041788
     RDKit          3D
Vanillic acid 4-O-sulfate
 24 24  0  0  0  0  0  0  0  0999 V2000
    0.0176    3.0495   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834    1.8240   -0.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0235    0.6345   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.6300    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -0.5634    0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -0.5586    0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0279    0.5329    0.6629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1005   -1.7733    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3450   -1.7532   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0122   -1.7419   -0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.5628   -0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0556   -0.5611   -0.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3035   -0.6260    0.3709 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.0569    0.3077    1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -1.9894    0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7232   -0.1367   -0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    3.8806   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404    3.1379    0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030    3.1468   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8168    1.5835    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7844   -2.4932    1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8542   -2.7168    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -2.6940   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4802   -0.5571    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 16 24  1  0
M  END
Download

3D SDF for HMDB0041788 (Vanillic acid 4-O-sulfate)


  Mrv1652306141922472D          

 16 16  0  0  0  0            999 V2000
    1.0718    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737   -0.2058    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607    0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4866    0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  7  8  2  0  0  0  0
  2 10  1  0  0  0  0
  6  1  2  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
  3 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041788

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O7S/c1-14-7-4-5(8(9)10)2-3-6(7)15-16(11,12)13/h2-4H,1H3,(H,9,10)(H,11,12,13)

> <INCHI_KEY>
TXRKUXPAEPOCIX-UHFFFAOYSA-N

> <FORMULA>
C8H8O7S

> <MOLECULAR_WEIGHT>
248.21

> <EXACT_MASS>
247.9990733

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
21.082294290516923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-4-(sulfooxy)benzoic acid

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
0.6942787903333333

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.006728014640995

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.5583886644089846

> <JCHEM_PKA_STRONGEST_BASIC>
-4.929206541662975

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
51.7501

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methoxy-4-(sulfooxy)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0041788 (Vanillic acid 4-O-sulfate)

HMDB0041788
     RDKit          3D
Vanillic acid 4-O-sulfate
 24 24  0  0  0  0  0  0  0  0999 V2000
    0.0176    3.0495   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834    1.8240   -0.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0235    0.6345   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.6300    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -0.5634    0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -0.5586    0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0279    0.5329    0.6629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1005   -1.7733    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3450   -1.7532   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0122   -1.7419   -0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.5628   -0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0556   -0.5611   -0.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3035   -0.6260    0.3709 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.0569    0.3077    1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -1.9894    0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7232   -0.1367   -0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    3.8806   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404    3.1379    0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030    3.1468   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8168    1.5835    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7844   -2.4932    1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8542   -2.7168    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -2.6940   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4802   -0.5571    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 16 24  1  0
M  END
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PDB for HMDB0041788 (Vanillic acid 4-O-sulfate)

HEADER    PROTEIN                                 14-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUN-19         0                                  
HETATM    1  C   UNK     0       2.001   1.925   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.000  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.334   1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.668   1.925   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.668   3.465   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.002   1.155   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.667   1.925   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.667   3.465   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.338  -1.155   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0      -2.004  -0.384   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0      -1.233   0.953   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.775   0.953   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.667  -1.155   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    7    1    5                                                  
CONECT    7    6    9    8                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    2   11                                                       
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13    3                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0041788 (Vanillic acid 4-O-sulfate)

COMPND    HMDB0041788
HETATM    1  C1  UNL     1       0.018   3.050  -0.135  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.683   1.824  -0.346  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.024   0.635  -0.254  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.325   0.630   0.053  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.007  -0.563   0.150  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.424  -0.559   0.472  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.028   0.533   0.663  1.00  0.00           O  
HETATM    8  O3  UNL     1      -4.100  -1.773   0.567  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.345  -1.753  -0.059  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.012  -1.742  -0.367  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.717  -0.563  -0.470  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.056  -0.561  -0.774  1.00  0.00           O  
HETATM   13  S1  UNL     1       3.304  -0.626   0.371  1.00  0.00           S  
HETATM   14  O5  UNL     1       3.057   0.308   1.522  1.00  0.00           O  
HETATM   15  O6  UNL     1       3.520  -1.989   0.916  1.00  0.00           O  
HETATM   16  O7  UNL     1       4.723  -0.137  -0.384  1.00  0.00           O  
HETATM   17  H1  UNL     1       0.738   3.881  -0.331  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.240   3.138   0.952  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.903   3.147  -0.756  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.817   1.583   0.211  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.784  -2.493   1.193  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.854  -2.717   0.010  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.496  -2.694  -0.523  1.00  0.00           H  
HETATM   24  H8  UNL     1       5.480  -0.557   0.109  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   20
CONECT    5    6    9    9
CONECT    6    7    7    8
CONECT    8   21
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   24
END
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SMILES for HMDB0041788 (Vanillic acid 4-O-sulfate)

COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O
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INCHI for HMDB0041788 (Vanillic acid 4-O-sulfate)

InChI=1S/C8H8O7S/c1-14-7-4-5(8(9)10)2-3-6(7)15-16(11,12)13/h2-4H,1H3,(H,9,10)(H,11,12,13)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Vanillate 4-O-sulfateGenerator
Vanillate 4-O-sulphateGenerator
Vanillic acid 4-O-sulfuric acidGenerator
Vanillic acid 4-O-sulphuric acidGenerator
Vanillate 4-sulfateHMDB
Vanillate 4-sulphateHMDB
Vanillic acid 4-sulfuric acidHMDB
Vanillic acid 4-sulphuric acidHMDB
3-Methoxy-4-(sulfooxy)benzoateHMDB
3-Methoxy-4-(sulphooxy)benzoateHMDB
3-Methoxy-4-(sulphooxy)benzoic acidHMDB
3-Methoxy-4-(sulfooxy)benzoic acidHMDB
Vanillic acid 4-sulfateHMDB
Vanillic acid 4-sulphateHMDB
Vanillic acid sulfateHMDB
Vanillic acid sulphateHMDB
Vanillic acid-4-O-sulfateHMDB
Vanillic acid-4-O-sulphateHMDB
Chemical FormulaC8H8O7S
Average Molecular Weight248.21
Monoisotopic Molecular Weight247.9990733
IUPAC Name3-methoxy-4-(sulfooxy)benzoic acid
Traditional Name3-methoxy-4-(sulfooxy)benzoic acid
CAS Registry Number71235-86-4
SMILES
COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O
InChI Identifier
InChI=1S/C8H8O7S/c1-14-7-4-5(8(9)10)2-3-6(7)15-16(11,12)13/h2-4H,1H3,(H,9,10)(H,11,12,13)
InChI KeyTXRKUXPAEPOCIX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentM-methoxybenzoic acids and derivatives
Alternative Parents
Substituents
  • Phenylsulfate
  • M-methoxybenzoic acid or derivatives
  • Arylsulfate
  • Benzoic acid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Alkyl aryl ether
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.38 g/LALOGPS
logP-0.77ALOGPS
logP0.69ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)-2.6ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area110.13 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.75 m³·mol⁻¹ChemAxon
Polarizability21.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+156.86131661259
DarkChem[M-H]-154.30431661259
DeepCCS[M+H]+152.62630932474
DeepCCS[M-H]-150.26830932474
DeepCCS[M-2H]-183.15430932474
DeepCCS[M+Na]+158.71930932474
AllCCS[M+H]+152.732859911
AllCCS[M+H-H2O]+148.932859911
AllCCS[M+NH4]+156.232859911
AllCCS[M+Na]+157.232859911
AllCCS[M-H]-145.832859911
AllCCS[M+Na-2H]-146.132859911
AllCCS[M+HCOO]-146.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.4.35 minutes32390414
Predicted by Siyang on May 30, 202210.7608 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.03 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid67.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1209.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid306.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid101.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid183.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid70.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid332.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid414.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)144.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid774.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid305.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1154.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid229.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid263.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate516.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA227.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water202.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Vanillic acid 4-O-sulfateCOC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O3832.4Standard polar33892256
Vanillic acid 4-O-sulfateCOC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O1813.5Standard non polar33892256
Vanillic acid 4-O-sulfateCOC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O2121.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Vanillic acid 4-O-sulfate,1TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O2122.7Semi standard non polar33892256
Vanillic acid 4-O-sulfate,1TMS,isomer #2COC1=CC(C(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C2169.4Semi standard non polar33892256
Vanillic acid 4-O-sulfate,2TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C2108.8Semi standard non polar33892256
Vanillic acid 4-O-sulfate,2TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C2235.4Standard non polar33892256
Vanillic acid 4-O-sulfate,1TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O2394.2Semi standard non polar33892256
Vanillic acid 4-O-sulfate,1TBDMS,isomer #2COC1=CC(C(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C2426.5Semi standard non polar33892256
Vanillic acid 4-O-sulfate,2TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C2608.1Semi standard non polar33892256
Vanillic acid 4-O-sulfate,2TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C2760.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Vanillic acid 4-O-sulfate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0159-1960000000-0504414d58a59a1325f62017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanillic acid 4-O-sulfate GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9272000000-d57b9fca4e862e9047732017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanillic acid 4-O-sulfate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 10V, Positive-QTOFsplash10-0002-0090000000-1c987472df7b6ef1cd782017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 20V, Positive-QTOFsplash10-014j-1960000000-b60b95a52bda88dfb6052017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 40V, Positive-QTOFsplash10-0udj-9620000000-0842cb37f9c7777e6d122017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 10V, Negative-QTOFsplash10-0002-0090000000-2b59120eb186bb6911a92017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 20V, Negative-QTOFsplash10-0uxs-0940000000-0d684f8d4fbf918cac002017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 40V, Negative-QTOFsplash10-0udi-1900000000-8a0487cf7234e41fff612017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 10V, Negative-QTOFsplash10-0002-0090000000-95ed6f8036e753ec16372021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 20V, Negative-QTOFsplash10-0002-6190000000-68079814d4c76ee9149a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 40V, Negative-QTOFsplash10-0002-9000000000-376ad301cb9422249a142021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 10V, Positive-QTOFsplash10-0002-0090000000-482572f338ae90744e0d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 20V, Positive-QTOFsplash10-0udi-0910000000-bec306359471ede56f032021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-sulfate 40V, Positive-QTOFsplash10-0udi-6900000000-995f694f1345976e78282021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029964
KNApSAcK IDNot Available
Chemspider ID339308
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound382946
PDB IDNot Available
ChEBI ID88847
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]
  2. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
  3. Ounnas F, Prive F, Salen P, Gaci N, Tottey W, Calani L, Bresciani L, Lopez-Gutierrez N, Hazane-Puch F, Laporte F, Brugere JF, Del Rio D, Demeilliers C, de Lorgeril M: Whole Rye Consumption Improves Blood and Liver n-3 Fatty Acid Profile and Gut Microbiota Composition in Rats. PLoS One. 2016 Feb 10;11(2):e0148118. doi: 10.1371/journal.pone.0148118. eCollection 2016. [PubMed:26862900 ]
  4. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]